Massachusetts Horseback Riding Trails and Maps

1170 Reviews

Looking for the best Horseback Riding trails around Massachusetts?

Find the top rated horseback riding trails in Massachusetts, 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.

City Trails and Maps in Massachusetts

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Activities
Length
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Type
17 Results
Activities
Length
Surfaces
Type

Barker Road Trail

0.9 mi
State: MA
Dirt, Grass

Blackstone River Greenway

26.6 mi
State: MA, RI
Asphalt, Boardwalk, Crushed Stone, Dirt

Border to Boston Trail

10.7 mi
State: MA
Crushed Stone, Dirt

Bridle Trail

3 mi
State: MA
Dirt, Sand

Cape Cod Rail Trail

27.5 mi
State: MA
Asphalt

Grand Trunk Trail

6.2 mi
State: MA
Crushed Stone, Dirt, Gravel

Haggetts Rail Trail

2 mi
State: MA
Crushed Stone

Jay McLaren Memorial Trail

2 mi
State: MA
Dirt, Grass, Gravel

Marblehead Rail-Trail

4 mi
State: MA
Asphalt, Dirt, Gravel, Sand

Martin H. Burns Wildlife Management Area Trail

3.4 mi
State: MA
Dirt, Gravel, Sand

Mass Central Rail Trail

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

Nashua River Rail Trail

12.3 mi
State: MA, NH
Asphalt

Nauset Trail

1.6 mi
State: MA
Asphalt

Old Colony Nature Pathway

1.6 mi
State: MA
Dirt, Sand

Phoenix Bike Trail

4 mi
State: MA
Asphalt

Quinebaug Valley Rail Trail

5.7 mi
State: MA
Ballast, Cinder, Dirt, Grass

Southern New England Trunkline Trail

22 mi
State: MA
Asphalt, Ballast, Crushed Stone
Trail Image Trail Name States Length Surface Rating
Barker Road Trail begins on the town line between North Andover and Boxford in northern Massachusetts, not far from the New Hampshire border. From there, the pathway continues through dense woodlands...
MA 0.9 mi Dirt, Grass
Throughout history, the Blackstone River has been an important waterway, from its use by American Indians who fished its once-abundant salmon to its role as a major artery for the transportation of...
MA, RI 26.6 mi Asphalt, Boardwalk, Crushed Stone, Dirt
The Border to Boston Trail connects the communities of West Peabody, Peabody, Danvers, Topsfield, and Boxford in northeastern Massachusetts. The long-term goal for the trail is to continue it north to...
MA 10.7 mi Crushed Stone, Dirt
Marshfield's Bridle Trail follows a former railroad bed through a tree-lined corridor. It begins at the town's Dandelion Park and heads north. Its compacted dirt surface is best suited for walking,...
MA 3 mi Dirt, Sand
Closure Notice: Starting March 15, 2021, the Lecount Hollow trailhead and parking lot will be closed as the DCR works on extending the trail; please consult the official project site for the latest...
MA 27.5 mi Asphalt
The overall goal of the Grand Trunk Trail in south-central Massachusetts is to connect the communities of Brimfield, Sturbridge, and Southbridge by trail. Currently, two sections of the trail are...
MA 6.2 mi Crushed Stone, Dirt, Gravel
The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...
MA 2 mi Crushed Stone
Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...
MA 2 mi Dirt, Grass, Gravel
The Marblehead Rail-Trail appears on maps as a Y resting on its side, connecting Marblehead and Salem in the north and the city limits of Swampscott in the west. The 4-mile trail knits together a...
MA 4 mi Asphalt, Dirt, Gravel, Sand
The rail-trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay Transportation Authority (MBTA) commuter rail station near downtown Newburyport, a coastal...
MA 3.4 mi Dirt, 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 Nashua River Rail Trail stretches from southern Nashua, New Hampshire, to downtown Ayer, Massachusetts, connecting to the towns of Pepperell and Groton. The trail is built on the former rail...
MA, NH 12.3 mi Asphalt
The Nauset Trail offers a winding route through dense Cape Cod woodlands, providing a pleasant respite from the oft-crowded seashore and tourist hubs. The trail is entirely paved, with the notable...
MA 1.6 mi Asphalt
The Old Colony Nature Pathway is a short trail open on a former Old Colony Railroad corridor in Provincetown, a picturesque vacation destination at the tip of Cape Cod. While a longer portion of the...
MA 1.6 mi Dirt, Sand
The Phoenix Bike Trail cruises through a mixture of surroundings on its relatively short 4-mile journey from the heart of the historical Fairhaven seaport to woodlands and farms on the outskirts of...
MA 4 mi Asphalt
The Quinebaug Valley Rail Trail runs on the corridor once occupied by the Southbridge & Blackstone line of the Providence & Worcester Railroad, transforming a corridor once designed to link rural...
MA 5.7 mi Ballast, Cinder, Dirt, Grass
The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...
MA 22 mi Asphalt, Ballast, Crushed Stone

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Recent Trail Reviews

Mass Central Rail Trail

started in Rutland

April, 2021 by wendys2

Rode 7 miles out and then back. Beautiful area. Really good workout. Few hills. But nice quiet area midweek

