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Brattleboro, VT Running Trails and Maps

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

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Name
Length
Most Popular

Ashuwillticook Rail Trail

13.9 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 and Hancock Rail Trails

6.1 mi

State: NH

Dirt

Jonathan Daniels Trail

0.9 mi

State: NH

Crushed Stone

Keene Industrial Heritage Trail

1 mi

State: NH

Asphalt

Manhan Rail Trail

9.5 mi

State: MA

Asphalt

Mass Central Rail Trail

56.36 mi

State: MA

Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Monadnock Recreational Rail Trail

7.5 mi

State: NH

Asphalt, Gravel

New Boston Rail Trail

3.9 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

7.8 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

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

North Central Pathway

11.2 mi

State: MA

Asphalt

Old Railroad Trail

2.7 mi

State: NH

Dirt

Potanipo Rail Trail (NH)

2.7 mi

State: NH

Crushed Stone, Gravel

Rocky Hill Trail

0.9 mi

State: MA

Asphalt

Squannacook River Rail Trail

3.7 mi

State: MA

Crushed Stone

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

Brookline Rail Trail

4.5 mi

State: NH

Crushed Stone, Gravel

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

Granite Town Rail-Trail

3 mi

State: NH

Ballast, Cinder, Dirt, Grass, Gravel, Sand

Hillsborough Recreational Rail Trail

7.8 mi

State: NH

Crushed Stone, Dirt

Hoot, Toot and Whistle Trail & Riverwalk

2.3 mi

State: VT

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

Catamount Trail - Sections 1 and 2

18.1 mi

State: VT

Dirt

East Branch Trail (VT)

0.5 mi

State: VT

Gravel

Henniker & Hopkinton Rail Trails

6.7 mi

State: NH

Dirt, Grass, Gravel, Sand

Potanipo Rail Trail

3.4 mi

State: MA, NH

Crushed Stone, Gravel

Potanipo Rail Trail (MA)

1.7 mi

State: MA

Crushed Stone, Gravel

Warner Rail Trail and Bagley Rail Trail

1 mi

State: NH

Crushed Stone, Gravel

Trail Image	Trail Name	States	Length	Surface	Rating
	Ashuwillticook Rail Trail 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 the Hoosic...	MA	13.9 mi	Asphalt	110 reviews
	Bridge of Flowers 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	4 reviews
	Canalside Rail Trail 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	16 reviews
	Goffstown Rail Trail 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	16 reviews
	Harrisville and Hancock Rail Trails Harrisville and Hancock Rail Trails run for 6 miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris Center...	NH	6.1 mi	Dirt	1 reviews
	Jonathan Daniels Trail 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	1 reviews
	Keene Industrial Heritage Trail 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	1 reviews
	Manhan Rail Trail 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...	MA	9.5 mi	Asphalt	24 reviews
	Mass Central Rail Trail 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. The Mass Central Rail Trail runs for 36.36 miles from...	MA	56.36 mi	Asphalt, Cinder, Crushed Stone, Dirt, Gravel	94 reviews
	Monadnock Recreational Rail Trail 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	21 reviews
	New Boston Rail Trail 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	9 reviews
	West River Trail (Windham County) 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	13 reviews
	Ashburnham Rail Trail 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	3 reviews
	Ashuelot Recreational Rail Trail 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 information. The...	NH	21.4 mi	Asphalt, Ballast, Cinder, Crushed Stone, Dirt	43 reviews
	Bobby Woodman Rail Trail 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	2 reviews
	Cheshire Rail Trail (Cheshire Branch Rail Trail) 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 uses,...	NH	42.4 mi	Asphalt, Ballast, Cinder, Dirt, Gravel, Sand	46 reviews
	Common Pathway 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	9 reviews
	Connecticut Riverwalk and Bikeway 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	7.8 mi	Asphalt	16 reviews
	Delaware and Hudson Rail-Trail 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 known as the...	NY, VT	25.8 mi	Asphalt, Cinder, Dirt, Grass, Gravel	32 reviews
	Fort Hill Recreational Rail Trail 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	13 reviews

