Looking for the best trails around Brattleboro?

Explore the best rated trails in Brattleboro, VT, whether you're looking for an easy walking trail or a bike trail like the Warner Rail Trail and Bagley Rail Trail and Sugar River Trail . With more than 49 trails covering 358 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.

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.

Accordion

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.

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.

North Central Pathway

Northern Part is the best

June, 2024 by res3737

Overall this is a great trail and one of my favorites, but I'll give you the detailed breakdown from North to South. Starting near the YMCA in Winchendon it is a beautiful paved trail with great scenery and lots of good parking here and a little further down near Glenallen Street. Just after you cross the large bridge at the beginning, there is an inconspicuous and not very inviting junction with the unpaved Ware River Rail Trail on the right that I have not ridden. I rode all the way down to North Ashburnham Road where I turned right, took a right on Route 12 for a short bit, then turned left on Old Gardner Road to get to the next section of paved trail and skipped the unpaved portion between Route 12 and Old Gardner Road. This next section is very nice as well, although I'm not a fan of the underpass at Commercial Drive because it collects water at the bottom even during the summer. I always ride the narrow dirt track over the top to avoid the water in the tunnel. There is at least one maintenance station between here and Route 140 and a few benches to stop and rest on. Once you cross Route 140, I'm not a big fan. There are no muddy spots, but that's because a lot of crushed stone has been placed in sections on the trail which makes for a very rough ride. I'm hoping this crushed stone is a prelude to placing some compacted crushed gravel for a better riding surface. We shall see. I stopped at Park Street and then rode down into Gardner from there. It is all very nice and it would be 5 stars if the southern section had a better surface.

Ware River Rail-Trail

Gates? Trucks on the Trail?

June, 2024 by res3737

I only rode the southern 3 miles of this trail between Route 122 and Route 62. The surface is not bad, no muddy spots, although there was a large pine tree down across the trail that was nearly impassable. My only criticism of this section was that there were no gates at Grange Road or Lackey Lane and I believe only on the southerly side of Covered Bridge Road which meant that I looked over my shoulder at one point to find a Toyota Tacoma bearing down on me. Why are there trucks driving on the rail trail?

Concord-Lake Sunapee Rail Trail

so much to do

June, 2024 by carmen347

I have been waiting to try this route for several years. Always hearing that it wasn’t close to being finished. I was very disappointed to see firsthand that virtually nothing has been done for those years. The first mile from Concord is covered with packed cinder, but beyond that the trail is still raw and rough with exposed rocks and roots. Not sure why this project has stalled but I will not be riding it or supporting it until domething more is done to show progress. tiding it ir supporting it until I see something

Delaware and Hudson Rail-Trail

We biked the entire northern half of the D&H Rail Trail to the NY state line. Was pleasantly surprised to find no ruts. Trail was mostly made up of crushed stone. It's mostly a scenic ride, I would recommend this Rail Trail.

June, 2024 by mdnkcn

We biked the entire northern half of the D&H Rail Trail to the NY state line. Was pleasantly surprised to find no ruts. Trail was mostly made up of crushed stone. It's mostly a scenic ride, I would recommend this Rail Trail.

Find Nearby City trails

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.