Brattleboro, VT Running Trails and Maps

391 Reviews

Looking for the best Running trails around Brattleboro?

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.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
35 Results
Activities
Length
Surfaces
Type

Appel Way Trail

1.3 mi
State: NH
Asphalt

Ashburnham Rail Trail

1.3 mi
State: MA
Dirt

Ashuelot Recreational Rail Trail

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

Ashuwillticook Rail Trail

11.9 mi
State: MA
Asphalt

Bobby Woodman Rail Trail

1.7 mi
State: NH
Dirt, Gravel

Bridge of Flowers

0.1 mi
State: MA
Concrete

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Chicopee River Canal Rail Trail

0.21 mi
State: MA
Asphalt

Common Pathway

5.5 mi
State: NH
Asphalt, Crushed Stone

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

Delaware and Hudson Rail-Trail

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

East Branch Trail (VT)

0.5 mi
State: VT
Gravel

Fort Hill Recreational Rail Trail

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

Goffstown Rail Trail

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

Granite Town Rail-Trail

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

Harrisville Rail Trail

1.6 mi
State: NH
Dirt

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

Hoosic River Greenway

2.5 mi
State: NY
Gravel

Hoot, Toot and Whistle Trail

0.5 mi
State: VT
Dirt
Accordion

Jonathan Daniels Trail

0.9 mi
State: NH
Crushed Stone

Keene Industrial Heritage Trail

1 mi
State: NH
Asphalt

Lye Brook Falls Trail

2.2 mi
State: VT
Gravel

Manhan Rail Trail

9.6 mi
State: MA
Asphalt

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

Mass Central Rail Trail

38 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

North Central Pathway

8.9 mi
State: MA
Asphalt

Stevens Rail Trail

1.3 mi
State: NH
Dirt, Gravel

Sugar River Trail

9.5 mi
State: NH
Ballast, Gravel, Sand

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Valley Trail

9.1 mi
State: VT
Asphalt, Dirt, Gravel

Ware River Rail-Trail

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

West River Trail

16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand
Trail Image Trail Name States Length Surface Rating
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
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
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...
NH 21.5 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
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...
MA 11.9 mi Asphalt
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
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
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...
NH 32.9 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
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
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 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
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...
NY, VT 25.8 mi Asphalt, Cinder, Dirt, Grass, Gravel
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
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
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
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...
NH 3 mi Ballast, Cinder, 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
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
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
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 0.5 mi Dirt
Accordion
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
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 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 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 9.6 mi Asphalt
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 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...
MA 38 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 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 8.9 mi Asphalt
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...
NH 1.3 mi Dirt, Gravel
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...
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 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
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...
MA 12 mi Ballast, Dirt, Grass, Gravel
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

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 30,000 of trail maps
  • Share your trail photos
  • Save your own favourite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Trails by activity

Recent Trail Reviews

North Central Pathway

Nice start and ride but disappointing end

August, 2019 by rh007tl

Started my ride at the parking lot, which by the way had many spaces, near the Old Gardner Rd and MA 140/Gardner Rd intersection and planned to ride south to where I thought the trail would end per the Rail-Trails Southern New England guidebook in Gardner near the Crystal Lake Cemetery. From the parking lot south to MA 140 the trail was asphalt and a nice mixture of gentle shaded grades and flat open areas. Crossing over MA 140 the trail became packed dirt and was mostly wooded. However when I got to the parking area at Park/Eaton St the trail just ended. I could not see any continuation of the trail on the other side that would have taken me closer to downtown Gardner near Crystal Lake Cemetery.

Mason Railroad Trail

Awesome

July, 2019 by michaelpicard324

The Pratt pond rail trail to the first gate going north has had a meticulous cut back, some finishing touch’s will make this great effort complete by fall. One volunteer, twenty months, approximately 200 hours of labor has accomplished a 7 year cut back from Pratt pond to the first northern gate was an enormous undertaking in which all cutting was hand done. FYI, the cut was 4ft out from ether sides of trail with a 12 to 14 foot cut into the canopy. Posted by his friend enormously.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Challenging but fun - use a mountain bike

July, 2019 by troyknielsen

I started at the southern portion of the trail. I rode a gravel road / light touring bike (Specialized Sequoia) and it was fine but in hindsight I would have done a bit better with the FatBoy. There was a fair amount of sand in the first portion of the trail. I encountered some decent sized muddy sections but nothing crazy. The variety of scenery is great and the trail is very quiet. I encountered about 3 other bikes and a couple of people walking. I wouldn't do this trail if there's been significant rain in the past few days because of the pooling that I saw in some of the sections flanked by rock walls. And I rode in July and was flanked by large flies seemingly at all times. But given the challenge and scenery it's worth it!

