Looking for the best trails around Chicopee?

Explore the best rated trails in Chicopee, MA. Whether you're looking for an easy walking trail or a bike trail like the Windsor River Trail and Mattabassett Trolley Trail . With more than 59 trails covering 546 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Ashuwillticook Rail Trail

John & Lisa

June, 2023 by handyj418

June 2023
This trail is second to none! Rode from Lanesboro to Adams-- flat, clean great scenery. Many turtles, water birds, and spotted a deer. Considering a return in the fall as I am sure the color is amazing.

Larkin State Park Trail

Larkin State Park Trail

June, 2023 by whitney495

Great trail, most of it in the forest. A few areas of deep sand and a few mud bogs to go thru, but that's what makes it fun! I will be going back to this one.

Hop River State Park Trail

Hop River

June, 2023 by trainman1957

Starts off a little rough! Then it is one of the best trails around!!!

Accordion

Cheney Rail Trail

great biking trail

June, 2023 by trainman1957

This trail was a lot of fun! Very easy to pedal on it!!!

Ashuwillticook Rail Trail

Great trail in MA!

June, 2023 by steve.schwinn

Road the trail last week end-to-end as an out and back from the great southern trailhead parking area on Crane Avenue (bathroom). Trail is in excellent condition and a great ride.

Farmington Canal Heritage Trail

Combination trail ride into MA

May, 2023 by steve.schwinn

Road part of this trail as an out and back in conjunction with the Southwick RT and the Columbia Greenway RT from Avon, CT, to Westfield, MA, an approximately 50 mile round trip (25 on the Farmington Canal Trail).
The trail is in very good condition. The transition to the Southwick Trail at the CT/MA border (with no road crossing) is seamless.
Road crossings decrease as you head north and are well marked with push-button warning signals to alert traffic.
Half Mile Falls Park at the north end of the Columbia Trail in Westfield is definitely worth a stop!

Southwick Rail Trail

Great trail with seamless trail connections at both ends!

May, 2023 by steve.schwinn

Road this trail as an out and back in conjunction with the Farmington Canal Heritage Trail and the Columbia Greenway RT from Avon, CT, to Westfield, MA, an approximately 50 mile round trip.
The trail is in excellent condition. The transitions to the Farmington Canal Trail at the CT/MA border (with no road crossing) and to the Columbia Greenway RT on the north are seamless.
The mileage markers are great!
Half Mile Falls Park at the north end of the Columbia Trail is definitely worth a stop!

Columbia Greenway Rail Trail

Trail closure

May, 2023 by steve.schwinn

Road part this trail as an out and back in conjunction with the Southwick RT and the Columbia Greenway RT from Avon, CT, to Westfield, MA, an approximately 50 mile round trip.
This trail should be a 5 but it is closed at Main Street in Westfield with no information on when it will reopen or detours.

Larkin State Park Trail

Serene walk, but parts of the trail need work

May, 2023 by mikeecsedy

I got onto the trail at Southbury. I parked at IBM since there was no parking at the trailhead, and got a nice (?) note from security on my windshield. The first half mile from Southbury is very verdant and marked by nice wild phlox, but the path was so narrow you had to watch your feet instead to try to avoid the poison ivy. It widens out once you get to the rail trail. We saw a heron and a deer. A woman on horseback said the heron is famous for trying to scare the horses, they call it the "Pterodactyl". The trail seems to disappear once you get to some of the cross roads and is hard to find again.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Beautiful section in terms of scenery and access to lakes and ponds. The surface can be challenging. Today, with fairly dry conditions, it could be negotiated with hybrid bikes.

May, 2023 by earthman58

Beautiful section in terms of scenery and access to lakes and ponds. The surface can be challenging. Today, with fairly dry conditions, it could be negotiated with hybrid bikes.

Sue Grossman Still River Greenway

Trail has been extended

May, 2023 by colleen727

I just rode this trail, again. I pleasantly surprise that the trail has been extended about 3/4 mile and now goes up to motor vehicle office in Winsted.

Windsor River Trail

Really liked this well maintained trail. Great views with picnic tables along the route. Wish is was longer.

May, 2023 by a19olsen

Really liked this well maintained trail. Great views with picnic tables along the route. Wish is was longer.

Find Nearby City trails

Accordion

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.