Explore the best rated trails in Brattleboro, VT. Whether you're looking for an easy walking trail or a bike trail like the Appel Way Trail and Common Pathway. With more than 45 trails covering 320 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 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...
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 Squannacook River Rail Trail is presently 1.8 miles long, from Depot St. in the center of Townsend, MA, to the Harbor Church parking lot in Townsend Harbor. The trail occupies the Greenville...
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 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...
The Warner Rail Trail and the Bagley Field Rail Trail are part of the ambitious plan to create a 34-mile rail-trail connecting Lake Sunapee and Concord, New Hampshire's state capital. Currently...
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 Henniker Rail Trail is an unpaved single-track path that follows a former rail corridor for 2.3 miles. The rail-trail picks up east of the former passenger station. Situated south of the Town of...
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 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 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 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...
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...
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 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 50 miles from Boston to Northampton...
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...
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 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 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 Warner Rail Trail and the Bagley Field Rail Trail are part of the ambitious plan to create a 34-mile rail-trail connecting Lake Sunapee and Concord, New Hampshire's state capital. Currently...
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 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 50 miles from Boston to Northampton...
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 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 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 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 Squannacook River Rail Trail is presently 1.8 miles long, from Depot St. in the center of Townsend, MA, to the Harbor Church parking lot in Townsend Harbor. The trail occupies the Greenville...
The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...
The Hoosic River Greenway spans 2.5 miles along the river’s east bank through the Village of Hoosick Falls. The gravel pathway follows the former route of the Boston Hoosac Tunnel & Western Railway,...
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...
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 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 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...
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,...
The Potanipo Rail Trail is composed of three segments across New Hampshire and Massachusetts. Running through the woods along a former a rail corridor, the trail parallels the Nissitissit River for 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 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 Brookline Rail Trail winds through the New Hampshire woods and passes by several small bodies of water, including the Potanipo Pond. The rail-trail has two segments, known as the Brookline Rail...
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...
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 Potanipo Rail Trail is composed of three segments across New Hampshire and Massachusetts. Running through the woods along a former a rail corridor, the trail parallels the Nissitissit River for a...
Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...
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 Brookline Rail Trail winds through the New Hampshire woods and passes by several small bodies of water, including the Potanipo Pond. The rail-trail has two segments, known as the Brookline Rail...
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,...
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...
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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...
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 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 Hoosic River Greenway spans 2.5 miles along the river’s east bank through the Village of Hoosick Falls. The gravel pathway follows the former route of the Boston Hoosac Tunnel & Western Railway,...
The heavily wooded Lye Brook Falls Trail runs for 2 miles through the Lye Brook Wilderness of the Green Mountain National Forest near Manchester. The blue-blazed hiking trail follows the bed of a...
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...
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 Twin Cities Rail Trail is a 4.7-mile that will ultimately connect downtown Fitchburg and downtown Leominster, providing both recreation and an alternative commuting route for residents. As of June...
The Squannacook River Rail Trail is presently 1.8 miles long, from Depot St. in the center of Townsend, MA, to the Harbor Church parking lot in Townsend Harbor. The trail occupies the Greenville...
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 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 50 miles from Boston to Northampton...
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,...
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...
This is a lovely, easy , quiet walk. Much improved from a few years ago, based on the reviews. Great for families, dogs and their humans.
It took me 3 hours from Nashua NH to drive to this trail and it was completely worth it!!! As of 2022 I rode this trail from beginning to end and did not find a single bump, frost heave or pot hole, the smoothest paved trail I have ever been on. Then there is the scenery which is just spectacular and when fall comes the foliage in the Berkshires is going to be just great. The only issue I had was there was no parking at the trail terminus in North Adams, I parked on a city street there is parking directly on the other end in Pittsfield.
An excellent trail. Not really the best choice for nature-bathing, but surely the most pleasant way to ride between Fitchburg and Leominster. Smooth, wide, and flat. Lots of street crossings but they’re all pretty well done.
I rode the whole trail out and back in August 2022. You really need tires with some knobs for this trail. I used a gravel bike with small knobby tires. It's not hilly or technical, just rough in places. VT uses 3/4" gravel which would make it difficult for standard road tires.
The VT portions of the trail are well maintained and have great signage, historical and otherwise.
The NY section is not as well maintained, specifically, the portion from the state line south of Poultney to Middle Granville. Google Maps displays the rideable portions, although once you cross the state line southbound, the trail gets quite narrow - tick spray recommended. There is a spot where you have to carry your bike over a pile of slate. It leads to a farm road, red in color, and leading to a red barn on route 22A. Not sure that is legit. There were no signs saying not to.
I rode south on 22A to Butler Road, then right on Depot. The trail starts again just after the cemetery. You have to maneuver around an active dairy farm to get back on the trail. Wasn't pretty but it works. Once you get south of the dairy farm, it's fine. Going through Granville proper is also confusing. Again, Google Maps is your friend.
I recommend Sherman's Store in West Rupert, near the trail end, for sandwiches and energy drinks. You can get there from the trail via Mill Road. Look for a business called Authentic Designs for the turn.
We parked at a baseball field on the southern end and rode the entire thing pretty quick. It is a little narrow in spot la, but a fairly easy ride. There is a wooden bridge that looked fairly new, but it seems like there was some erosion at the southern end so it came as a surprise. Easily connects to the Brookline and that trail is wider.
Last minute choice…what a beautiful ride…groomed path in nice condition…highly recommend.
Sad, if you want to bike it. closed at both sides and both sides are asking for donations. for what?
I recently rode my hybrid from the Stone Arch Bridge to the Troy Depot and back, and found the trail to be in reasonably good shape along that stretch. I parked right on 101 in the open turn off and my car was undisturbed for the couple hours I was out. The trail southbound is the slight incline, as I was going a few mph faster on the way back. The trail does narrow down to a single track in the middle of that stretch as I feel it does not get enough use to keep the weeds at bay, and a few fallen trees meant stopping to lift the bike over. Overall, quite pleasant, and Troy is a lovely little town.
We parked in Keen at the Cheshire Trail Parking spot and went north to Walpole. Nice trail, unpaved but well-packed earth and shade. We have 2 electric bikes, so 2 steep inclines were not a problem. Unfortunately, after about 10 minutes we run into a closed section. Not sure when it will reopen - we saw no signs of work. We turned and went south to Keene, and in the center of Keene we followed signs for a bike trail which led us to Ashuelot River trail. It has several pretty bridges over roads, about a mile of paved section, and once it leaves Keene it is unpaved, but still has good surface and shade.
In Keene you can also go to southern section of Cheshire rail trail, but it is not easy to find, so use Google Maps on your phone to be sure.
Very nice, quiet trail that is wide enough to make it easy to pass or be passed by another biker or walkers. I rode there recently on my hybrid bike and could see (as mentioned in other reviews) how some parts of the trail could potentially stay muddy even after the wet season, for even thought it's been quite dry lately, you could see spots along the trail that showed how large some puddles likely were. I will say, be prepared for a jouncy ride in a lot of places as the horse riders have left enough hoof prints to create weathered divots that are impossible to avoid. My neck and shoulders took a beating on the day I rode.
Parked at the old train depot in Troy and rode South to the end at the Mass border and back. The trail is not paved, not groomed but that’s part of what makes it fun. Riding through the woods, along a stream, crossing a wetlands with high bush blueberry bushes loaded with fruit and on the way back jumping in a clear water pond to cool off, with a view of Monadnock …perfect day! Oh, and we saw one runner and two people picking those berries…a very memorable and delightful day on the trail.
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