Looking for the best trails around Greenfield?

Explore the best rated trails in Greenfield, MA, whether you're looking for an easy walking trail or a bike trail like the Common Pathway and Appel Way Trail . With more than 50 trails covering 405 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

Ashburnham Rail Trail

Very Enjoyable, Much natural beauty

September, 2024 by tammy.bucklew

I'm in love with this trail. Much of the trail path is dirt, but there is a new area with fine gravel. I find this such a peaceful trail and consider it to be in good maintenance. Thanks to everyone that maintains the trails.

Mass Central Rail Trail

Weston-Waltham section

September, 2024 by msandman1943_tl

This section (8/2024) is about 5 miles long. It goes through woodland and past leafy backyards, but it runs alongside the towers for a high-tension power line. Trees have been clear-cut about 25 feet on both sides of the trail, so there's no shade along this section. But the trail is wide, very straight, and smoothly paved. It has a few small ups and downs and crosses four or five quiet roads before it comes to a traffic signal at the intersection of Routes 126 and 27. Just beyond, the trail turns to crushed stone with a few sandy patches. There's a large supermarket and shopping center adjacent to the trail at that point.

Southwick Rail Trail

Very busy on sunny weekend, well kept trail

September, 2024 by mdnkcn

We started going north on Copper Hill Rd East Granby Ct parking area and finished the trail in Westfield MA. Trail was all asphalt and in good shape. Most of the trail was scenic farmland but toward the north end going toward Westfield was some residential and city though still was plesent to the eye. Next time we plan to take the trail south at the Copper Hill Parking and take the trail to where it hopefully meets the Farmington River Trail

Accordion

Blackstone River Greenway

Mile 17-7 going south from Woonsocket the trail is marked. Very enjoyable ride.

September, 2024 by buckley02

Mile 17-7 going south from Woonsocket the trail is marked. Very enjoyable ride.

Chicopee River Canal Rail Trail

Unfinished trail. Did not feel safe on portions of the trail.

August, 2024 by bdrzyzga

Unfinished trail. Did not feel safe on portions of the trail.

Ashuwillticook Rail Trail

Late summer ride

August, 2024 by mgraska54

Beautiful smooth ride. Recommend for anyone seeking a pleasurable experience.

Ashuwillticook Rail Trail

A top 5 New England trail

August, 2024 by andrix

Lots of wildlife along this pristine trail with plenty for bathroom facilities and benches to take a break. Trail is maybe 70% shaded which kept the temperatures down but still glad we had our suntan lotion. The trail passes a large lake and goes through plenty of wetlands giving lots of interesting views. Road crossings were well marked and safe. Our stay at the Williams Inn in Williamstown was definitely a cut above the norm and from there was maybe a 15 minute drive to the trailhead.

Twin Cities Rail Trail

Plenty of intersections and traffic lights.

July, 2024 by mdenettesr

We hit this little trail on a warm afternoon when we had two hours unscheduled. The Leominster end was fine and the Fitchburg end was rather a rough neighborhood. We were riding tandem, so the many stops were slightly vexing. We spent most of the ride shifting down to dismount or shifting up from dismounting. There were plenty of dining options all along the route, and ice cream at the parking spot. Room for 6 cars, but plenty more right at the municipal Carter Park. At 0.2 miles, we smelled something really good. Ate lunch at Taqueria El Amigo 2. It was a very nice little Mexican restaurant with pineapple, mandarin, and other interesting sodas. The food was very good.

Twin Cities Rail Trail

It’s ok.

July, 2024 by closey2112

First off. . . Glad that they finally did something with that stretch of track. I use to ride my mountain bike along them. The trail itself is very nice, clean and wide. To echo, what others have stated, why too many stops and stoplights. Definitely a great walking path. Also, it just ends. . . You get to the end at Fourth St - Fitchburg and the signage tells you to take a left, then a right, onto Middle St. then a right onto First St and it just ends?! I hope the complete more.

Farmington Canal Heritage Trail

love this trail

July, 2024 by pamiller919

The map shows a disconnect, but the trail went all the way through. We did the whole trail and although it had a bunch of twigs it was a great ride. Well marked and in very good condition

Ware River Rail-Trail

June 2024 Gravel Bike

June, 2024 by macneilkathy1994

This trail had sand, deep in areas made it not fun for gravel biking.

Blackstone River Greenway

Not a great ride

June, 2024 by pamiller919

Started from India point park and it isn’t marked where to. We lost the “route” many times because of no signage. Very bumpy, wouldn’t call it a scenic ride.

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Accordion

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