Heritage Walks are FREE, guided interpretive walks to the most interesting historic, cultural, industrial, natural and scenic sites in Berkshire County, MA, & Litchfield County, CT.
2026 – THE 24th ANNUAL
“HOUSATONIC HERITAGE WALKS”
Free, guided walks throughout Berkshire County, Massachusetts and Litchfield County, Connecticut.
Saturdays & Sundays on…September 5 & 6, 12 & 13, 19 & 20, 25 & 26 & 27, and October 3 & 4
*** View the 2025 Heritage Walks Brochure here! ***
We’re extremely grateful for our ‘HERITAGE WALKS’ sponsor!
SATURDAY – SEPTEMBER 5, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
1 – Gt. Barrington, MA 9 AM to 11:30 AM
GREAT BARRINGTON’S ARCHITECTURE & HISTORY – THE STORY OF GREAT BUILDINGS IN A GREAT TOWN
This walking tour with Nicholas Greene, from Clark, Green & BEK, will lead participants on a stroll through historic downtown Great Barrington as they discover the rich history of the town’s former and current inhabitants, their lives and the beautiful building architecture they called home. 2.5 hours–1 mile
Registration is required, due to limit on # of participants. Email – greenen23@gmail.com (indicate “GB Architecture Tour & Date” in the subject line). Sign up closes for the tour at 8 PM the night before the Walk.
Meet at the engraved stone monument at the corner of Main and Castle Street, Great Barrington, MA. GPS 42.19378, -73.36382 GOOGLE MAP
2 – New Marlborough, MA 10 AM to 12 NOON
HIKE AROUND THE BERKSHIRE NATIONAL FISH HATCHERY
The Berkshire National Fish Hatchery supports the restoration of lake trout populations in the Lower Great Lakes by supplying lake trout eggs to other federal hatcheries and rearing native brook trout for stocking in local waterways to support recreational fishing and education programs. Our walk will take us on a journey around a unique geological feature, the Kettle Loop Trail, before heading up the Pinnacle Loop Trail, which includes a 500-foot elevation climb. Along the way, we’ll pass a historic Monterey-New Marlborough town pillar, placed in 1913, and an old charcoal pit. Then, reaching the Pinnacle summit, where you’ll enjoy fantastic views! 2 hours–3 miles
Registration requested, but not mandatory. To register– info@hatcheryfriends.org or call (413) 591-9295. https://hatcheryfriends.org
Meet at 240 Hatchery Road, New Marlborough. From the north in Monterey, take Rt 23 and just east of Lake Buel, take River Road to the Hatchery. If coming from the south, New Marlborough, take Rt 57/Rt 183 (Hartsville-New Marlborough Road) to the center of Hartsville, and turn right onto Hatchery Road.
3 – Pittsfield, MA 10 AM to 11:30 AM
SHAKER INDUSTRY–A WALK THROUGH TIME
Explore the Shakers’ engagement with technology. We will walk to the Shaker reservoir and the North Family site (to see the foundations of dams and mills) and enjoy a demonstration of the Village’s restored water turbine. NOTE: This walk does not include general admission to the Village, which can be purchased after the free Heritage Walk. Wear sturdy footwear. 1.5 hours–2 miles
To register, visit- hancockshakervillage.org/calendar (look for the event date and complete the form)
Meet at the HSV Visitor Center/ticket desk, main entrance, on Rt 20 (34 Lebanon Mt. Road), Pittsfield/Hancock. From the junction of Rt 41 & Rt 20 junction drive west on Rt 20 for 1/2 mile to the HSV entrance. GPS 42.43091, -73.34049
4 – East Canaan, CT Anytime from 10 AM to 2 PM
1 HOUR TOURS OF THE BECKLEY BLAST FURNACE–CT’S DEDICATED IRON INDUSTRIAL MONUMENT
Learn about the historic iron industry of the Upper Housatonic Valley, by the Friends of Beckley Furnace. Built in 1847, the Beckley Furnace produced high quality iron until 1918, and it is one of the last surviving examples of the 19th and early 20th century blast furnaces that were once commonplace sights in Connecticut, and is listed on the National Register of Historic Places. There once were 21 furnaces in northwestern CT, as rich veins of iron ore were discovered in the hills near the town of Salisbury. During the American Revolution, CT-forged iron helped fuel the manufacture of American weaponry, most notably the cannons used by the Continental Army, Union weapons for the Civil War, and railroad car wheels. Tour begins when you arrive. 1 hour long tours–0.4 mile
140 Lower Road, East Canaan, just off US Rts 44 & 7. If coming from the East, North, or West, take Route 44 to East Canaan, CT. At the Congregational church, turn south onto Lower Road, passing alongside the Church building, and continue for approximately 1/2 mile, turning to the right and down the hill. The former furnace office and the furnace stack are visible on your left. If coming from the south, take Rte 7 to Canaan, CT. Pass a railroad yard on your left, and just before you cross a bridge across the Blackberry River, turn right onto Lower Road, heading East. The Furnace is about 3 miles east of the intersection of Lower Road and East Canaan. GPS 42.0110 N, -73.2925 W
5 – Sharon, CT 10 AM to 12 NOON
EXPLORE THE SECLUDED SHARON MOUNTAIN PRESERVE
Join the Sharon Land Trust staff for an easy walk on this beautiful preserve. This gentle, off-the-beaten-track trail loops around a lush bog teeming with flora and fauna via a 120-foot long wooden boardwalk. Nestled between two ridges, the trail winds over rambling streams, through hardwood forest stands, rocky hills covered in mountain laurel, and old charcoal pits and stone walls–remnants of a rich agricultural history. 2 hours–2 miles
To Register by email – info@sharonlandtrust.org or via this link–https://forms.gle/HWbGZ61AtqR27JWk9
Meet at 189 East St, in Sharon. If driving North on Rt 4, turn onto East St and follow the road until you see the parking area on the left. OR if driving south on Rt 4 from town, turn left onto Jackson Hill Rd, then turn right onto Sharon Mountain Rd. Follow Sharon Mountain Rd until it turns into East St on the right. Continue down East St. The parking area is on the right.
6 – Stockbridge, MA 10 AM to 11:30 AM
THE HISTORY OF INDIAN TOWN – STOCKBRIDGE
Indian Town was chartered in 1737 as a mission to the Mohican tribe to teach them English, about Christianity and about English agricultural practices. Recently, the Stockbridge-Munsee community in Wisconsin worked with Housatonic Heritage and other local partners to create a tour of the most important Mohican sites along the main street of Stockbridge. OLLI members will lead participants along Main Street to learn about the Mohicans, who lived in what is now Stockbridge for thousands of years, and aspects of their culture which are still present today. Stops include the Carriage Barn at the Mission House, the burial grounds and the site of the 2021 archeological dig for the Mohican meeting house. 1.5 hours–1.5 miles
Register with OLLI, email- olli@berkshirecc.edu
As you enter Stockbridge from the east, park in back of the Stockbridge Town Offices building on Rt 102 (50 Main St.), OR if driving from the south on Rt 7, take a right turn at the major intersection with Rt 102 with the Red Lion Inn on the right, and drive a few minutes to the Stockbridge Town Offices building. Park in back and meet in front of the. GPS 42.28164, -73.30583 GOOGLE MAP
For more information about the Stockbridge-Munsee Community, click here: https://www.nativeamericantrail.org/stockbridge-walking-tour/
7 – Pittsfield, MA 11 AM to 12:30 PM
A WALK AROUND PITTSFIELD’S HISTORIC BUILDINGS
There are 57 plaques embedded in the sidewalks in front of the city’s historic buildings. Join John Dickson from the Berkshire County Historical Society for a walk up and down Pittsfield’s North and South Streets to learn about the city’s history. 1.5 hours–1.5 miles
Meet at the front of the Pittsfield Athenium public library at the corner of East St. and Wendell Ave., just east of Park Square.
8 – Richmond, MA 2 PM to 4 PM
TOUR THE NORTHEAST SCHOOLHOUSE AND PART OF THE NORTHEAST DISTRICT
TOUR THE NORTHEAST SCHOOLHOUSE AND PART OF THE NORTHEAST DISTRICT
Join Gloria Morse and Bill Edwards, from the Richmond Historical Commission , for an interior view of the historic one room Northeast Schoolhouse, 1791-1937. This is Richmond’s last remaining one room schoolhouse not converted into a home. See the classroom interior, and photo display of Richmond from the 1930’s. Outside, view part of the Northeast District, what remains of the Branch Tavern, and the Cyprian Branch and Linius Hall store and funeral parlor. 2 hours–minimal walking
To register, email- gloriamorse1@gmail.com
Meet at 981 Summit Road which is at the corner of Summit and Swamp Roads. Parking is behind the school, off Osceola Ext. Road. From Richmond – take Rt. 41 to Summit Road. OR From Pittsfield, take Barker Road/ Swamp Rd., just past Bartlett’s Orchard. OR From West Stockbridge, take Swamp Road north to Summit Road.