Accordion

Fort Hill Recreational Rail Trail

Lovely trail but not well-maintained toward the end

July, 2019 by jennifer.thompson.unity

My daughter—an inexperienced biker—and I enjoyed the diverse landscape and beautiful views along the Connecticut River. However, because the trail was so overgrown and rough for the last mile or so, we didn’t make it to the end to see the historic bridge.

Mass Central Rail Trail

Norwottuck Branch (Belchertown to Northampton)

July, 2019 by lughnerson

Tuesday July 09, 2019, 5:30 pm.
Weather 88' F, low humidity, very light clouds.

Great weather for riding this great trail. Massachusetts really sets the bar for bike trails. This one has a line down the middle to help the careless riders better their performance. There are benches near view spots with poems and examples of flora and fauna carved into boulders. There are granite mile markers on both poles and pavement stones at the side of the trail. The pavement was very smooth and there are only some slight inclines. Tunnels and bridges, a variety of scenery, this is both a community trail and a destination trail. I drove 2.5 hours for this one and the much shorter Canalside trail a half hour away in Turner Falls, doing both on the same day with a mid-trip visit to the Bridge of Flowers in Shelburne Falls. All 3 places worth the trip, but now I have to complete the other sections of the Mass Central Greenway. Good job Massachusetts!

Canalside Rail Trail

Combine with the Bridge of Flowers

July, 2019 by lughnerson

Tuesday, July 09, 2019. Weather 88' F, few whisps of clouds, and low humidity.

It was a great weather for riding and a great trail to ride. The photos here are exactly what you see, except for the very nice park at the beginning of the trail. The village of Turner Falls is quite nice to visit also.

Only 15 minutes away in Shelburne Falls is the Bridge of Flowers, which is a beautiful short walk with a pub at one end. Combine these two activities into one great outing.

Canalside Rail Trail

Great paved path- short distance ride

June, 2019 by godsmelissa

This trail was nice and flat. We got misdirected when we came to the main rd. The bike route follows straight across but we got confused as the sign said road closed, bridge out- but that was exactly where we needed to go. Then you turn to the right and follow thru old brick buildings that are mostly un-occupied. There is road crossings as others stated and they are marked. The cool trestle bridge was a nice view of the river. Past the bridge is a straight way then a few turns as you go slight uphill before it ends at the rail yard. There is a few picnic tables an benches along the entire bike route. Weather was good and cloudy also a nice breeze or it may have been hot along the open canal. We brought the kids to the amazing playground after. There is also a skate park too and you can fish as we saw ppl do- I assume state license needed; we were from CT.

Ashuwillticook Rail Trail

Super Trail

June, 2019 by tbobinsky_tl

Beautiful scenery, good asphalt surface with big bumps well marked. Not much at the south end but great food and ale at the north end...plan accordingly. May also want to plan camping at Clarksburg State Park...about 15 minutes from the trail head. Met a few RTC members. So far for me, this is the best trail in Massachusetts. Please support - and a big thank you to - the Conservation Trust! Signed, one happy biker from New Hampshire.

Ashuwillticook Rail Trail

Great Trail

June, 2019 by coachmrpaul

Found this gem while visiting the Berkshire’s. Well maintained and a pleasure to ride. I went from Adams to Lanesborough. I appreciate the markings for the rises in the pavement (very few) due to roots coming up. Bravo Berkshire area for taking care of this one.

Ashuwillticook Rail Trail

Well Maintained and Peaceful Ride

June, 2019 by tnjgronberg

Great scenery along the entire route. We started at the south end and rode all the way to the north end and back.

Fort Hill Recreational Rail Trail

Very typical trail for this region of NH.

June, 2019 by ktrenaud

The trail description in the intro is quite accurate. It's a little gem but rough around the edges. The river makes this route. If it wasn't there I certainly wouldn't bother. Forget a road bike. Hybrids should be OK but don't get too comfy. This trail's changing surface & overgrown vegetation will keep you engaged. I also wouldn't bring small children unless you don't mind walking long stretches where the grass gets so thick it makes for difficult pedaling. Don't bother going after a significant rain. This is a wet trail for sure. Make sure to bring your camera & start at Dole's junction on the southern end of the trail.

Hoot, Toot and Whistle Trail

Overall it was pretty good. Not something i would take a bicycle on, very uneven narrow trails. However it is an enjoyable walk which can be traversed by almost anyone.

May, 2019 by kparent392013

Overall it was pretty good. Not something i would take a bicycle on, very uneven narrow trails. However it is an enjoyable walk which can be traversed by almost anyone.

Find Nearby City trails

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

OR

Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!

Register with Google

OR