Hiking Trails - CT & MA

Plan A Visit

Upcoming Events

Jun
25
Fri
7:30 pm Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Company--Indoors at the Boyd-Quinson Stage
Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Company--Indoors at the Boyd-Quinson Stage
Jun 25 @ 7:30 pm
In a stateside hospital at the close of World War II, a young man recovers from catastrophic injuries. Or so the doctors have told him. But Chester Bailey denies what’s happened to him has actually[...]
Jun
26
Sat
8:30 am Sharon, CT–Community Bird Tour @ Sharon Audubon Center
Sharon, CT–Community Bird Tour @ Sharon Audubon Center
Jun 26 @ 8:30 am – 10:00 am
 
8:30 am Sharon, CT–Community Bird Tour: ... @ Sharon Audubon Center
Sharon, CT–Community Bird Tour: ... @ Sharon Audubon Center
Jun 26 @ 8:30 am – 10:00 am
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10:00 am East Canaan, CT–Guided Tours of ... @ Beckley Furnace
East Canaan, CT–Guided Tours of ... @ Beckley Furnace
Jun 26 @ 10:00 am – 2:00 pm
Beckley Furnace, Connecticut’s only designated Industrial Monument, is the centerpiece of the Upper Housatonic Valley’s Iron Heritage Trail. Beckley Furnace was built in 1847 by John Adam Beckley, great-grandson of Esquire Samuel Forbes and grandson[...]
3:00 pm Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Co.--Indoors at the Boyd-Quinson Stage
Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Co.--Indoors at the Boyd-Quinson Stage
Jun 26 @ 3:00 pm
In a stateside hospital at the close of World War II, a young man recovers from catastrophic injuries. Or so the doctors have told him. But Chester Bailey denies what’s happened to him has actually[...]
7:30 pm Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Company--Indoors at the Boyd-Quinson Stage
Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Company--Indoors at the Boyd-Quinson Stage
Jun 26 @ 7:30 pm
In a stateside hospital at the close of World War II, a young man recovers from catastrophic injuries. Or so the doctors have told him. But Chester Bailey denies what’s happened to him has actually[...]
Jun
27
Sun
3:00 pm Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Co.--Indoors at the Boyd-Quinson Stage
Pittsfield, MA–Chester Bailey pe... @ Barrington Stage Co.--Indoors at the Boyd-Quinson Stage
Jun 27 @ 3:00 pm
In a stateside hospital at the close of World War II, a young man recovers from catastrophic injuries. Or so the doctors have told him. But Chester Bailey denies what’s happened to him has actually[...]
6:00 pm Lanesboro/Adams, MA–(Bascom Lodg... @ Bascom Lodge at the Summit of Mt. Greylock
Lanesboro/Adams, MA–(Bascom Lodg... @ Bascom Lodge at the Summit of Mt. Greylock
Jun 27 @ 6:00 pm
ESTABLISHED IN 1898, THE RESERVATION WAS THE FIRST LAND PRESERVED-IN-TRUST FOR THE CITIZENS OF MASSACHUSETTS AS A WILDERNESS PARK; THE FLAGSHIP PROPERTY OF THE DEPARTMENT OF CONSERVATION AND RECREATION. AT AN ELEVATION OF 3,491 FEET,[...]
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Hiking Trails in Connecticut & Massachusetts

Hiking Trail Map – Northwest Connecticut and Litchfield Hills

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!

Click the map icon (or here) 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!

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:

 

Massachusetts Trails & Organizations:

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