SUNDAY – SEPTEMBER 6, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
9 – Washington, MA 9 AM to 11 AM
HEADWATERS TRAIL HIKE AT THE COLES BROOK PRESERVE
Join Rene Wendell, from The Nature Conservancy, on a hike at our newest trail, the Headwaters Trail, which is within The Nature Conservancy’s 1,600-acre Coles Brook Preserve. This forested area protects much of the watershed of Coles Brook, which is a tributary of the Westfield River. The hike will take visitors through a mixed northern hardwood–hemlock-white pine forest. 2 hours–1 mile
To register, email- rene.wendell@tnc.org or phone- 413.429.5025
Meet at the trailhead at 441 Cross Place Road in Washington, MA. From North Becket Village (Becket Arts Center), drive north on Route 8 (So. Washington State Road), then just before the Washington Town Park, turn right onto Lower Valley Road, which then continues straight on to Cross Place Road. OR, from Pittsfield, driving south on Route 8, drive through Hinsdale into Washington. Drive past the Washington Town Park, then shortly after, take a left onto Lower Valley Road, which then continues straight on to Cross Place Road. GPS 42.36651*N 73.08542* W
10 – Housatonic, MA 10 AM to 12 NOON
TREE IDENTIFICATION WALK ON THE HOUSATONIC RAIL TRAIL
Join naturalist Chelsey Simmons of Berkshire Environmental Action Team (BEAT) for an engaging tree identification walk at one of the Berkshires’ hidden gems. On this easy walk, participants will learn how to recognize commonly encountered trees in Western Massachusetts using key characteristics visible throughout the year. 2 hours–2 miles
Registration is required, as space is limited to 15 participants. Email- chelsey@thebeatnews.org
From Great Barrington, head north on Route 41 (North Plain Road). Turn right onto Main Street in Housatonic. After 0.1 mile, bear slightly right onto Oak Street. Continue for 0.3 mile, then turn right into Saint Bridget’s Cemetery. Park and meet at the back of the cemetery. GPS 42.249228, -73.370041
11 – Norfolk, CT 12 NOON to 2 PM
HIKE TO CAMPBELL FALLS – WATERFALLS, WATERSHEDS AND NATURAL HISTORY OF THE BERKSHIRES
Join Erik Reardon, from the Housatonic Valley Association, for a visit to one of the most stunning scenic attractions in the Berkshires! Straddling the border between Mass. and Conn., Campbell Falls is a 50-foot high waterfall on the Whiting River, which flows south to CT, where it meets the Blackberry River, a tributary of the Housatonic watershed. This hike will include a discussion of forest and land use history and connections to river and stream health in the Berkshires. The walk down to the falls follows a switchback trail that is steep at times. Wear hiking footwear & bring hiking poles if needed. 2 hours–2 miles
To register, email- ereardon@hvatoday.org
Meet at the Campbell Falls Road trailhead on Old Spaulding Road in Norfolk, CT (NOT the New Marlborough, MA trailhead). From the center of Great Barrington at the intersection of Rt 7 and Rt 23, drive east on Rt 23 for 3.5 miles until the road splits and then take Rt 57/Rt 183 for 5.7 miles. At the New Marlborough Town Green, turn right onto New Marlborough-Southfield Rd, which will soon become Norfolk Road. Driving now on Norfolk Road/ Rt 272 until you cross the MA/CT boundary. Shortly you will then take a right onto Old Spaulding Road and drive 0.2 mile to the CT trailhead on the right. OR, From Norfolk center, drive north on Rt 272-North St. for 4.1 miles and take a left on Old Spaulding Road and drive 0.2 mile to the CT trailhead.
12 – Stockbridge, MA 1 PM to 2:30 PM
THE HISTORY OF INDIAN TOWN – STOCKBRIDGE
Indian Town was chartered in 1737 as a mission to the Mohican tribe to teach them English, about Christianity and about English agricultural practices. Recently, the Stockbridge-Munsee community in Wisconsin worked with Housatonic Heritage and other local partners to create a tour of the most important Mohican sites along the main street of Stockbridge. OLLI members will lead participants along Main Street to learn about the Mohicans, who lived in what is now Stockbridge for thousands of years, and aspects of their culture which are still present today. Stops include the Carriage Barn at the Mission House, the burial grounds and the site of the 2021 archeological dig for the Mohican meeting house. 1.5 hours–1.5 miles
Register with OLLI, email- olli@berkshirecc.edu
As you enter Stockbridge from the east, park in back of the Stockbridge Town Offices building on Rt 102 (50 Main St.), OR if driving from the south on Rt 7, take a right turn at the major intersection with Rt 102, with the Red Lion Inn on the right, and drive a few minutes to the Stockbridge Town Offices building. Park in back and meet in front of the. GPS 42.28164, -73.30583 GOOGLE MAP
For more information about the Stockbridge-Munsee Community, click here: https://www.nativeamericantrail.org/stockbridge-walking-tour/
13 – Stockbridge, MA 1 PM to 2:30 PM
A PLEASANT STROLL OVER LAUREL HILL PARK AND THE MARY FLYNN TRAIL
Join Patricia Flinn for a leisurely history walk of the Laurel Hill Association‘s signature property, and continuing on to the Mary Flynn Trail. The Association was founded in 1853, and is the oldest existing village improvement society in the U.S. NOTE: Laurel Park is not handicap accessible. However, the second part of the walk on the Mary Flynn Trail is accessible. To join ONLY the handicap accessible Mary Flynn Trail section of this walk, just wait for the group at the end of Park St., which is 2 streets south of the Red Lion Inn, off of Rt 7. 1.5 hours–1.5 miles
As you enter Stockbridge from the east, park in back of the Stockbridge Town Offices building on Rt 102 (50 Main St.), OR if driving from the south on Rt 7, take a right turn at the major intersection with Rt 102 with the Red Lion Inn on the right, and drive a few minutes to the Stockbridge Town Offices building. Park in back and meet in front. GPS 42.28164, -73.30583 GOOGLE MAP
SATURDAY – SEPTEMBER 12, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
14 – Sandisfield, MA 9 AM to 11 AM
WILDLIFE HABITAT, FORESTRY AND LANDSCAPE SCALE RESTORATION IN SANDISFIELD STATE FOREST
Join this collaboration hike between Berkshire Natural Resources Council (BNRC)-with Doug Brown, and the Massachusetts Department of Conservation and Recreation (DCR)-with Tom Ryan, as part of the statewide Dynamic Forest Restoration Initiative. We will learn how local forests are being restored for wildlife, healthy ecosystems, and future generations. Along the trail, we will stop at several past and upcoming project sites to share how thoughtful forestry practices are helping restore forests and create better habitat for wildlife across our landscape. Learn how active forest management can support resilient, thriving forests right here in our region. Hiking route includes off trail sections through the woods on irregular and sometimes wet terrain. Wear hiking footwear. 2 hours–1.75 miles
Registration is requested, but not required. email – Tom.Ryan@mass.gov
From New Marlborough Center take State Route 57 East for 2.6 miles to forest access road marked by sign, “York Lake, Sandisfield State Forest, DCR”. Park along access road to state forest. GPS 42.11951 N, 73.18379 W
15 – Washington, MA 10 AM to 12 NOON
THE SECRETS OF MUDDY POND & THE BUILDING OF THE 1st U.S. RAILROAD MOUNTAIN CROSSING
Dave Pierce, from the Chester Railway Station Museum, offers this hike to Muddy Pond, on the watershed divide of the Berkshires. You will learn of it’s interesting history, as this area presented unique challenges to Whistler’s father as he engineered the world’s first mountain railroad up and over the Berkshire plateau. Hinsdale, MA, is the highest point between Boston and Chicago along the rail line. This area is wonderfully scenic, has abundant wildlife and has an amazing history. Learn why this 5-acre Housatonic River headwaters has earned the title of “most deceptive body of water in Massachusetts.” and the challenges it posed to the first railroad builders over the Berkshires Plateau. This is a level walk on the traprock on the side of the railroad tracks. A tour of the Chester Railway Station Museum, designated a National Historic Landmark in 2021, can be arranged after the free Heritage Walk. Donations for the Railway Station Museum are welcome. Heavy rain will cancel. 2 hours–4 miles
To register–dpiercedlp@aol.com or 413-961-9166
Meet at Summit Hill Rd., and Upper Valley Rd. in Washington. From the junction of Rt 102 & Rt 20 in Lee–Drive 7 miles east on Rt 20 to West Becket, to the junction where Rt 8 splits. Turn left onto Rt 20-east/Rt 8-north. Drive for 5 miles, and at the bottom of a long hill, take a left turn onto Rt 8-north. Drive 10 miles to the Washington Town Hall and take a right turn onto Summit Hill Rd. Shortly, you will reach a narrow bridge over the railroad tracks–park along here. OR FROM DALTON–follow Rt 8 south (approx. 9 miles) and turn left onto Summit Hill Rd. in Washington. Within a short distance, you will reach a narrow bridge over the railroad tracks-park along here. Please don’t park past the bridge on Summit Hill Rd. GPS 42.37490, -73.11129
16 – Stockbridge, MA 10 AM to 11:30 AM
THE HISTORY OF INDIAN TOWN – STOCKBRIDGE
