Brattleboro, VT Hike Trails and Maps

606 Reviews

Looking for the best Hike trails around Brattleboro?

Find the top rated hike trails in Brattleboro, whether you're looking for an easy short hike trail or a long hike trail, you'll find what you're looking for. Click on a hike trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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49 Results
Activities
Length
Surfaces
Type

Ashuwillticook Rail Trail

13.7 mi
State: MA
Asphalt

Bridge of Flowers

0.1 mi
State: MA
Concrete

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Goffstown Rail Trail

5.5 mi
State: NH
Dirt, Grass, Gravel, Sand

Harrisville Rail Trail

1.6 mi
State: NH
Dirt

Jonathan Daniels Trail

0.9 mi
State: NH
Crushed Stone

Manhan Rail Trail

9.5 mi
State: MA
Asphalt

Mass Central Rail Trail

59 mi
State: MA
Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Monadnock Recreational Rail Trail

7.5 mi
State: NH
Asphalt, Gravel

Old Railroad Trail

2.7 mi
State: NH
Dirt

West River Trail (Windham County)

16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand

Ashburnham Rail Trail

1.3 mi
State: MA
Dirt

Ashuelot Recreational Rail Trail

21.4 mi
State: NH
Asphalt, Ballast, Cinder, Crushed Stone, Dirt

Bobby Woodman Rail Trail

1.7 mi
State: NH
Dirt, Gravel

Cheshire Rail Trail (Cheshire Branch Rail Trail)

42.4 mi
State: NH
Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Common Pathway

5.5 mi
State: NH
Asphalt, Crushed Stone

Connecticut Riverwalk and Bikeway

5.4 mi
State: MA
Asphalt

Delaware and Hudson Rail-Trail

25.8 mi
State: NY, VT
Asphalt, Cinder, Dirt, Grass, Gravel

Fort Hill Recreational Rail Trail

7 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Granite Town Rail-Trail

3 mi
State: NH
Ballast, Cinder, Dirt, Grass, Gravel, Sand
Accordion

Hoosic River Greenway

2.5 mi
State: NY
Gravel

Lye Brook Falls Trail

2.2 mi
State: VT
Gravel

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

New Boston Rail Trail

3.9 mi
State: NH
Dirt

North Central Pathway

11.2 mi
State: MA
Asphalt

Potanipo Rail Trail (NH)

2.7 mi
State: NH
Crushed Stone, Gravel

Rocky Hill Trail

0.9 mi
State: MA
Asphalt

Stevens Rail Trail

1.65 mi
State: NH
Crushed Stone, Gravel

Sugar River Trail

9.5 mi
State: NH
Ballast, Gravel, Sand

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Twin Cities Rail Trail

4 mi
State: MA
Asphalt

Chicopee River Canal Rail Trail

0.21 mi
State: MA
Asphalt

Concord-Lake Sunapee Rail Trail

5.65 mi
State: NH
Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

Ware River Rail-Trail

15 mi
State: MA
Ballast, Dirt, Grass, Gravel

Appel Way Trail

1.3 mi
State: NH
Asphalt

Valley Trail

9.1 mi
State: VT
Asphalt, Dirt, Gravel

Bennington Rail Trail

1.65 mi
State: VT
Asphalt, Crushed Stone, Gravel

Brookline Rail Trail

4.5 mi
State: NH
Crushed Stone, Gravel

East Branch Trail (VT)

0.5 mi
State: VT
Gravel

Henniker & Hopkinton Rail Trails

6.7 mi
State: NH
Dirt, Grass, Gravel, Sand

Keene Industrial Heritage Trail

1 mi
State: NH
Asphalt

Potanipo Rail Trail

3.4 mi
State: MA, NH
Crushed Stone, Gravel

Potanipo Rail Trail (MA)

