Brattleboro, VT Horseback Riding Trails and Maps

626 Reviews

Looking for the best Horseback Riding trails around Brattleboro?

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

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

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

West River Trail (Windham County)

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

Ashuelot Recreational Rail Trail

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

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

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

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

New Boston Rail Trail

3.9 mi
State: NH
Dirt

Potanipo Rail Trail (NH)

2.7 mi
State: NH
Crushed Stone, Gravel

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

Brookline Rail Trail

4.5 mi
State: NH
Crushed Stone, Gravel

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

Henniker & Hopkinton Rail Trails

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

Potanipo Rail Trail

3.4 mi
State: MA, NH
Crushed Stone, Gravel

Potanipo Rail Trail (MA)

1.7 mi
State: MA
Crushed Stone, Gravel
Trail Image Trail Name States Length Surface Rating
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
Overview 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...
MA 56.36 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
Overview 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...
VT 16.1 mi Asphalt, Dirt, Gravel, Sand
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
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
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
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
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 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 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 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
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
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
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 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
Accordion
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

Recent Trail Reviews

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.

Canalside Rail Trail

Still Partially Closed

June, 2025 by gettinlate

As of 6/3/25 this trail is still closed south of 11th street.
There is a detour indicated, which we tried to follow, but quickly lost track of.
Found another way to access the trail further south, only to realize that we'd gotten onto the part of the trail that was officially closed.
I'm sure this will warrant a higher rating once it has re-opened, but we were more than a bit disappointed today.

Old Railroad Trail

Very pleasant but short ride.

June, 2025 by ktrenaud

Start at the Peterborough Shopping Plaza parking lot. Stop in the Information Center across the street. It's operated by very nice local volunteers. Make your way north though the center of Peterborough. The surfaces are mostly paved & packed. You don't hit dirt & gravel until the upper half of the trail. Most riders stop at the school bus parking lot on Rt.202. There's a small parking lot there. If you cross the road you can pick up the Powder Mill Pond Rail trail and follow it northeast for another mile or so until it ends at Forest Rd. The trail gets rougher the further north you go but it's VERY manageable for most riders.

Accordion

Toonerville Rail-Trail

Modest but very nice trail.

June, 2025 by ktrenaud

Did this trail in the summer of 2024. I agree with some of the previous reviewers that signage could be a little clearer but that's a MINOR concern. The ride was quite pleasant & would make a great lunch hour break for locals. Absolutely no issues with road surfaces and traffic on the nearby highway was very light that day so no competing with cars. Very short trail so make sure you have other activities planned. Visit nearby Hoyt's Landing on the CT river for a nice end of ride picnic :-)

Bobby Woodman Rail Trail

Could be even nicer

March, 2025 by fssn0wsh0e7

I did this as an extension of a ride down from Newport on the Sugar River Trail. I agree with the comment above about the section along Washington street by all the box stores where you are essentially riding on the verge of the highway. It doesn't seem like it would take much to fix that section up and make for a more seamless connection to the Sugar river trail. It would also be nice at the end of the trail in Claremont to give some indications to local services (food!).

Sugar River Trail

A great ride

March, 2025 by fssn0wsh0e7

Last ride of 2024 and was it super! I have a gravel bike so no real issues with the multi-use aspect of the trail as it was in pretty good shape though you could expect to have a difficult time with skinny tires or after a prolonged dry spell. Very scenic, perhaps the most scenic trail I have ridden on in NH. I tacked on the portion into Claremont to get in the mileage and the part that closely parallels the highway is a bit sketchy.

Squannacook River Rail Trail

Flat trail perfect for running

March, 2025 by heather.kyte

Ran on this trail in the winter and was great! Very comfortable for running :)

Mass Central Rail Trail

Ware to Gilbertville and Gilbertville to Wheelwright

November, 2024 by arno911

Rode the two sections of this beautiful trail today. From the parking spot in the middle of the Ware trail towards Gilbertville is a nice ride along the river. But a short one. Opposite the old factory the trail suddenly ends and there are handwritten signs "Stop, Don´t go further, Private property..." It would only take a few yards to reach the next road to travel on towards Gilbertville. No chance. Shame on you, property owners! (The trailmap shows a way through, but that might be an error?)

Okay, same way back and on to Route 32 past Gilbertville, where the next trailhead is waiting;-)
Smooth surface, well maintained and even good for kids bikes and flat all the way to Wheelwright. 3 nice old bridges. This is one is fully recommended! Absolutely worth it.

New Boston Rail Trail

A surprising find - better than the trail description

November, 2024 by georgerisktaker

The trail is much better than described, so it has had an upgrade. The trail is a uniform experience from one end to the other. The trail is gravel / dirt with no roots or rocks. It is slightly narrower than some other trails, giving you the feeling you were deeper in the woods. Most of the trail runs along the Piscataquog River and on the other side of the river is Rt 13 (some road noise). The northern trailhead gets close to the Goffstown Rail Trail and at the trailhead you will find road directions (about 2-miles) to get to that awesome trail. 

Goffstown Rail Trail

Fantastic trail in every way

November, 2024 by georgerisktaker

Great views along the river.  Great connections to Piscataquog and Heritage trails.  Surprised how quickly we got out of Manchester (started at Delta Dental baseball stadium - this may be on one of the other trails).  Variety of scenery. 

Common Pathway

Nice trail ride with a great finishing destination

November, 2024 by georgerisktaker

The Common Pathway is also called the Peterborough RT. This RT adjoins the Old Railroad Trail and is about 5 miles north of Monadnock RT (we did all 3 trails the same day). The trail is mostly crushed stone but some asphalt as well as road ride. Some rough spots but no issue. Started at Trailhead for Old Railroad Trail and headed toward Peterborough. It is a nice town with several good eating and drinking places. Good trail and the Contoocook River runs along most of the trail. We did not do the trail south of Peterborough as it went from town, along 202 (traffic at 50+ mph) and was not reviewed as being an interesting ride.

Old Railroad Trail

Rustic and bumpy deep woods ride (good feel)

November, 2024 by georgerisktaker

e-Bike with 2" tires. The trail adjoins Peterborough (Common Path) RT. Rough trail with roots and rocks, so speeds above 10 are impossible to maintain. On a positive note, you really feel like you are in the woods. We were able to go slightly longer than the miles posted. A tiring short ride, but doable. Wife hated it, as too bumpy. Recommendation: ride Peterborough (Common Path) first as it is much easier.

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

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

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.