Indian Town was chartered in 1737 as a mission to the Mohican tribe to teach them English, about Christianity and about English agricultural practices. Recently, the Stockbridge-Munsee community in Wisconsin worked with Housatonic Heritage and other local partners to create a tour of the most important Mohican sites along the main street of Stockbridge. OLLI members will lead participants along Main Street to learn about the Mohicans, who lived in what is now Stockbridge for thousands of years, and aspects of their culture which are still present today. Stops include the Carriage Barn at the Mission House, the burial grounds and the site of the 2021 archeological dig for the Mohican meeting house. 1.5 hours–1.5 miles
Register with OLLI, email- olli@berkshirecc.edu
As you enter Stockbridge from the east, park in back of the Stockbridge Town Offices building on Rt 102 (50 Main St.), OR if driving from the south on Rt 7, take a right turn at the major intersection with Rt 102 with the Red Lion Inn on the right, and drive a few minutes to the Stockbridge Town Offices building. Park in back and meet in front of the. GPS 42.28164, -73.30583 GOOGLE MAP
For more information about the Stockbridge-Munsee Community, click here: https://www.nativeamericantrail.org/stockbridge-walking-tour/
17 – Cornwall, CT 10 AM to 11 AM
WALK THE RATTLESNAKE PRESERVE
Deb Bennett and Terry Burke will lead a walk through the fields and forests of Rattlesnake Preserve, a mosaic of many different agricultural uses. The wonderful stone walls indicate bygone uses such as pasture for sheep and other livestock. Stone bridges, embedded barbed wire and wolf trees denote hedgerows, and old stone foundations of a possible milk cooler raise the possibility of a previous dairy industry. The forest hosts a number of different biomes, and the hay field at the entrance is graced by a bird viewing platform that overlooks a wetland and streams replete with a small colony of beavers. A trail map can be found on our website: cornwallconservationtrust.org 1 hour–1 mile
To register, email- cornwallconservationtrust@gmail.com or on our website- cornwallconservationtrust.org
From the Route 4/Route 43 intersection in Cornwall, head west on Sharon Goshen Turnpike and then turn right onto Town St. Continue on Town St. and take a left onto Cogswell Road, which leads to the intersection on the right with Rattlesnake Road. Park at the Rattlesnake Road entrance near Cogswell Road
18 – Washington, CT 1 PM to 2 PM
WALKING WITH BOTH EYES OPEN: SCIENTIFIC AND INDIGENOUS KNOWLEDGE
Join an Institute for American Indian Studies educator as we lead a walk along our museum’s trails and end at our replicated 16th Century Algonkian Village. Get a glimpse into the history and culture of local Weantinock and Pootatuck Tribal people, learn about traditional plant uses, and hear of their community life. Wear sturdy footwear and meet at the front of the museum. NOTE–Does not include a tour of the museum interior. An inside tour, for a fee, can be arranged before or after the free Heritage Walk. 1 hour–0.25 mile
To register–email events@iaismuseum.org or call (860) 868 0518, ext 453
Drive on Rt 67 North through Roxbury and turn right onto Rt 199. Follow Rt 199 North for 2 miles to Curtis Road on left and drive to the end. OR From North Western CT, take Rt 7 South to New Milford and Rt 67. Follow Rt 67 South to Roxbury and turn left onto Rt 199. Follow Rt 199 North for 2 miles to Curtis Road on left and drive to the end. OR From Torrington and Litchfield, Take Rt 202 West towards New Milford. Turn left onto Rt 47. Follow Rt 47 through Washington Depot. Turn right onto Rt 199. Follow for 1-2 miles to Curtis Road on right and drive to the end. Meet at the front of the museum, the last building on the right. GPS 41.61069, -73.32521 GOOGLE MAP
SUNDAY – SEPTEMBER 13, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
19 – Monterey, MA 9 AM to 11 AM
NATIVE TREE AND SHRUB IDENTIFICATION AND ECOLOGICAL FORESTRY CONCEPTS WITH A STATE FORESTER
Explore the woodland trails of the Bidwell House Museum with forester Tom Ryan, from the Mass. Dept. of Conservation & Recreation. Participants will learn about tree and shrub identification and ecological forestry concepts such as, carbon sequestration, climate and wildlife habitat adaptive forestry. NOTE–Does not include a tour of the museum interior, which, for a fee, can be arranged before or after the free Heritage Walk. 2 hours–1.5 miles
Space is limited and pre-registration is required by email – bidwellhouse@gmail.com OR on the Museum website- Bidwell House Museum
Meet at the Bidwell House Museum. From Monterey center–take Tyringham Rd. for 1.5 miles, and take a left onto Art School Rd. and drive 1 mile to the end; OR From the traffic light at Big Y in Lee–take Tyringham Rd and drive 5.5 miles, take a right onto Monterey Rd and drive for 2.3 miles, then take a right on Art School Rd. and drive 1 mile to the end at the Bidwell House Museum. GPS 42.20888, -73.21830 GOOGLE MAP
20 – Pittsfield, MA 10 AM to 11:30 AM
GEOLOGY WALK AT HANCOCK SHAKER VILLAGE
In honor of the 200th anniversary of the Round Stone Barn, spend the morning exploring the rocks, stones, and landforms around historic Hancock Shaker Village and its Farm & Forest Trail, looking for evidence of glaciation, quarries, fossils, and other secrets of the earth. We’ll also marvel at the stone, and other features of the Shakers’ Round Stone Barn, built 200 years ago in 1826. NOTE: This walk does not include general admission to the Village, which can be purchased before/after the free Heritage Walk. Wear sturdy footwear. 1.5 hours–2 miles
To register, visit- hancockshakervillage.org/calendar (look for the event date and complete the form). Call 413-443-0188 x-213 or email- cdickinson@hancockshakervillage.org
Meet at the HSV Visitor Center/ticket desk, main entrance, on Rt 20 (34 Lebanon Mt. Road), Pittsfield/Hancock. From the junction of Rt 41 & Rt 20 junction, drive west on Rt 20 for 0.5 mile to the HSV entrance. GPS 42.43091, -73.34049
21 – Savoy/Windsor, MA 10 AM to 12:30 PM
BOREAL SPRUCE-FIR FOREST & WATERFALL HIKE – PLANTS, TREES AND WILD EDIBLES AT THE TAMARACK HOLLOW NATURE & CULTURAL CENTER
Experience early fall in the Boreal Forest! Led by Aimee Gelinas, naturalist and director of the Tamarack Hollow Nature and Cultural Center, this hike will feature the unique high elevation flora of the boreal forest, watershed and a waterfall, including tips for tree, plant and wild edible identification and signs of wildlife. Program is free (donations accepted for Tamarack Hollow Center). This walk has been supported in part by a grant from the Windsor Cultural Council, a local agency supported by the Mass Cultural Council, a state agency”. 2.5 hours–2 miles
Registration is required, email full_circle_o@yahoo.com – Visit: http://www.tamarackhollownatureanculturalcenter.org
Meet at Tamarack Hollow Nature & Cultural Center, 1515 & 1516 Savoy Hollow Rd, Windsor, MA. Directions can be found at www.tamarackhollow.org on the Donate & Directions page. *Please DO NOT USE a GPS to locate us on Savoy Hollow Road–Only enter Savoy Hollow Road via Griffin Hill Rd off Route 116 in Savoy, MA (you can use a GPS to find Griffin Hill Rd). From Rt 9, in Windsor center, take 8A north to Rt 116 in Savoy. At end of Rt 8A take a right onto Route 116, heading towards Savoy Center and Plainfield. Drive about 1.1 miles through the center of Savoy and take your first right after the center of town onto River Rd (there is a small light brown house with cream trim on the corner, this is #4 River Road). After the small house, cross the bridge over the river and go immediately to your right up the hill – this is Griffin Hill Rd (there is a sign saying “Tamarack Hollow-1 mile”). Continue up Griffin Hill Road (which will become Savoy Hollow Rd) for approx. 1 mile until you reach Tamarack Hollow.
22 – Lanesborough, MA 1 PM to 3 PM
THE HISTORY AND NATURE OF MOUNT GREYLOCK’S SUMMIT – A HISTORIC MOUNTAIN TOP WALK
mike’s photo
Join Mike Whalen, from the Mass. Dept. of Conservation and Recreation (DCR), and Peter Dudek, from Bascom Lodge, atop Mount Greylock, the most scenic, highest elevation (3,491′) and oldest wilderness state park in Massachusetts. Discover the 1930’s period of great park building when government work programs like the Civilian Conservation Corps (CCC), created special places for recreation. The rustic, yet elegant, “parkitecture” of Bascom Lodge became a distinctive style that defined America’s parks. This is an interpretive walk around the summit of Mount Greylock, with an emphasis on its unique ecology and historic structures as they comprise a fully realized historic landscape; and take an insider’s tour of Bascom Lodge. NOTE–summit parking fee may apply. 2 hours–0.3 mile
To register- 413-499-4262 OR email- michael.w.whalen@mass.gov
Meet at the summit of Mt. Greylock in front of Bascom Lodge. Access to the reservation is from Rockwell Rd., off Rt 7 in Lanesborough or from Notch Rd. in No. Adams. GPS 42.636875, -73.16692
23 – Great Barrington, MA 1:30 PM to 3:30 PM
OLYMPIAN MEADOW & RIVERFRONT TRAIL IN GREAT BARRINGTON
Local historian Bernard Drew will describe the use of Olympian Meadow prior to Edward Searles’ gift of the property to the town in 1894. We will follow the Riverfront Trail north, viewing Kellogg Terrace, noting abutments of Mary Hopkins’ quarry railroad and viewing the stone arch bridge. 2 hours–1 mile
Driving south on Rt 7 in Gt. Barrington, Olympian Meadow is the first left turn after traveling through the rotary in front of the police station. It is approximately 552 Main Street. Driving north on Rt 7, it is the only right turn after the fairgrounds. There is a big sign on the side of Rt 7.