1.7 mi
State: MA
Crushed Stone, Gravel

Squannacook River Rail Trail

3.7 mi
State: MA
Crushed Stone

Warner Rail Trail and Bagley Rail Trail

1 mi
State: NH
Crushed Stone, Gravel
Trail Image Trail Name States Length Surface Rating
Overview Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along a 13.7-mile paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...
MA 13.7 mi Asphalt
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...
MA 0.1 mi Concrete
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...
MA 3.6 mi Asphalt
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...
NH 5.5 mi Dirt, Grass, Gravel, Sand
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...
NH 1.6 mi Dirt
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...
NH 0.9 mi Crushed Stone
Overview 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,...
MA 9.5 mi Asphalt
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 60 miles from Boston to Northampton...
MA 59 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
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...
NH 7.5 mi Asphalt, Gravel
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...
NH 2.7 mi Dirt
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...
VT 16.1 mi Asphalt, Dirt, Gravel, Sand
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...
MA 1.3 mi Dirt
Closure Notice: Due to flooding, the Ashuelot Recreational Rail Trail is closed from Pine Street to Sawyer's Crossing Road in Swanzey. Please see NH State Parks for more up-to-date...
NH 21.4 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
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,...
NH 1.7 mi Dirt, Gravel
Overview The Cheshire Rail Trail connects Fitzwilliam, Troy, Keene, Westmoreland and Walpole. The 42.4-mile trail has a mostly gravel and dirt surface. The rail-trail plays host to a variety of...
NH 42.4 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
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...
NH 5.5 mi Asphalt, Crushed Stone
The Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...
MA 5.4 mi Asphalt
Overview The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where there is a 4-mile gap. This border area is...
NY, VT 25.8 mi Asphalt, Cinder, Dirt, Grass, Gravel
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...
NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
Overview The Granite Town Rail-Trail runs for 3 miles in Milford, New Hampshire. Portions of the route are unpaved and surfaced with sand, gravel, and/or dirt, while short concrete sections can be...
NH 3 mi Ballast, Cinder, Dirt, Grass, Gravel, Sand
Accordion
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,...
NY 2.5 mi Gravel
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...
VT 2.2 mi Gravel
The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
NH 6.7 mi Ballast, Gravel, Sand
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,...
NH 3.9 mi Dirt
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...
MA 11.2 mi Asphalt
Following the Nissitissit River through the woods, the Potanipo Rail Trail offers beautiful river views and launch sites for canoes or kayaks. Composed of two segments, the multi-use path is roughly...
NH 2.7 mi Crushed Stone, Gravel
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...
MA 0.9 mi Asphalt
The Stevens Rail Trail is part of the Concord-Lake Sunapee Rail Trail, which follows the historic Concord-Claremont Railroad corridor. Located about a dozen miles west of Concord, the Stevens Rail...
NH 1.65 mi Crushed Stone, Gravel
Overview  The Sugar River Trail runs for 9.5 miles between Claremont and Newport along the old Sugar River Railroad corridor. The 9.5-mile trail crosses its namesake river seven times—twice on...
NH 9.5 mi Ballast, Gravel, Sand
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...
VT 3.2 mi Asphalt
The Twin Cities Rail Trail will be a 4.7-mile multiuse trail connecting downtown Fitchburg and downtown Leominster, providing a variety of recreational opportunities and an alternative transportation...
MA 4 mi Asphalt
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...
MA 0.21 mi Asphalt
Following the historic Concord-Claremont Railroad corridor, the Concord–Lake Sunapee Rail Trail will eventually connect communities from Concord to the southern point of Lake Sunapee via a multiuse...
NH 5.65 mi Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel
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...
NY 3.8 mi Dirt
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...
NH 7.8 mi Crushed Stone, Dirt
Although short, the Hoot, Toot and Whistle Trail provides an enjoyable journey through peaceful woodlands on Wilmington's west end. As you might guess, the rail-trail gets its name from the former...
VT 2.3 mi Dirt
The Ware River Rail-Trail is an unpaved 15-mile rail-trail that stretches between Barre and Baldwinville, running through Hubbardston and Templeton along the way.  Following along the Burnshirt...
MA 15 mi Ballast, Dirt, Grass, Gravel
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...
NH 1.3 mi Asphalt
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...
VT 9.1 mi Asphalt, Dirt, Gravel
Running between downtown Bennington and the Northside Drive neighborhoods, the Bennington Rail Trail provides new opportunities for both recreation and active transportation. Following a former...
VT 1.65 mi Asphalt, Crushed Stone, Gravel
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...
NH 4.5 mi Crushed Stone, Gravel
The Catamount Trail offers 300 miles of backcountry skiing stretching across Vermont, from the Readsboro on the Massachusetts border, to North Troy near Canada. The trails are popular for winter...
VT 18.1 mi Dirt
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...
VT 0.5 mi Gravel
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...
NH 6.7 mi Dirt, Grass, Gravel, Sand
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...
NH 1 mi Asphalt
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...
MA, NH 3.4 mi Crushed Stone, Gravel
Paralleling the Nissitissit River as it runs through the woods, the Potanipo Rail Trail heads south towards Pepperell from the New Hampshire-Massachusetts state border. The Massachusetts section of...
MA 1.7 mi Crushed Stone, Gravel
The Squannacook River Rail Trail is 3.7 miles long, from Depot St in the center of Townsend, MA, to the Bertozzi Wildlife Management Area in Groton, MA. The trail occupies the Greenville Branch of the...
MA 3.7 mi Crushed Stone
The Warner Rail Trail and the Bagley Field Rail Trail are part of the Concord-Lake Sunapee Rail Trail, an eventual 34-mile rail-trail connecting Lake Sunapee and Concord, New Hampshire's state...
NH 1 mi Crushed Stone, Gravel

Recent Trail Reviews

Fort Hill Recreational Rail Trail

great trail

September, 2024 by leslie.sherman316

We did this trail today. It is quite bumpy but the scenery more than makes up for that. It goes through beautiful forests with frequent views of the Connecticut River. Don’t pass it up if you are in the area.

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.

Accordion

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.

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

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