Hiking Trails in Connecticut and Massachusetts - Interactive Map

From easy and family-friendly – to challenging and super-rewarding – this region of Connecticut and Massachusetts offers dozens of hiking trails for all abilities. We’ve linked to the best available hiking trail maps available, and hope that you will enjoy!

Hiking Trail Map – Northwest Connecticut and Litchfield Hills

Click to view map for the Northwest Connecticut and the Litchfield Hills Hiking Trails Map. This map is courtesy of the Northwest Hills Council of Governments and Housatonic Valley Association.

Hiking Trails in Western Massachusetts and Berkshire County

Visit the Berkshire Natural Resources Council for the Top Berkshire Trails!

Blue-Blazed Hiking Trails Interactive Map

Courtesy of the Connecticut Forest & Park Association

Visit the CFPA’s interactive map: Blue-Blazed Hiking Trail System!

Use this interactive map to enhance your hike planning.

Click on the trail lines to learn trail names and length.
Select the Show Parking option in the top right corner to see trailhead parking locations.
Use the Zoom and Street View (person icon) tools on the bottom right to see more area details.
Click on specific parking locations (P icons) to view more details and link to driving directions.

For detailed descriptions of any major trail interruptions or closures that may affect your hike, click on the CFPA Trail Notices Page.

Whenever you’re planning to hit the trails, the latest information is waiting at the CFPA’s website for you. Have a fun and safe journey!

Northwest CT Trails Map

BNRC Top Trails Map

Hiking Trails Map

Hiking & Walking Trail Links

Here are additional resources for hiking and walking trails in Berkshire County and Litchfield County.

We encourage you to practice good personal safety measures (along with the usual trail etiquette and whatever other rules may apply at these individual locations), and visit these amazing trails that are generally accessible to the public during daylight hours:

Connecticut Trails & Organizations:

Cornwall, Kent, Warren-CT: Wyantenock State Forest
Cornwall, CT: Cheryl Cadman Evans Preserve
Falls Village, CT: The Nature Conservancy–Hollenbeck Preserve
Kent, CT & New Milford, CT: Northwest Connecticut Land Conservancy/Weantinoge–10 nature preserves
Kent, CT: Kent Land Trust–9 nature preserves in Kent
Kent, CT: Pond Mountain Trust Natural Area
Kent, CT: Kent Falls State Forest
Kent, CT: Lake Waramaug State Forest
Kent, CT: Macedonia Brook State Forest
Kent, CT: The Nature Conservancy–Iron Mt. Preserve
Norfolk, CT: Norfolk Land Trust–8 nature preserves in Norfolk
Norfolk & Falls Village, CT: Great Mountain Forest
Norfolk, CT: Campbell Falls State Park
Norfolk, CT: Dennis Hill State Park
Norfolk, CT: Haystack Mt. State Park
North Canaan, CT: Beckley Iron Furnace State Park
North Canaan, CT: Iron Trail
Salisbury & Lakeville, CT: Numerous hiking trails in the Salisbury/Lakeville area
Salisbury/Lime Rock, CT: Salisbury Land Trust – Multiple hiking trails
Salisbury, CT: Railroad Ramble
Salisbury, CT: Mt. Riga State Park
Sharon, CT: Housatonic Meadows State Forest
Sharon, CT: Sharon Land Trust Nature Preserves–10 nature preserves
Warren, CT: Warren Land Trust Nature Preserves–4 nature preserves
Washington Depot, CT: Steep Rock Association Preserves–3 nature preserves
Washington, CT: Steep Rock Association Preserves–Holiday House Trail
Kent, Sharon, Canaan, Salisbury: Appalachian Trail in CT–52 miles of trail

Massachusetts Trails & Organizations:

Alford, MA: Berkshire Natural Resources Council–Alford Springs
Chester / Becket, MA: Keystone Arches Bridge Trail
Becket, MA: Becket Land Trust–historic quarry & trails
Great Barrington, MA: Great Barrington Land Conservancy Nature Preserves
Great Barrington, MA: Berkshire Natural Resources Council–Housatonic Flats
Great Barrington, MA: Berkshire Natural Resources Council–3 Mile Hill
Great Barrington, MA: Berkshire Natural Resources Council–Thomas & Palmer Brook Preserve
Hinsdale/Dalton, MA: Berkshire Natural Resources Council–Old Mill Trail
Lanesborough, MA: MASS DCR-Ashuwillticook Rail Trail
Lanesborough, MA: MASS DCR–Mt. Greylock State Forest
Lanesborough, MA: Berkshire Natural Resources Council–Constitution Hill
Lee, MA: MASS DCR–October Mt. State Forest
Lee, MA: Berkshire Natural Resources Council–Basin Pond
Lenox, MA: Edith Wharton’s ‘The Mount’
Lenox, MA: Mass Audubon–Pleasant Valley Sanctuary
Lenox, MA: Berkshire Natural Resources Council–Yokun Ridge Reserve
Lenox, MA: Berkshire Natural Resources Council–Parsons Marsh
Monterey, MA: Monterey Preservation Land Trust–Mt. Hunger
Monterey, MA: Bidwell House Museum trails
Monterey, MA: MASS DCR–Beartown State Forest
Monterey, MA: Berkshire Natural Resources Council–Bob’s Way
Monterey, MA: Berkshire Natural Resources Council–Steadman Pond at Hudson Howard
Mt. Washington, MA: MASS DCR–Mt. Washington State Forest
New Marlborough, MA: New Marlborough Land Trust–Joffe Nature Sanctuary
New Marlborough, MA: New Marlborough Land Trust–New Marlborough Preserve
New Marlborough, MA: New Marlborough Land Trust–Lower Carroll Mill
New Marlborough, MA: New Marlborough Land Trust–Goodnow Preserve
New Marlborough, MA: New Marlborough Land Trust–1000 Acre Swamp
New Marlborough, MA: The Trustees of Reservations–Dry Hill Reservation
New Marlborough, MA: The Trustees of Reservations-Questing Reservation
New Marlborough, MA: Berkshire Natural Resources Council–Steepletop
Pittsfield, MA: Hancock Shaker Village–hiking trails
Pittsfield, MA: Mass Audubon–Canoe Meadows Wildlife Sanctuary
Pittsfield, MA: MASS DCR–Pittsfield State Forest
Pittsfield, MA: Berkshire Natural Resources Council–The Boulders
Richmond, MA: Berkshire Natural Resources Council–Hollow Fields
Sandisfield, MA: Berkshire Natural Resources Council–Clam River
Sheffield, MA: Mass Audubon–Lime Kiln Farm Wildlife Sanctuary
Sheffield, MA: The Trustees of Reservations–Bartholowmew’s Cobble
Sheffield, MA: Sheffield Land Trust–Schneck Property
Sheffield, MA: The Nature Conservancy–Drury Preserve
Stockbridge, MA: Stocbridge Bowl Assoc.–Bullard Woods
Stockbridge, MA: Laurel Hill Assoc.–Ice Glen Trail, Laura’s Tower Trail, Mary Flynn Trail
Stockbridge, MA: Berkshire Natural Resources Council–Jackson Pond
Stockbridge, MA: The Trustees of Reservations–Monument Mountain Reservation
Tyringham, MA: The Trustees of Reservations–McClennan Reservation
Tyringham, MA: The Trustees of Reservations–Tyringham Cobble Reservation
West Stockbridge, MA: Berkshire Natural Resources Council–Stevens Glen
Windsor, MA: Tamarack Hollow Nature & Cultural Center
from CT border to VT border: Appalachian Trail in MA–90 miles of trail

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