24 – Lenox, MA 3 PM to 4:30 PM
EXPLORE THE IMPRESSIVE GARDENS & LANDSCAPE OF THE MOUNT – HOME OF EDITH WHARTON
Anne Schuyler will guide you on an exploration of the impressive gardens and woodland trails of The Mount-Edith Wharton’s Estate, a 1902 home (a National Historic Landmark) of Pulitzer Prize-winning author Edith Wharton. NOTE: Does not include an interior house tour, which for a fee, can be arranged before the free Heritage Walk. 1.5 hours – 1.5 miles
From the traffic light junction of Rt 20 & Rt 7 in Lenox, head south on Rt 7, and drive 1 mile, and take a left turn onto Plunkett St. The Mount is right after making the turn. OR if coming from Stockbridge, drive on East St./Rt 7 north, passing Fox Hollow on the right and shortly reach and turn right onto Plunkett St. The Mount is right after making the turn. Meet at the ticket booth. www.EdithWharton.org GPS 42.33558, -73.2829 GOOGLE MAP
SATURDAY – SEPTEMBER 19, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
26 – Gt. Barrington, MA 9 AM to 11:30 AM
GREAT BARRINGTON’S ARCHITECTURE & HISTORY – THE STORY OF GREAT BUILDINGS IN A GREAT TOWN
This walking tour with Nicholas Greene, from Clark, Green & BEK, will lead participants on a stroll through historic downtown Great Barrington as they discover the rich history of the town’s former and current inhabitants, their lives and the beautiful building architecture they called home. 2 hours–1 mile
Registration is required, due to limit on # of participants. To register, email – greenen23@gmail.com (indicate “GB Architecture Tour & Date” in the subject line). Sign up closes for the tour at 8 PM the night before the Walk
Meet at the engraved stone monument at the corner of Main and Castle Street, Great Barrington, MA. GPS 42.19378, -73.36382 GOOGLE MAP
27 – Lee, MA 9:30 AM to 11:30 AM
STEM (SCIENCE, TECHNOLOGY, ENGINEERING, MATH) IN BASEBALL
STEM programming is popular in schools today; and baseball has it too! Larry Moore, from Baseball in the Berkshires, will demonstrate indoors with “hands-on” examples of STEM in the sport of baseball. 2 hours –no walking
To register – baseballinberkshires@gmail.com or 413-822-6738
Meet at the “Baseball in the Berkshires Museum”, located at the Lee Premium Outlets at 50 Water St., Suite B55, Lee, MA (across from the Calvin Klein store)
To register – baseballinberkshires@gmail.com or 413-822-6738
28 – Warren, CT 10:00 AM to 11:30 AM
A WALK THROUGH THE TANNER FARM PRESERVE
Join us for an early autumn trek around the fields and beautiful upland forests that comprise Tanner Farm, one of the newest additions to Warren Land Trust preserves. Warren Historical Society curator, Heather Forstmann, will talk about the fascinating history of the Tanner Farm and Warren’s agricultural heritage. This 198-acre parcel has historical and agricultural significance and is also a key environmental component in the local watershed. Sucker Brook, the largest feeder of Lake Waramaug, courses through the property and maintaining the health of its riparian buffer is crucial to sustaining the integrity of our beloved lake. Don’t miss this great opportunity to get an early look at the trail that WLT is developing for public access in the coming year. 1.5 hours–1.7 miles
To register – www.WarrenCtHistoricalSociety.org/Events
Meet at 39 Woodville Road. From the center of Warren, turn left onto Rte. 341/Woodville Road. Drive about 5 minutes/2 miles. Park in front of barns.
29 – Becket, MA 2 PM to 3 PM
94 SEASONS OF JACOB’S PILLOW DANCE FESTIVAL
The buildings and grounds of Jacob’s Pillow have many interesting stories to tell, including Indigenous roots, history as a stop on the Underground Railroad, and championing men dancers in the 1930s. Now recognized as a National Historic Landmark, the site maintains its rustic character while serving as a home for dance artists from throughout the world since 1933. This tour offers an opportunity to gain a “fascinating” behind-the-scenes understanding of why Time Magazine called this secluded spot “the hub and mecca of dancing in North America.” Walk on gravel walkways and dirt paths, rain or shine. 1 hour–0.2 mile
To register online at- https://my.jacobspillow.org/housatonicheritagewalk
Jacob’s Pillow is located at 358 George Carter Road. From Lee, follow Route 20 East for 9 miles into Becket, and then turn left onto George Carter Road. The main entrance to the parking lot will be on your right after 0.75 mile. Meet at the Welcome Center, adjacent to the Ted Shawn Theatre. GPS 42.264087,-73.117888
30 – New Marlborough, MA 2 PM to 4 PM
COLD WATER STREAM ECOLOGY AT THE NEW MARLBORO PRESERVE
Join the New Marlborough Land Trust and Zach Adams from Trout Unlimited on a gentle, peaceful walk along a quiet stream at the New Marlboro Preserve. We will explore the Preserve’s section of the Umpachene River, using the river as a living example to showcase coldwater stream ecology and the movement of water on the landscape. The walk will dive into what lives in the stream and what the habitat supports. 2 hours–2 miles
To register, email- nmlandtrust@gmail.com
From the Old Inn on the Green in New Marlborough village, proceed 0.2 mile east on Route 57 and take the right fork in the road onto Route 183. 100 yards further, the parking area and trailhead are immediately on the right.
SUNDAY – SEPTEMBER 20, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
31 – Monterey, MA 10 AM to 12 NOON
A RAMBLE IN THE WOODS AT THE BIDWELL HOUSE MUSEUM
On this guided ramble through the woods surrounding the Bidwell House Museum, Richard Greene will lead visitors through a landscape rich with history, verdant forests and evidence of animals who make these woods home. He will share his deep knowledge of these woods and the local wildlife with participants. Dress for the weather, wear hiking footwear, as the terrain may be rocky. NOTE–Does not include a tour of the museum interior, which for a fee, can be arranged before/after the free Heritage Walk. 2 hours–2.5 miles
From Monterey center–take Tyringham Rd. for 1.5 miles, and take a left onto Art School Rd. and drive 1 mile to the end; OR From the traffic light at Big Y in Lee–take Tyringham Rd and drive 5.5 miles, take a right onto Monterey Rd and drive for 2.3 miles, then take a right on Art School Rd. and drive 1 mile to the end at the Bidwell House Museum. GPS 42.20888, -73.21830
32 – Kent, CT 10 AM to 12 NOON
BULLS BRIDGE DURING THE AMERICAN REVOLUTION
250 years ago, Bulls Bridge played an important role as part of an industry that earned the small towns in the Connecticut, New York, and Massachusetts highlands the title of “The Arsenal of the Revolution.” Its geographic location and its proximity to the South Kent Ore Bed meant that it was an obvious place for getting valuable ore and forged iron across the Housatonic River to the Hudson. It also conveyed Revolutionary VIPs such as General George Washington. Join leaders of the Kent Historical Society, the Kent Land Trust, and the Kent Parks and Recreation Department for a history hike across the bridge and down the bank of the river on the Appalachian Trail to the beautiful junction of the Housatonic and Ten Mile Rivers at a place called Schaghticoke. Wear hiking footwear. Some slightly steep sections. 2 hours–2.5 miles.
To register, email- info@kenthistoricalsociety.org or phone 860-927-4587
Driving south on Route 7, at 4 miles south of the stoplight in the center of Kent, turn right at the Bulls Bridge stoplight. OR if driving north on Route 7 in Kent, turn left at the Bulls Bridge stoplight. Parking is on the left.
33 – Dalton, MA 10 AM to 12:30 PM
EXPLORE THE FAUNA, FLORA AND CULTURAL HISTORY OF WACONAH FALLS
Led by Naturalist and Tamarack Hollow Director, Aimee Gelinas, this hike will weave through hemlock groves, glacial erratics and along a cascading brook and falls. Participants will learn about the flora (plants, trees, wild edibles), the fauna (signs of wildlife) and the cultural history (talc mill) at this unique state park. Hike is free (donations accepted for Tamarack Hollow Center). This project has been supported in part by a grant from the Dalton Cultural Council, a local agency which is supported by the Mass Cultural Council, a state agency. Offered in conjunction with MA DCR State Parks. 2.5 hours–1.5 miles
Registration is required, email- full_circle_o@yahoo.com – Visit: https://www.tamarackhollownatureandculturalcenter.org
From the center of Dalton, take Rt 8A north and drive a couple of miles and take a right onto Back Dalton Road and drive 0.5 mile to the Wahconah Falls State Park parking lot. https://www.mass.gov/locations/wahconah-falls-state-park
34 – Washington, MA Visit any time from 10 AM thru 4 PM
REVISITING CAMP EAGLE (1946 TO 1969) – A BERKSHIRE BOY SCOUT CAMP
Take a walk down memory lane. Visit former Boy Scout Camp Eagle in October Mountain State Forest on Felton Pond, once part of the Berkshire’s vibrant Scouting heritage from 1946 to 1969. Drop-in anytime and discover or reacquaint yourself with various former camp sites. Participants may explore on their own or take a Scout/volunteer-guided tour. View displays on the Scout camp’s history. Participate at an oral history station to record personal memories of camp. Former campers and family are encouraged to bring their own mementoes, photographs, patches, and other ephemera, to be scanned or photographed, to help build a historical archive of former Berkshire Council’s Camp Eagle. Note, restrooms are not available on-site. Wear sturdy footwear, hiking poles, appropriate clothing for the weather, snack/drink. So in fine Scout tradition – Be Prepared! 1.5 hours–less than 1 mile
Parking in October Mountain State Forest is located on Schermerhorn/Lower Tower Road, Washington, MA. FROM Washington: Take Washington Mountain Road to West Branch Road. Take a right on Lenox-Whitney Place Road and then a left on Lower Tower Road. OR FROM Becket, from Route 8, take County Road to Lenox-Whitney Place Road and then a left on Lower Tower Road. OR FROM Lee–Take Route 20 east past the Outlets Mall and drive 4 miles, turn left onto Becket Road, which changes to Tyne Road and then Yokun Pond Road. Turn left on County Road and later drive right on Lenox-Whitney Place Rd, then left on Lower Tower Rd. GPS: 42°21’36.2″N 73°13’19.4″W