Accordion

Hoosic River Greenway 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	4 reviews
Lye Brook Falls Trail 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	9 reviews
Mason Railroad Trail 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...	NH	6.7 mi	Ballast, Gravel, Sand	19 reviews
North Central Pathway 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	27 reviews
Old Railroad Trail 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	3 reviews
Potanipo Rail Trail (NH) 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	1 reviews
Rocky Hill Trail 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	1 reviews
Squannacook River Rail Trail 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	2 reviews
Stevens Rail Trail 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	3 reviews
Sugar River Trail 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 covered...	NH	9.5 mi	Ballast, Gravel, Sand	31 reviews
Toonerville Rail-Trail 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	8 reviews
Twin Cities Rail Trail The Twin Cities Rail Trail is a 4-mile multi-use trail that connects downtown Fitchburg and downtown Leominster, offering a variety of recreational opportunities and providing an alternative...	MA	4 mi	Asphalt	5 reviews
Brookline Rail Trail 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	1 reviews
Chicopee River Canal Rail Trail 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	2 reviews
Concord-Lake Sunapee Rail Trail 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	2 reviews
Corkscrew Rail Trail 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	5 reviews
Granite Town Rail-Trail 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 found along...	NH	3 mi	Ballast, Cinder, Dirt, Grass, Gravel, Sand	4 reviews
Hillsborough Recreational Rail Trail 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	11 reviews
Hoot, Toot and Whistle Trail & Riverwalk 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	4 reviews
Ware River Rail-Trail 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	14 reviews
Appel Way Trail 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	1 reviews
Valley Trail 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	5 reviews
Bennington Rail Trail 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	0 reviews
Catamount Trail - Sections 1 and 2 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	0 reviews
East Branch Trail (VT) 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	1 reviews
Henniker & Hopkinton Rail Trails 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	0 reviews
Potanipo Rail Trail 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	0 reviews
Potanipo Rail Trail (MA) 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	0 reviews
Warner Rail Trail and Bagley Rail Trail 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	0 reviews

Recent Trail Reviews

New Boston Rail Trail

wonderful ride

August, 2025 by trainman1957

We went there today! What a super fast fun trail! Lots to see and do ! Bring a picnic lunch and spend the day!!!

Mass Central Rail Trail

A Delightful Ride on The Norwottuck Section

August, 2025 by gettinlate

June 6th 2025
The Mrs and I rode this beautiful trail from North Hampton to just short of Belchertown, and back.
The weather was great and the trail is mostly shaded, so the ride was superb.
I'd have no objection to doing it again.

Ashuwillticook Rail Trail

Settle grade difference between start to finish. All paved smooth.No bugs.Crowded with walkers, skaters, and bikers.Windy in the afternoon.

August, 2025 by joy.olson15

Settle grade difference between start to finish. All paved smooth.No bugs.Crowded with walkers, skaters, and bikers.Windy in the afternoon.

Accordion

Ashuelot Recreational Rail Trail

Nice ride.

August, 2025 by cgtaylor328

We started at the south end and rode ten miles before turning around. We would have gone further except it was getting late. The trail over all is in good condition. There hasn’t been a lot of rainfall recently so the trail was dry. We ride ebikes with four inch off road tires. On the day we rode the condition of the trail was good enough for most riders but we don’t recommend road bikes.

North Central Pathway

nice ride

August, 2025 by dmzast

rode trail july 28, 25 from Winchendon - slight uphill, going south to Gardner. Adding mile markers would be nice ! and directions at N.Ashburnham Rd to Old Gardner Rd. Newly paved from entrance off
Old Gardner Rd to Gardner town line. Path to avoid watery underpass was paved on one side of street.

Ashuwillticook Rail Trail

Update to my 2024 review

August, 2025 by andrix

Update to my 8/2024 review: Remains a TOP trail; At northern end easy parking at the Adams Visitor Center; Saw many signs of beaver activity - dams and huts - but no beavers. The Appalachian Trail crosses at Church Road in Cheshire; At southern end I turn back at the Crane Ave. parking area as, in my opinion, there's not much of interest in the remaining mile or so.

Sugar River Trail

Beautiful & surprisingly peaceful

August, 2025 by ktrenaud

Visited this trail 8/2/25. It rained the previous day which helped with the dust and packing the loose sections. NOT for skinny tires!! I was fine with my gravel bike but had it been dryer it would have been tougher but doable. There were a few ATV's & dirt bikes but they were VERY respectful and always gave us plenty of room on the trail. The river is gorgeous with plenty of access points to get your feet wet. If you're starting out on the Claremont side I'd recommend parking at the Home Depot just down the road from the trailhead. It's slightly uphill all the way to Newport which makes for a very easy ride coming back. Spoke to a local police officer parked at the trailhead and he said they're going to start patrolling the trail very soon to nab speeding ATV's which I consider a bonus.

Ashuelot Recreational Rail Trail

I love this trail!

July, 2025 by 6z87r5x5ct

I have ridden this trail from one end to the other! Parts are wonderful and parts washed out and muddy!

Ashuwillticook Rail Trail

Love the scenery. There are plenty of rest areas.

June, 2025 by sicnj2al

Love the scenery. There are plenty of rest areas.

Ashuwillticook Rail Trail

absolutely lovely

June, 2025 by sfrankovich

I rode this trail from the Northern tip south about 10 miles and back. It was very smooth pavement, a well marked trail and delightful views.

Ashuwillticook Rail Trail

A fantastic trail

June, 2025 by pjohnromeo

Rode it Friday. The views were beautiful, the trail was in great condition, and the road crossings were not a problem at all. I’ll definitely be riding this one again.

Keene Industrial Heritage Trail

short and delightfully maintained

June, 2025 by erikmurphy1

This portion of the Cheshire rail trail has almost no incline is completely straight and runs past a former major manufacturing complex, which is now vacant. Other sites include Keene police department and Keene ice and American house.

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