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

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.

Accordion

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.

Mass Central Rail Trail

MCTR - West Boylston to Rutland

June, 2024 by closey2112

Ok, I recently purchased a ‘24 Trek Checkpoint ALR 5 axs gravel bike. This section of trail is absolutely amazing. Roughly 26.3 miles round trip from West Boylston to Rutland. Starting in West Boylston, Ma you head west. The trail is hard packed dirt. Smoother than most roads in Mass! ¿ No, seriously! Just be careful, this section up to the I-190 bridges, there’s usually a lot of traffic. Especially people with doggos. Some more cognizant than others. But once you cross under the bridges, no dogs are allowed and the traffic thins out. The best section is at the parking lot on Mill St - Holden. It’s packed gravel and as wide a road. It meanders up to the mail Trail and is packed gravel all the way until you hit construction on the trail. So much fun!!!

Ashuwillticook Rail Trail

Nice weather makes the ride nice

June, 2024 by vc2019

Started in Adams and rode to the end and back. Nice weather on this wide paved and shaded trail. It is in great condition. There are a number of road crossings but most are small streets. The gates are all the same, an opening on each side and we saw atleast two recumbent trikes make it through without problems. Photo to show the gates today.

Ashburnham Rail Trail

great view: stunning panorama

June, 2024 by thiagobardini85

At the end of the trail, you'll be treated to a stunning view!

Ashuwillticook Rail Trail

A must ride

June, 2024 by ahanks

Visiting in lower NY area and had this on my bucket list. It was a well paved and maintained trail. Parked at railroad at in Cheshire and rode to the parking area in Pittsfield and then back and a few miles into the Adams area. All in 18 miles. Plenty of options for parking, bathroom Facilities in a few areas and many benches and picnic tables placed to stop and take a break or enjoy the views of the Lindai a or chechsire reservoir. It was well worth the trip!

Rocky Hill Trail

Completely paved; easy

June, 2024 by pianoemily

This was a very short trail which was completely paved. It was nice and shaded due to the trees. It would be an easy walk with grandparents (there are benches) or young children. I recommend setting your gps to find something like 134 Sandy Hill Road in Florence. From there, you can easily find the trail beginning. To get my 10,000 steps I had to go back and forth on the trail a lot. But I still appreciated it fully paved! Seems like more of a neighborhood morning walk trail.

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