35 – South Egremont, MA 11 AM to 12 NOON
THE WORKING LANDSCAPE – EXPLORING APRIL HILL FARM FROM A 1744 FARMSTEAD TO PRESENT DAY EDUCATIONAL FARM AND CONSERVATION CENTER
Join Greenagers‘ executive director, Will Conklin, on a tour through 18th and 19th c. house and farm buildings and a discussion of life and work on the farm from 1744-2025. Also on the tour, the Greenagers educational garden–a 1 acre, hand-scale garden that teaches growing and feeds our community, a community firewood bank, and connections to the Appalachian Trail. 1 hour–0.5 mile
To register–director@greenagers.org or 413-644-9090
Meet at 62 Undermountain Rd., (Rt 41) So. Egremont, MA. From the north: while driving on Rt 23 through the the center of So. Egremont, MA, at the junction of Rt 23 & 41, turn onto Rt 41 and drive 1 mile south. From the south from Salisbury, CT, drive 12 miles north on Rt 41. GPS 42.15456, -73.42070
36 – Stockbridge, MA 1 PM to 2:30 PM
THE HISTORY OF INDIAN TOWN – STOCKBRIDGE
Indian Town was chartered in 1737 as a mission to the Mohican tribe to teach them English, about Christianity and about English agricultural practices. Recently, the Stockbridge-Munsee community in Wisconsin worked with Housatonic Heritage and other local partners to create a tour of the most important Mohican sites along the main street of Stockbridge. OLLI members will lead participants along Main Street to learn about the Mohicans, who lived in what is now Stockbridge for thousands of years, and aspects of their culture which are still present today. Stops include the Carriage Barn at the Mission House, the burial grounds and the site of the 2021 archeological dig for the Mohican meeting house. 1.5 hours–1.5 miles
Register with OLLI, email- olli@berkshirecc.edu
For more information about the Stockbridge-Munsee Community, click here: https://www.nativeamericantrail.org/stockbridge-walking-tour/
Park in the Stockbridge town offices parking lot at Rt 102/50 Main St., just east of The Red Lion Inn. GPS 42.28164, -73.30583 GOOGLE MAP
37 – Pittsfield/Hancock, MA 1 PM to 2:30 PM
MUSHROOM WALK ON THE FARM AND FOREST TRAIL AT HANCOCK SHAKER VILLAGE, LED BY A MASS AUDUBON NATURALIST
The forests and fields of the Berkshires are home to fungi that come in a shocking variety of shapes, sizes, colors, and life histories — and early fall is one of the best times of year to see them on full display. Designed for the curious beginner who wants to learn more about the mushrooms they’ve seen, this walk will explore the fundamentals of mushroom identification and share recent research about the ecological roles they fulfill. You’ll leave with inspiration and recommended resources for your next outdoor adventure. This program does not include information about foraging for edible mushrooms, will not provide training that can be applied to mushroom collecting, and will take place at a location where collecting mushrooms is prohibited. NOTE: This walk does not include general admission to the Village, which can be purchased before/after the free Heritage Walk. Wear sturdy footwear. 1.5 hours–2 miles
To register, visit- hancockshakervillage.org/calendar (look for the event date and complete the form)
Meet at the HSV Visitor Center/ticket desk, main entrance, on Rt 20 (34 Lebanon Mt. Road), Pittsfield/Hancock. From the junction of Rt 41 & Rt 20 junction, drive west on Rt 20 for 0.5 mile to the HSV entrance. GPS 42.43091, -73.34049
38 – Hinsdale, MA 2 PM to 4 PM
EXPLORE THE FAUNA, FLORA AND CULTURAL HISTORY OF THE OLD MILL TRAIL
This easy hike will follow the Housatonic River and will feature riverbank, forest and floodplain ecology. Participants will learn about the flora (plants, trees, wild edibles), the fauna (signs of wildlife) and cultural history of this unique conservation land along the river that is owned by the Berkshire Natural Resources Council. Hike is free (donations accepted for Tamarack Hollow Center). This project has been supported in part by a grant from the Hinsdale-Peru Cultural Council, a local agency which is supported by the Mass Cultural Council, a state agency. Co-sponsored by BNRC. 2 hours–1.5 miles
Registration is required, email- full_circle_o@yahoo.com – Visit: https://www.tamarackhollownatureandculturalcenter.org
From the center of Dalton, take Route 8 south to the Hinsdale line. From the town line, continue 0.4 mile to a left turn onto Old Dalton Road in Hinsdale. The trailhead parking is the first, immediate left. https://www.bnrc.org/trails-and-maps/old-mill-trail GPS 42.4480, -73.1305
FRIDAY – SEPTEMBER 25, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
39 – Windsor, MA 5 PM to 7 PM
BOREAL SPRUCE FIR FOREST FULL “HUNTER’S MOON” HIKE AT NOTCHVIEW
Experience an early evening hike in the boreal forest and the full moon rising over Sawmill Field at Notchview Reservation (owned by The Trustees of Reservations). Led by naturalist and director of Tamarack Hollow Nature & Cultural Center, Aimee Gelinas, this hike will feature the unique high elevation flora of the boreal forest, including tips for tree, plant and wild edible identification and signs of wildlife. Program is free (donations accepted). This project has been supported in part by a grant from the Windsor Cultural Council, a local agency which is supported by the Mass Cultural Council, a state agency. 2 hours–2 miles
Registration is Required, email- full_circle_o@yahoo.com – Visit: http://www.tamarackhollownatureandculturalcenter.org
From Dalton, follow Rt. 9 east, and drive 1 mile past the Rt. 8A intersection in Windsor, to large parking lot on left. OR From the east (from Northampton area), follow Rt. 9 west for 3.5 miles beyond the Windsor–Cummington town line. Large parking lot on right. Meet at the Budd Visitor Center. For directions visit: www.thetrustees.org
SATURDAY – SEPT. 26, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
40 – Hancock, MA 9 AM to 12 NOON
HIKE THE TACONIC CREST TRAIL—FROM LEBANON MT. ROAD/RT 20 TO TWIN PONDS, PITTSFIELD STATE FOREST
Hike from the southern terminus of this 37-mile long Taconic Crest Trail to Twin Ponds in Pittsfield State Forest, one of the many reservoirs built by the Shakers. This is a ridge walk through a hemlock and hardwood forest with some short steeper sections. Learn about the Taconic Hiking Club and why the Taconic region and this trail are so important to efforts to preserve larger, intact forested areas. Suggest bringing snack/drink/hiking pole. 3 hours–3 miles
Registration is required as attendance is limited to 12 hikers. To register- kcoyross@aol.com OR 518-794-7474
From Pittsfield/Hancock line, take Rt. 20 west past Hancock Shaker Village and continue 0.5 mile to the top of Lebanon Mountain. Just as the descent begins down the mountain into New Lebanon, drive into the pullover picnic area and meet at the break in the fence. NOTE-this pullover area is just “past the square ATV parking area on the right”.
41 – Gt. Barrington, MA 9 AM to 11:30 AM
GREAT BARRINGTON’S ARCHITECTURE & HISTORY – THE STORY OF GREAT BUILDINGS IN A GREAT TOWN
This walking tour with Nicholas Greene, from Clark, Green & BEK, will lead participants on a stroll through historic downtown Great Barrington as they discover the rich history of the town’s former and current inhabitants, their lives and the beautiful building architecture they called home. 2.5 hours–1 mile
To register- greenen23@gmail.com (indicate “GB Architecture Tour & Date” in the subject line). Sign up closes for the tour at 8 PM the night before the Walk
Meet at the engraved stone monument at the corner of Main and Castle Street, Great Barrington, MA. GPS 42.19378, -73.36382 GOOGLE MAP
42 – Lenox, MA 10 AM to 11:30 AM and 2 PM to 3:30 PM
BEHIND THE SCENES TOUR OF TANGLEWOOD–BOSTON SYMPHONY ORCHESTRA’S SUMMER HOME
Enjoy a tour of the Boston Symphony Orchestra’s summer Tanglewood campus, the Koussevitzky Music Shed, Ozawa Hall, and the Linde Center for Music and Learning. Learn of the interesting historic background of Tanglewood, the BSO and the Tanglewood Music Center. 1.5 hours– <1/2 mile
Starts at the Tanglewood Main Gate. From the Rt 102 & Rt 183 flashing light intersection at the Berkshire Botanical Gardens, drive north on Rt 183 for 4 miles to the Main Gate. OR From Rt 41 in Richmond, across from the fire station, drive 4.5 miles east up Lenox Rd., and over then down Richmond Mt. Rd. Tanglewood is at the bottom of the mountain. Turn left and you will shortly see the Main Gate. OR From Lenox center, drive a couple of miles on West St./Rt 183 to the Main Gate. GPS 42.34924, -73.31084
43 – Stockbridge, MA 10 AM to 11:30 AM and 1 PM to 2:30 PM
A GUIDED WALK OF THE NORMAN ROCKWELL MUSEUM CAMPUS
Join Rich Bradway for a guided walk of the campus of the Norman Rockwell Museum. Explore the culturally and ecologically rich landscape that is now home to the present-day Museum. Walk along the riverbank of the Housatonic and learn about the unique geology and topography of the river and the nearby Oxbow. The walk will also address the site’s beginnings as the ancestral homelands of the Stockbridge Munsee tribe of Mohicans and will trace that history forward from the 18th century farmland era and the 19th century when the Butler family acquired the land and built a grand estate on the property, to the present day as the home of the Norman Rockwell Museum. Rich will also touch on the ongoing efforts of the Stockbridge-Munsee Community to maintain a connection to their eastern homelands by returning continuously ever since their removal to protect burial sites and other cultural areas and to preserve their connections and heritage. 1.5 hours–0.5 mile
Advance registration required- https://www.nrm.org/events/housatonic-heritage-walk/
From the intersection of Rt 183 and Rt 102 in Stockbridge (at the Berkshire Botanical Garden), drive south on Rt 183/Glendale Rd for 1 mile to the Norman Rockwell Museum. OR driving on Rt 183 from Great Barrington, the Museum is 1 mile before the intersection of Rt 183 and Rt 102 in Stockbridge.
