Looking for the best trails around Southbridge?

Explore the best rated trails in Southbridge, MA. Whether you're looking for an easy walking trail or a bike trail like the Charles River Bike Path and Upper Charles Trail. With more than 82 trails covering 603 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

Charles River Bike Path

Nice Ride & Way to Get Into the City

June, 2023 by tbrennan211

Was mostly a road rider in the Boston suburbs until I decided to ride into the city one day. All the stopping & restarting with traffic lights on every block drove me nuts. That's how I found this trail. A very nice way to get into the city, running along the Charles River and providing great views. Although the trail is widely used, you still don't have to stop very often at all and are easily able to get around other joggers, walkers, etc. A worthwhile ride to add to your list of completed trails.

Charles River Bike Path

Nice Ride & Way to Get Into the City

June, 2023 by tbrennan211

Was mostly a road rider in the Boston suburbs until I decided to ride into the city one day. All the stopping & restarting with traffic lights on every block drove me nuts. That's how I found this trail. A very nice way to get into the city, running along the Charles River and providing great views. Although the trail is widely used, you still don't have to stop very often at all and are easily able to get around other joggers, walkers, etc. A worthwhile ride to add to your list of completed trails.

Minuteman Commuter Bikeway

Nice for Pedestrians but Too Short & Crowded for Cyclists

June, 2023 by tbrennan211

A very nice trail which is well kept. As such, it is quite crowded with walkers, runners and rollerbladers and understandably so. That said, for cyclists, I would recommend looking elsewhere. Not only is the trail on the shorter side but with so many other users, you'll find yourself constantly weaving and even stopping due to congestion.

Accordion

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!!!

Cheney Rail Trail

great biking trail

June, 2023 by trainman1957

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

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.

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.

Nashua River Rail Trail

Great Trail, Signage is Strange

May, 2023 by jarekiotalk

As for rail trails go, this one the cream of the crop. It is very flat and paved. People with narrow tire road bikes will do just fine. I believe it is a mile or so longer then what they say it is.

An odd thing about this trail. When you pull into the parking area on the Nashua end, there is no clear signage that it is the Nashua River Trail. Heading out of the parking lot, on the trail, I noticed the back of the signs marking it as the Nashua Rail Trail . It seems the signage should be on the other side of the trail with the writing of the sign being in front of you.

Bruce Freeman Rail Trail

Definitely Worth Checking Out

May, 2023 by tbrennan211

On the Lowell end of the trail, about the last 2 miles or so, you run parallel to route 495 and cross under Route 3 so the traffic noise is noticeable, but otherwise, a VERY nice trail. Mostly through the woods and with a number of bodies of water along the way, including a beach for you to enjoy. What's almost unbelievable is the condition of the trail as it seems like it must have been just paved as there are practically no bumps, frost heaves or potholes. You'll never set a personal best for speed on this trail as there are a number of crossings, often to just 2 or 3 homes on the other side, so while the chance of traffic is minimal, you'll still need to slow down or stop. That said, a thoroughly enjoyable ride of 30 miles, all the way down and back. Definitely worth checking out!

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

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