Quinebaug Valley Rail Trail

Beautiful Trail & Information

April, 2021 by jcbenoit

I was looking for a relatively easy trail near home to start off the season with and I found it! From the beautiful lakes along the way to the running water area (see pictures!) this was a lovely trail and I enjoyed it. I parked on Mill Road in Dudley; the parking area was easy to find! When deciding which way to go just don’t go toward the bench. Go instead toward and through/beyond the yellow gate instead. Only go the other way if you’re curious to see the rail ties discussed in another post on this site. Please know too that, even when heading through the yellow gate, way on the other side from about a mile to the end are some rocks that make traveling with the bike a real challenge (four stars for this reason). It’s worth the difficulty though if you’d like to go to the mall area at the end of the trail since you may want to eat/use the bathroom and then head back (there’s a Big Y, McDonald’s, etc.). Again, lovely trail and the middle area with the lakes makes it all worth it!

Quinebaug Valley Rail Trail

Beautiful Trail & Information

April, 2021 by jcbenoit

I was looking for a relatively easy trail near home to start off the season with and I found it! From the beautiful lakes along the way to the running water area (see pictures!) this was a lovely trail and I enjoyed it. I parked on Mill Road in Dudley; the parking area was easy to find! When deciding which way to go just don’t go toward the bench. Go instead toward and through/beyond the yellow gate instead. Only go the other way if you’re curious to see the rail ties discussed in another post on this site. Please know too that, even when heading through the yellow gate, way on the other side from about a mile to the end are some rocks that make traveling with the bike a real challenge (four stars for this reason). It’s worth the difficulty though if you’d like to go to the mall area at the end of the trail since you may want to eat/use the bathroom and then head back (there’s a Big Y, McDonald’s, etc.). Again, lovely trail and the middle area with the lakes makes it all worth it!

Accordion

Pine Tree Brook / Popes Pond Path

Very pretty, well kept, no one else there in the middle of a sunny spring day!

April, 2021 by emfish1212

Very pretty, well kept, no one else there in the middle of a sunny spring day!

Boxford Rail Trail

National Grid Destruction

April, 2021 by prambach

This was once a magnificent five star trail with an astonishing variety of plant species that supported a myriad of mammals, pollinator insects, reptiles and birds, and that did not compromise the power lines that run above it through a large wetland. But this past winter of 2020 National Grid completely decimated every living thing beneath their lines and up to the woods that run parallel. All that's left now are dead sticks and stumps. So far, National Grid has not used herbicides to inhibit regrowth and at least the wood ducks have returned to breed. But the trail is now a depressing sight. I can only hope that in time, nature will endure and re-establish what was once there and that utility companies like National Grid will be prevented by law from ever committing what was tantamount to an environmental crime. This is something I will work to ensure.

Upper Charles Trail

Pleasant Ride

April, 2021 by rk2976

Parked and road the trail from Fino Field in Milford. No usable facilities at the field likely due to Covid. The trail is mostly level with small grades in parts. It passes through urban, residential and forested areas. The surface is paved to the Milford line on both legs, where it then becomes hard packed process stone. Road bikes (25 mm tires) can negotiate the trail. The leg from Fino Field to Holliston is about 9.5 miles to the unimproved section, which had considerable standing water preventing further exploration. The trail passes through Holliston at the 7.5 mile mark where there are some small eateries and a town greenspace. Phipps Tunnel is noteworthy. The leg from Fino Field to Hopkington is about 4 miles to the trail terminus. The trail passes through Louisa Lake Park (picnicing and fishing). Foundations from early granite cutting sheds served by the former Hopkington RR of the late 19th century are visible on the left near the terminus of this leg.

Neponset River Greenway

nice trail.

April, 2021 by deepak.pannikot

Good bike path. Easy to access for a short ride. I saw bridges, streams, old chocolate factory, the non-stop old metro trains. Not too crowded.

World War II Veterans Memorial Trail

Its a very nice clean and smooth bike path great for scootering rollerblading and biking. We really enjoyed it. They have some park bench and trash barrels which are always appreciated!

March, 2021 by sammilisi

Its a very nice clean and smooth bike path great for scootering rollerblading and biking. We really enjoyed it. They have some park bench and trash barrels which are always appreciated!

Bruce Freeman Rail Trail

UNDER CONSTRUCTION

March, 2021 by treverb94

This trail is closed due to construction. The asphalt is broken up into sections exposing the dirt

Boxford Rail Trail

boxford trail

March, 2021 by ellissalauer

Nice spring walk-full sun, cleared path with side trails that are clearly marked (part of Camp Denison).

Canalside Rail Trail

Easy & Flat!

March, 2021 by pianoemily

This is a really pretty trail. The long stretch along the water in Turners Falls is gorgeous and the paved path is wide enough that others can easily pass. As you continue, it narrows and the buildings nearby are kind of junky..... but it's worth it to be able to see the ducks and geese on the large water section.

Bridge of Flowers

Beautiful spot but not much to walk

March, 2021 by pianoemily

Bridge of Flowers is beautiful! It is so short, however, that I just wanted to make sure others knew it is very much a small space to look at flowers but certainly nothing to make a walk out of. Go and enjoy the scenery but I would not look to make this spot a walk of any real substance. It is more for stopping to look & take some photos. By the time you do that, you'll be done with the very short path.

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