Explore the best rated trails in Brattleboro, VT. Whether you're looking for an easy walking trail or a bike trail like the Stevens Rail Trail and Sugar River Trail. With more than 38 trails covering 272 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.
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The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...
Jonathan Daniels Trail travels the length of Ashuelot River Park through Keene. Along the stone-dust trail, you can enjoy the park’s beautiful natural backdrop and flower garden. The trail was named...
The North Central Pathway is envisioned as a trail network connecting points of interest through and between Winchendon and Gardner. Several completed sections of trail make for a lovely ride or walk...
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
The Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...
The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...
The Keene Industrial Trail links the county's Cheshire Rail-Trail in the city of Keene. The paved path is a 1-mile segment through downtown Keene, which passes among some of the city's old mill...
The Harrisville Rail Trail runs for just under two miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris...
Mile 0.0 - DPW Garage Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...
The Old Railroad, as its name suggests, is a multi-use trail that occupies a former Boston & Maine Railroad corridor. The trail picks up at the northern trailhead of the Common Pathway, a paved...
The Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...
The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...
Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...
The Common Pathway travels 5.5 miles from the outskirts of Peterborough south to downtown’s Noone Falls area, paralleling US 202 and the Contoocook River for most of its journey. The small town of...
About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...
The scenic Valley Trail spans 9 miles connecting Dover and Wilmington in southern Vermont along the Green Mountain National Forest. It provides a critical off-road pathway for bypassing State Route...
The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...
Appel Way Trail offers a paved route of about a mile through woodlands on the north end of Keene. Most notably, it offers a connection between Wheelock Park on the trail's west end and Ashuelot River...
The Squannacook River Rail Trail is presently 1.1 miles long, from Depot St. to Old Meetinghouse Road in Townsend, Massachusetts. The trail occupies the Greenville Branch of the Boston and Maine...
The Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...
The Keene Industrial Trail links the county's Cheshire Rail-Trail in the city of Keene. The paved path is a 1-mile segment through downtown Keene, which passes among some of the city's old mill...
The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
The year 2017 marks 20 years since a rails-to-trails project was first mentioned in the Goffstown Master Plan, and thanks to work by the Friends of the Goffstown Rail Trail and support throughout the...
The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts...
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Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...
The Old Railroad, as its name suggests, is a multi-use trail that occupies a former Boston & Maine Railroad corridor. The trail picks up at the northern trailhead of the Common Pathway, a paved...
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
Jonathan Daniels Trail travels the length of Ashuelot River Park through Keene. Along the stone-dust trail, you can enjoy the park’s beautiful natural backdrop and flower garden. The trail was named...
The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...
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The East Branch Trail is a 0.5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...
This unpaved state-owned trail is open for public use from Coldbrook to Baldwinville. An on-road detour is necessary through the village of Baldwinville, but the right-of-way is open for public use on...
Appel Way Trail offers a paved route of about a mile through woodlands on the north end of Keene. Most notably, it offers a connection between Wheelock Park on the trail's west end and Ashuelot River...
The scenic Valley Trail spans 9 miles connecting Dover and Wilmington in southern Vermont along the Green Mountain National Forest. It provides a critical off-road pathway for bypassing State Route...
The Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
More than a mile of the Ashburnham Rail Trail opened in 2015 from a point just south of Ashburnham's center to Turnpike Road. The rustic route, planned to be paved in the future, offers a...
The Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...
The New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...
The Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...
The Bridge of Flowers delights the senses of visitors walking among the trees and blossoms on the old trolley bridge spanning the Deerfield River, which connects two communities in northwestern...
The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
The Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
Mile 0.0 - DPW Garage Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...
The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts...
The Common Pathway travels 5.5 miles from the outskirts of Peterborough south to downtown’s Noone Falls area, paralleling US 202 and the Contoocook River for most of its journey. The small town of...
The Harrisville Rail Trail runs for just under two miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris...
The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...
The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...
More than a mile of the Ashburnham Rail Trail opened in 2015 from a point just south of Ashburnham's center to Turnpike Road. The rustic route, planned to be paved in the future, offers a...
The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...
The East Branch Trail is a 0.5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
The Mason Railroad Trail runs for nearly 7 miles from near the New HampshireMassachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...
The scenic Valley Trail spans 9 miles connecting Dover and Wilmington in southern Vermont along the Green Mountain National Forest. It provides a critical off-road pathway for bypassing State Route...
Visitors to the Sugar River Trail (also known as the Sugar River Recreational Rail Trail) can be forgiven if they lose track of which side of the river they’re traveling. The 9.5-mile trail crosses...
About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...