44 – Stockbridge, MA 10 AM to 11:30 AM
THE HISTORY OF INDIAN TOWN – STOCKBRIDGE
Indian Town was chartered in 1737 as a mission to the Mohican tribe to teach them English, about Christianity and about English agricultural practices. Recently, the Stockbridge-Munsee community in Wisconsin worked with Housatonic Heritage and other local partners to create a tour of the most important Mohican sites along the main street of Stockbridge. OLLI members will lead participants along Main Street to learn about the Mohicans, who lived in what is now Stockbridge for thousands of years, and aspects of their culture which are still present today. Stops include the Carriage Barn at the Mission House, the burial grounds and the site of the 2021 archeological dig for the Mohican meeting house. 1.5 hours–1.5 miles
For more information about the Stockbridge-Munsee Community, click here: https://www.nativeamericantrail.org/stockbridge-walking-tour/
To register with OLLI- https://berkshireolli.org/event-6133152 or call 413-236-2190 or email- olli@berkshirecc.edu
Park in the Stockbridge town offices parking lot at Rt 102/50 Main St., just east of The Red Lion Inn. GPS 42.28164, -73.30583 GOOGLE MAP
45 – Monterey, MA 10 AM to 12 NOON
TRODDING ON THE KNOX TRAIL – IN CELEBRATION OF MA250 ANNIVERSARY
In Colonial times, the Great Road connected Springfield and Albany. In the winter of 1776, Henry Knox famously led his “Noble Train of Artillery” along this route on its way to Boston, helping turn the tide of the American Revolutionary War. Remarkably, portions of the original route still exist today, hidden within the forest! In celebration of MA250, explore a preserved section of one of the Berkshires’ oldest roads and hear its stories as told by Rob Hoogs, from the Bidwell House Museum and Monterey Historical Society. Moderate difficulty hike, recommended for teenagers and older. Wear weather-appropriate clothing and sturdy footwear. Bring drink/snack, sunscreen, and bug spray. Hiking poles are recommended. Friendly dogs are permitted on leash. For more information, call 413-426-7890. 2 hours–2.5 miles
To register, email – bidwellhouse@gmail.com OR go to the Museum website – Bidwell House Museum
From the center of Monterey, at the intersection of Tyringham Road and Rt 23/Main Road, head west on Rt 23/Main Road for 1.6 miles, then turn right onto Swann Road (located next to the Roadside Cafe) and drive for 1.2 miles, then turn right onto Brett Road and drive for 0.4 mile to Swann Lodge. GPS: 42.20010, -73.25016
46 – West Stockbridge, MA 10:30 AM to 11:30 AM
NEIGHBORHOODS OF WEST STOCKBRIDGE–BALDWIN FARM AND WEST CENTER INTERSECTION
Join the West Stockbridge Historical Society to visit one of the original areas of the town. This important farm, the Baldwin Farm, and intersection of four roads is the site of our early community, and our manufacturing and quarrying activity. It is also the site of modern farming. An open air reception will follow at the farmstand afterwards. 1 hour–0.5 mile
To register, email- info@weststockbridgehistory.org
From the center of West Stockbridge, take Route 102/State Line Road and drive for about 2 miles, then take a left onto West Center Road for 1 mile. Park at the Baldwin Farmstand on the left, at the 4-road intersection.
47 – Lee, MA 3 PM to 5 PM
HISTORIC WALKING TOUR OF THE TOWN OF LEE: “GATEWAY TO THE BERKSHIRES”
Join Tracie Etheredge, from the Lee Historical Society, for a walking tour of Main Street, including learning about the important buildings, people and historical events that occurred in town. In the 19th century, Lee was a small but prominent marble quarrying industrial town. At its peak, the town had several marble quarries, and the town’s prosperity was reflected in its downtown area along Main Street. The town’s first marble quarry opened in 1852 and Lee marble was initially used on a local level; but as demand for the stone in bigger markets grew, larger-scale commercial operations were established. Lee marble found its way into the fabric of major edifices throughout the Northeast and Mid-Atlantic states, including the House and Senate wings of the U.S. Capital, the Boston Public Library, and St. Patrick’s Cathedral. The quarries played a significant role in the region’s economy until 1929, when the Great Depression brought the construction industry to a grinding halt, when orders for marble ceased overnight. Another economic backbone for Lee for 200+ years was it’s paper making industry. By the mid-1800’s, Lee, located on the Housatonic River, was the largest paper making town in the U.S. with 25+ paper mills. 2 hours – 1 mile
To register, email – ethere@gmail.com
Meet at the Lee Chamber of Commerce Information Booth in the Town Park at the corner of Main St. and Park St.
SUNDAY – SEPTEMBER 27, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
48 – Lenox, MA 10 AM to 11:30 AM and 2 PM to 3:30 PM
BEHIND THE SCENES TOUR OF TANGLEWOOD–BOSTON SYMPHONY ORCHESTRA’S SUMMER HOME
Enjoy a tour of the Boston Symphony Orchestra’s summer Tanglewood campus, the Koussevitzky Music Shed, Ozawa Hall, and the Linde Center for Music and Learning. Learn of the interesting historic background of Tanglewood, the BSO and the Tanglewood Music Center. 1.5 hours– <1/2 mile
Starts at the Tanglewood Main Gate. From the Rt 102 & Rt 183 flashing light intersection at the Berkshire Botanical Gardens, drive on Rt 183 north for 4 miles to the Main Gate. OR FROM Rt 41 IN RICHMOND, across from the fire station, drive 4.5 miles east up Lenox Rd., and over then down Richmond Mt. Rd. Tanglewood is at the bottom of the mountain. Turn left and you will shortly see the Main Gate. OR FROM LENOX CENTER, drive a couple of miles on West St./Rt 183 to the Main Gate. GPS 42.34924, -73.31084
49 – Monterey, MA 10 AM to 1 PM
A HIKE AMONGST FALL COLORS AT BOB’S WAY – A BNRC PROPERTY
Join Tom and Nancy Condon from The Naturalists Club in Springfield, MA, for this beautiful hike along Bob’s Way, which is a trail maintained by the Berkshire Natural Resources Council. It is named for N. Robert Thieriot, a Californian who moved to Monterey in the late 1970s after his farm in California was destroyed in a wildfire. Thieriot was a long-time conservationist, having started the Sonoma Land Trust in California and the Monterey Preservation Land Trust here in Massachusetts. He has donated or preserved more than 4,500 acres in the Berkshires. Our hike will be on gentle climbs over two small ridges, through hardwood forests and wetlands. We will take in views of the Berkshires and have opportunities to reflect on the lives of early residents of these hills. Dress for the weather. The trail can be rocky in places. Wear hiking footwear and a walking stick is helpful. Suggest bringing a drink/snack. 3 hours–2.5 miles
To register, email- tomnancycondon@gmail.com or text to- 413-454-2331
From the center of Monterey, follow Route 23 east for 2.4 miles and the parking lot and trailhead will be on the right side of the road. Note–If you pass the beaver ponds in Otis, you’ve gone too far. Parking is limited, please carpool if possible.
50 – Sheffield, MA 1 PM to 3 PM
SHEFFIELD WALKING TOUR–“IF THIS HOUSE COULD TALK”
Join the Sheffield Historical Society to learn of the stories of the historic homes and buildings of Sheffield. We begin at the historic Dan Raymond house and end at the equally historic Theodore Sedgwick house, home of the attorney that represented Elizabeth Freeman (Mumbett), one of the first slaves to file and win her freedom lawsuit in Massachusetts, which was considered to have implicitly ended slavery in Massachusetts . You will get to look inside the house. 1 hour–0.5 mile
Register by email– Sheffieldhistoricalsociety@gmail.com
Meet at the Dan Raymond house at 159 Main Street. After a short presentation, we will begin the walking tour of the historic homes and buildings in the Sheffield Center, “the green”. Park in the town lot behind the Mobil station and enter the society grounds through the walkway from the parking lot.
51 – Chester, MA 1 PM to 2:30 PM
THE HUDSON AND CHESTER GRANITE WORKS TOUR
The Chester Granite Company was one of two granite finishing works in Chester for cutting and polishing stone brought down to the Historic Factory Village on the Chester and Becket Railroad which was built for this purpose in 1896. “Chester Blue Granite” was brought down the steep mountain railroad from the Hudson and Chester quarry, known today as the Becket Quarry in Becket. The finishing works burned down after many prosperous years in business making monuments and gravestones and has been private property since, until now. In September of 2023, the Hilltown Hikers purchased this lot, including a ten-foot shot saw and all the remains of its buildings and equipment. Join the Western Mass Hilltown Hikers Group for a tour of the property on our newly created walking path and learn about the Granite Industry in Chester and Becket. Several Tours are offered throughout the afternoon. Donations for the conserved Chester Granite and Polishing Works property are greatly appreciated. Maps and bottled water provided. Well behaved dogs allowed. Please wear appropriate footwear. 1.5 hours–1 mile
To register per carload on https://westernmasshilltownhikers.ticketleap.com or under events on our website www.hilltownhikers.comnhikers.com
Meet at the Granite Saw Parking Lot on Emery Street, across from the ballfield. From the junction of Rts 20 & 102 in Lee, take Rt. 20 east and drive 18 miles to Chester center, turn left onto Main Street and bear right onto Prospect Street under the railroad and tu
SATURDAY – OCTOBER 3, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
52 – Salisbury, CT 9 AM to 10 AM
THE SECRETS OF DARK HOLLOW PRESERVE HIKE
Join Lester Riley & Tom Key, from the Salisbury Association Land Trust, for a pleasant walk on the three major trails in the Dark Hollow Preserve, through mixed hard woods and pine/hemlock forest, skirt large rock outcroppings, and descend along fields and wetlands. Prominent along one of the trails is a demonstration of the power of nature from a micro burst of wind 2 years ago. Old maps of the area have Farnam Road named Spooky Lane and Dark Hollow was designated as Spooky Hollow. We will discuss the possible reasons for these names, but hopefully will not encounter the rationale/remnants for the original designations! 1 hour–2 miles
Meet at the first pull off on Dark Hollow Road, coming from the Farnam Road (at the south end of the trail). At the intersection of Rt 44 and Rt 41 in Lakeville, take Rt 41 heading southeast, and almost immediately take a left on Farnam Road and drive 2 miles to the trailhead. To download the trail map, visit– salisburyassociation.org/land-trust/hiking-trails-preserves/ GPS 41.964148, -73.417601
53 – Gt. Barrington, MA 9 AM to 11:30 AM
GREAT BARRINGTON’S ARCHITECTURE & HISTORY – THE STORY OF GREAT BUILDINGS IN A GREAT TOWN
This walking tour with Nicholas Greene, from Clark, Green & BEK, will lead participants on a stroll through historic downtown Great Barrington as they discover the rich history of the town’s former and current inhabitants, their lives and the beautiful building architecture they called home. 2 hours–1 mile
To register- greenen23@gmail.com (indicate “GB Architecture Tour & Date” in the subject line). Sign up closes for the tour at 8 PM the night before the Walk
Meet at the engraved stone monument at the corner of Main and Castle Street, Great Barrington, MA. GPS 42.19378, -73.36382 GOOGLE MAP
54 – Lenox, MA 9 AM to 11 AM
EXPLORE THE FAUNA AND FLORA OF THE PARSONS MARSH RESERVE
On this short, accessible walk, learn about the plants, trees, wild edibles, and signs of wildlife at the Parsons Marsh Reserve with naturalist Aimee Gelinas, director of the Tamarack Hollow Nature and Cultural Center. Program is free (donations accepted for the Cultural Center). This project is co-sponsored by the Berkshire Natural Resources Council, owners of this preserve, and has been supported in part by a grant from the Lenox Cultural Council, a local agency which is supported by the Mass Cultural Council, a state agency. 1.5 hours–1.2 miles
Registration is required, email- full_circle_o@yahoo.com
Parsons Marsh Reserve is located at 170 Under Mountain Road. From the center of Lenox, head south on Main St. Turn right at the monument onto Rt 183 south/West St. and follow for 1.4 miles. Turn right onto Under Mountain Rd. The trailhead is 0.9 mile down the road on the right. OR if coming from Stockbridge, from the Rt 102 & Rt 183 flashing light intersection at the Berkshire Botanical Garden, turn right on Rt 183 north and drive for 4 miles to the Tanglewood Main Gate, then turn left onto Under Mountain Rd. The trailhead is 0.9 mile down the road on the right. GPS 42.3644, -73.3049
55 – Becket, MA 9:30 AM to 1 PM
HISTORY HIKE TO THE KEYSTONE ARCHES BRIDGES–A MOST MAGNIFICENT ENGINEERING FEAT BUILT IN THE 1840’s
Join Dave Pierce, from the Friends of the Keystone Arches, for a hike to the first cluster of stone arch railway bridges built in America, in the 1830’s. They are impressive, breath-taking stone structures, up to 70 feet high, brilliantly revealing their ancestry in the great cathedrals of ancient Rome! NOTE–An inside tour of the Chester Railway Station Museum can be arranged after the free Heritage Walk. Donations are accepted. The Arches and the Railway Station were designated as National Historic Landmarks in 2021. 3.5 hours – 5 miles
To register- dpiercedlp@aol.com or 413-961-9166
From junction of Rts 20 & 102 in Lee, take Rt 20 east and drive 18 miles to Chester center. Meet at the Chester Railway Museum, 10 Prospect St. We will carpool 2 miles to the trailhead. GPS 42.28054, -72.97860 GOOGLE MAP
56 – Lenox, MA 10 AM to 11:30 AM and 2 PM to 3:30 PM
BEHIND THE SCENES TOUR OF TANGLEWOOD–BOSTON SYMPHONY ORCHESTRA’S SUMMER HOME
Enjoy a tour of the Boston Symphony Orchestra’s summer Tanglewood campus, the Koussevitzky Music Shed, Ozawa Hall, and the Linde Center for Music and Learning. Learn of the interesting historic background of Tanglewood, the BSO and the Tanglewood Music Center. 1.5 hours– <1/2 mile
Starts at the Tanglewood Main Gate. From the Rt 102 & Rt 183 flashing light intersection at the Berkshire Botanical Gardens, drive on Rt 183 north for 4 miles to the Main Gate. OR FROM Rt 41 IN RICHMOND, across from the fire station, drive 4.5 miles east up Lenox Rd., and over then down Richmond Mt. Rd. Tanglewood is at the bottom of the mountain. Turn left and you will shortly see the Main Gate. OR FROM LENOX CENTER, drive a couple of miles on West St./Rt 183 to the Main Gate. GPS 42.34924, -73.31084
57 – Colebrook, CT 10 AM to 11:00 AM
THE US ARMY CORPS OF ENGINEERS AND THE CT FLOOD OF 1955
In August of 1955, the eastern US was hit by successive hurricanes. An incredible 25 inches of rain fell in parts of CT, where streams and rivers were unprepared for the deluge. During this tour of the Colebrook River Lake dam, with James Jylkka, we will discuss the worst flood in CT history and the ongoing role of the US Army Corps of Engineers in flood risk management. 1.5 hours – 1 mile Rain reschedule date Sunday Oct 4, same time
To register – james.jylkka@usace.army.mil or phone # 860 379-8234
Driving northbound from Rt 44 in Winsted, take Rt 8 north. Approximately 4 miles north of the Shell station, look for the stone pillars on the right, and turn here. Driving southbound from Rt 57, take Rt 8 south. After crossing into CT, you will pass the boat launch. Proceed 1 mile south and look for the stone pillars on the left, and turn here. GPS 41°59’53.2″N 73°02’49.2″W
58 – Stockbridge, MA 10 AM to 11:30 AM
THE HISTORY OF INDIAN TOWN – STOCKBRIDGE
Indian Town was chartered in 1737 as a mission to the Mohican tribe to teach them English, about Christianity and about English agricultural practices. Recently, the Stockbridge-Munsee community in Wisconsin worked with Housatonic Heritage and other local partners to create a tour of the most important Mohican sites along the main street of Stockbridge. OLLI members will lead participants along Main Street to learn about the Mohicans, who lived in what is now Stockbridge for thousands of years, and aspects of their culture which are still present today. Stops include the Carriage Barn at the Mission House, the burial grounds and the site of the 2021 archeological dig for the Mohican meeting house. 1.5 hours–1.5 miles
For more information about the Stockbridge-Munsee Community, click here: https://www.nativeamericantrail.org/stockbridge-walking-tour/
To register with OLLI- https://berkshireolli.org/event-6133152 or call 413-236-2190 or email- olli@berkshirecc.edu
Park in the Stockbridge town offices parking lot at Rt 102/50 Main St., just east of The Red Lion Inn. GPS 42.28164, -73.30583 GOOGLE MAP
59 – Pittsfield, MA 11 AM to 12 NOON
HISTORY TOUR OF THE GILDED AGE COLONIAL THEATRE
Enjoy a journey through the history of the Colonial Theatre, owned by Berkshire Theatre Group, as you hear the story of the 1903 world-class theatre, movie house, National Historic Treasure appointment by Hillary Clinton, restoration, and 2006 grand re-opening. 1 hour
To register, email- volunteer@berkshiretheatre.org or 413-448-8084 ext 31
Located at 111 South St., in the center of Pittsfield–just north of the junction of Rts 7 & 20 and Ben & Jerry’s. GPS 42.44622, -73.25402
60 – Pittsfield, MA 1 PM to 3 PM
REDISCOVERING THE LOST MILL VILLAGES OF WEST PITTSFIELD – STEARNSVILLE, BARKERVILLE AND THE TILLOTSON OSCEOLA MILL
In the 19th century, virtually the entire economic and social life of the west side of Pittsfield was centered around the Stearns, Barker and Tillotson Mill Villages on the southwest branch of the Housatonic River. The villages provided employment for hundreds of men, women and children and had their own housing, stores, schools, and churches. However, by 1890, most of the mills were closed and today are little known in the Pittsfield community. The tour will begin with a slide presentation at the Berkshire Environmental Action Team (BEAT) Center and will be followed by a level walk to the site of the former Barkerville Mill and also a Shaker building. Participants will receive a copy of an illustrated history of the Mill Villages. 2 hours–1.5 miles
To register, email- gallagherfamily4@myfairpoint.net or call 603-562-5863
Meet at the Berkshire Environmental Action Team (BEAT) Center, 20 Chapel St. From Pittsfield, take West Housatonic St./Rt 20 to a left turn on Lebanon Ave., and after one mile take a left turn on Melbourne Rd., crossing a bridge, then immediate turn right on Chapel St. and the BEAT building is right here. OR From Richmond, driving north on Swamp Road/Barker Road, just past the airport, at the curve right in the road, take a left turn onto Melbourne Rd. Just before the bridge, turn left onto Chapel St., and the BEAT building is right here.
61 – Monterey, MA 1 PM to 3 PM
A WALK THROUGH HISTORY AT THE BIDWELL HOUSE MUSEUM
Rob Hoogs will lead a walk around the 190-acre Bidwell House Museum property, highlighting the many eras of history, including Native Americans, Colonial Settlement, Revolutionary era, changes during the 1800s, charcoaling, farming, and 20th century getaway. We will then walk 2 miles of old roads and trails, past the site of the first Meeting House, along amazing stone walls, an intriguing stone cairn, barn foundations, the Old Boston-Albany Post Road, several cellar holes, charcoal hearths, and beautiful woodlands. Wear good footwear, bug repellant, and hiking poles if you use them. NOTE: Does not include a tour of the museum interior, which for a fee, can be arranged before/after the free Heritage Walk. 2 hours–2 miles
Registration is Required, as space is limited. To register, email- bidwellhouse@gmail.com OR on the Bidwell Museum website
Meet at the Bidwell House Museum. From Monterey center–take Tyringham Rd. for 1.5 miles, and take a left onto Art School Rd. and drive 1 mile to the end; OR From the traffic light at Big Y in Lee–take Tyringham Rd and drive 5.5 miles, take a right onto Monterey Rd and drive for 2.3 miles, then take a right on Art School Rd. and drive 1 mile to the end at the Bidwell House Museum. GPS 42.20888, -73.21830
62 – Falls Village, CT 1 PM to 3 PM
TOUR THE FALLS VILLAGE-CANAAN HISTORICAL SOCIETY’S BUILDINGS
Tour the Historical Society’s buildings in Falls Village, CT: The Depot Museum that houses most of the Society’s collection, The Beebe Hill One Room Schoolhouse, The New Haven Caboose and the South Canaan Meetinghouse. Hosts will be at each location and visitors can go to any of the locations during these hours.