Great early fall ride. Amazing views on Mount Greylock and Lake Berkshire. Mostly scenic and quiet. Nice place to stop by the water and take in the scenery. Well paved, wide, smooth ride.
This trial is great for those who like to mountain bike, but are not hardcore. It is mostly gravel with a few sandy and paved areas here and there. Trail starts around 1/4 mile from West Side Arena in Manchester which is where we parked (and it goes seamlessly into the Piscataqoug Trail) until right before the center of Goffstown. There are some real fun surprises on here like a few spots to go swim and/or fish at Glen Lake, a few good scenic spots to take pictures, etc.
My wife and I tried this trail because it is a fairly short drive to Hoosick Falls. It is NOT your typical bike trail. It is gravel (hard packed crushed stone) but not difficult to ride on. We parked in a lot in town at the middle of the trail, rode north which was very nice and not too long. The north end is a bit desolate. We rode back and attempted to continue on the southern part, however it was not marked at all and we could not find any visible "access" point. We eventually made our way through the town and found a sign pointing us toward the trail.
This eventually brought us to the southern end of the trail near some little league ball fields. We rode northward again on gravel for about a mile when the gravel abruptly stopped. We spent 5 or 10 minutes contemplating whether to continue or not. Ahead of us was just grass, but not something that looked like a trail. After about 100 yards it became a mowed grass path which was definitely an old railroad bed, rather high with the river to our left and a ditch to our right. To say the least , it was NOT what we expected. This section was directly behind peoples homes and we were not even sure if we were on a trail at this point. It eventually went under a train bridge and came out where it was not marked at all, a few blocks from where our car was parked. To say the least, we wish we had read a review similar to this so we would have known what to expect. Hopefully this will help to inform someone else in the future.
Once we got to the Sanitation site north of Keene the trail wasn't more then a goat trail. Muddy, rocky narrow, and not very much fun. We turned around. Maybe it would be better from Walpole south.
This was moderate to difficult. But I am in my advanced 50s and over weight. It is 85% uphill, a lot of rocks. Not sure if all the rocks are from hurricane Irene or if it has always been rocky. A hiking stick was helpful for balance. My husband, same age, not over weight found it moderate to difficult, but navigated the rocks much more easily. The falls are incredible! Worth the hike.
Southern section very rough, significant ATV use (officially sanctioned). Washed out slopes can be unsafe with large cobbles, exposed bedrock, and washouts. If you manage to escape the ATVs it's quiet.
I live about 7 miles from the South Londonderry trail head and only wish the trail was better suited for my hybrid bike. The first 3 miles (approx) to the Winhall campground are in bad shape (dirt festooned with rocks, roots, ruts and mud puddles). I don't know when the article summary was written, but I have a different idea of what "well maintained" means. Those with mountain bikes or fat tire bikes should have a much easier time with it though.
The trail ride is sandwiched by a campground road for a couple of miles. It's asphalt, and other than navigating several speed bumps, is an easy ride to another dirt path on the Jamaica side. It's in better shape than the South Londonderry portion. It's not in great shape for riding either but very manageable.
The two dirt path portions follow the contour of the tree lined West River. The view is particularly vivid, particularly in Autumn, and a favorite spot to hike with my dog. As a bike trail though, it needs work.
This was a bike ride from Depot Street in Hinsdale to Keene State College area. Beautiful views of Ashuelot River along ride and several covered bridges. Several old mill buildings in various state of disrepair to look at. The trail from Depot Street to near Riverside Lane in Swansey has good sections of loose gravel with several sections of puddles and mud. This part of the trail is good for mountain bikes and for those that don't mind going through puddles that vary in length from a few feet to over 20 feet long. Some are deep too. A few potholes and gopher holes in this section and one bridge with bad decking boards. I'd rate this first section of the ride a 2. From Riverside Lane up to Keene trail is wide with good gravel base. Easy for most bikes to navigate this. I'd rate this section a 4.
This trail is a lot of fun! Mountain bike is the best! Lots of railroad stuff to see!!!
Excellent ride into Jaffrey! Nice wide trail, well maintained by local snowmobile club. Pleasant views along conservation areas.Far end towards Rindge was a bit more technical with many rails still in place.
The trail was in good shape. Unfortunately there wasn't much to see. The highlight was the trestle over the Sugar River. The place where the trail 'parallels Washington Street' was busy and care was needed because many cars were entering the shopping area.
Since the trail was short, we continued on the Sugar River trail. There was a fair amount of working being done on it and it was not as nice as it was one year ago. Sand was being added in places which made it more difficult to ride through. Overall, however, we'd recommend the Sugar River trail west side and make sure you see at least one of the two train covered bridges!
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