All are located in Falls Village: Depot Museum is at 44 Railroad Street; Caboose is at Intersection of Main Street & Railroad Street; the Beebe Hill Schoolhouse is at 60 Beebe Hill Rd; and the South Canaan Meetinghouse is at 12 Route 63. GPS 41.953487, -73.364268
SUNDAY – OCTOBER 4, 2026
PLEASE NOTE–FOR ALL HIKES/OUTDOOR WALKS, PLEASE WEAR HIKING BOOTS/STURDY FOOTWEAR, SUGGEST BRINGING DRINK & SNACK, BUG REPELLENT AND BE PREPARED FOR INCLEMENT WEATHER
63 – Stockbridge, MA 10 AM to 12 NOON
SCULPTING THE LAND – DANIEL CHESTER FRENCH’S ARTIST-DESIGNED LANDSCAPE AT CHESTERWOOD HISTORIC SITE
Join Historic Artists’ Homes and Studios program of the National Trust for Historic Preservation, for this walk with Valerie Balint through the various designed landscapes, including the house environs, formal gardens, and woodland walks at Chesterwood. This was the summer home, studio, and gardens of America’s acclaimed sculptor of public monuments, Daniel Chester French, who created 100+ public sculptures. See the design features created by French while living here and place his efforts in the greater context of artist-designed landscapes throughout the country. Participants will go into the studio for a short introduction to this building and how both it and the house relate to the landscape. NOTE – this event does not include a formal tour of the studio or house interiors. An inside tour, for a fee, can be arranged for after the free Heritage Walk. 2 hours–2 miles
Space is limited and pre-registration is required. To register, email- vbalint@savingplaces.org
From Stockbridge center, drive west on Rt 102, turn left on Rt 183. Drive 1/4 mile past the Norman Rockwell Museum and turn right onto Mohawk Lake Road, then left onto Willow St., which becomes Williamsville Rd., just before reaching Chesterwood. Meet at the Barn Gallery. GPS 42.33915, -73.28927
64 – Lenox, MA 10 AM to 11:30 AM and 2 PM to 3:30 PM
BEHIND THE SCENES TOUR OF TANGLEWOOD–BOSTON SYMPHONY ORCHESTRA’S SUMMER HOME
Enjoy a tour of the Boston Symphony Orchestra’s summer Tanglewood campus, the Koussevitzky Music Shed, Ozawa Hall, and the Linde Center for Music and Learning. Learn of the interesting historic background of Tanglewood, the BSO and the Tanglewood Music Center. 1.5 hours– <1/2 mile
Starts at the Tanglewood Main Gate. From the Rt 102 & Rt 183 flashing light intersection at the Berkshire Botanical Gardens, drive on Rt 183 north for 4 miles to the Main Gate. OR FROM Rt 41 IN RICHMOND, across from the fire station, drive 4.5 miles east up Lenox Rd., and over then down Richmond Mt. Rd. Tanglewood is at the bottom of the mountain. Turn left and you will shortly see the Main Gate. OR FROM LENOX CENTER, drive a couple of miles on West St./Rt 183 to the Main Gate. GPS 42.34924, -73.31084
65 – Lee, MA 11 AM to 12:30 PM
A NATURE WALKING TOUR AT GOLDEN HILL TOWN FOREST
Join naturalist Linda Cysz, from the Lee Land Trust, for a meandering walk through this town forest with huge boulders and colorful fall mushrooms to get a sense of the natural setting and learn some of Lee’s town history. Golden Hill Town Forest’s 70-acre property was once owned by George Westinghouse as part of his estate known as Erskine Park. His house was in Lenox near Laurel Lake and his farmland extended across the road to the Golden Hill area. In 1939 George Westinghouse, Jr. donated this parcel to the Town of Lee. Here is where you’ll find the highest peaks in Lee at about 1220’ elevation. The Pinnacle has views to October Mt., Highlawn Farm and Laurel Lake. This is truly an enchanted geologic world. Easy loop trails guide you through the boulders, ledges, outcrops, wildflowers, mushrooms and old trees. In the early 1960’s this was a vibrant picnic spot with pavilion, stone fireplace and even electricity. Today, that area is an open field. 1.5 hours – 1 mile
Heading north on Rt 20 from the center of Lee, after crossing the railroad tracks and the river, drive for 0.8 mile to Golden Hill Road (across from the Retro Pop Shop). Turn right onto Golden Hill Road and drive uphill for 0.3 mile to a parking site on the right side of road, at Lee Town Forest sign. GPS 42.322441, -73.255433
66 – Chester/Becket, MA 1 PM to 3 PM
CHESTER AND BECKET RAILROAD – THE GRANITE LINE
Join Liz Massa, from the Western Mass Hilltown Hikers for a walk on flat terrain on a dirt section of the Chester and Becket Railroad. Built in 1896 as a 5.25-mile spur off the Boston & Albany Railroad to deliver granite from the Becket Quarries to the Chester finishing works. Both Chester and Becket issued bond stock in the quarry company to help in building this line because there was money to be made from the “Chester Blue Granite” for monuments and gravestones. The first locomotive to run on this line was a wood burner, eventually upgraded to a coal burning locomotive. We will see the remains of a wooden trestle still standing on the trail and also learn how this route was used in Chester’s emery and granite industry and how it connects to our Granite Saw Property. Optional further continuation on the railbed to the Boston and Albany Connector. Donations for the newly conserved Chester Granite Company Finishing Works property are greatly appreciated. Maps and bottled water provided. Well behaved dogs allowed. Please wear appropriate footwear. 2 hours–2 miles
Pre-register at email—westernmasshilltownhikers@aol.com or website–https://www.ticketleap.events/events/westernmasshilltownhikers
Meet on Hampden St. in Chester, at the Chester and Becket Trailhead. From the junction of Rts 20 & 102 in Lee, take Rt. 20 east and drive 18 miles to the Chester/Becket town line, turn right onto Hampden Street to the trailhead. GPS 42.279567, -72.988070
67 – Stockbridge, MA 1 PM to 2:30 PM
THE HISTORY OF INDIAN TOWN – STOCKBRIDGE
Indian Town was chartered in 1737 as a mission to the Mohican tribe to teach them English, about Christianity and about English agricultural practices. Recently, the Stockbridge-Munsee community in Wisconsin worked with Housatonic Heritage and other local partners to create a tour of the most important Mohican sites along the main street of Stockbridge. OLLI members will lead participants along Main Street to learn about the Mohicans, who lived in what is now Stockbridge for thousands of years, and aspects of their culture which are still present today. Stops include the Carriage Barn at the Mission House, the burial grounds and the site of the 2021 archeological dig for the Mohican meeting house. 1.5 hours–1.5 miles
Register with OLLI, email- olli@berkshirecc.edu or call 413-236-2190
For more information about the Stockbridge-Munsee Community, click here: https://www.nativeamericantrail.org/stockbridge-walking-tour/
Park in the Stockbridge town offices parking lot at Rt 102/50 Main St., just east of The Red Lion Inn. GPS 42.28164, -73.30583 GOOGLE MAP
68 – Sheffield, MA 1 PM to 3 PM
THE BARNES LIME KILN OF 1903–A PRESENTATION AND WALKING TOUR
Enjoy this tour offered by the Sheffield Historical Society, of the historic Barnes Lime Kiln. Mike King will lead a short presentation on the history of the kiln, beginning at the Sheffield Historical Society’s Dan Raymond House and culminating in a walk to view the remains of the three kilns. Wear footwear for walking in the woods. 2 hours–0.5 mile
Register by email– Sheffieldhistoricalsociety@gmail.com
Meet at the Dan Raymond house at 159 Main St., for the short talk/presentation. Then, participants will drive 10 mins. away to the Lime Kiln for the tour. Park in the town lot behind the Mobil station and enter the Sheffield Historical Society through the walkway from the parking lot.
69 – Lanesborough, MA 5 PM to 6:30 PM Rescheduled #25
BOREAL FOREST ECOLOGY SLIDESHOW & SUMMIT WALK AT BASCOM LODGE & MT. GREYLOCK SUMMIT
Learn about the ecology and unique fauna and flora of high elevation boreal spruce-fir forests on a short and easy plant/tree ID summit walk at Mount Greylock, Massachusetts’ highest mountain, and a narrated slideshow in Bascom Lodge with naturalist Aimee Gelinas, director of the Tamarack Hollow Nature & Cultural Center. Program is free (donations accepted for Tamarack Hollow Nature Center). This project has been supported by a grant from the William J. and Margery S. Barrett Fund, a fund of the Berkshire Taconic Community Foundation and supported in part by a grant from the Cultural Council of Northern Berkshire, a local agency which is supported by the Mass Cultural Council, a state agency.”
For information about Bascom Lodge, visit www.bascomlodge.net. 1.25 hours–minimal walking
Registration is Required, email- full_circle_o@yahoo.com
Meet at Bascom Lodge at the summit of Mount Greylock – the address is 3 Summit Road, Adams. The summit can be reached by taking Rockwell Rd from Lanesborough or Notch Road from North Adams. For more info visit: www.bascomlodge.net and www.mass.gov/locations/mount-greylock-state-reservation GPS 42.636875, -73.16692
===== THE END OF 2026 HERITAGE WALKS ====
