Holliston, MA Mountain Biking Trails and Maps

1678 Reviews

Looking for the best Mountain Biking trails around Holliston?

Find the top rated mountain biking trails in Holliston, whether you're looking for an easy short mountain biking trail or a long mountain biking trail, you'll find what you're looking for. Click on a mountain biking 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

Air Line State Park Trail

60.3 mi
State: CT
Ballast, Crushed Stone, Dirt, Gravel

Border to Boston Trail

44.1 mi
State: MA
Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt

Derry Rail Trail

3.6 mi
State: NH
Asphalt

Mass Central Rail Trail

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

Middleton Rail Trail

4.5 mi
State: MA
Crushed Stone

Mine Falls Park Trails

9.7 mi
State: NH
Asphalt, Crushed Stone, Dirt, Grass

Monadnock Recreational Rail Trail

7.5 mi
State: NH
Asphalt, Gravel

Peanut Trail

1.5 mi
State: NH
Cinder

Phenix-Harris Riverwalk

0.3 mi
State: RI
Dirt

Pine Tree Brook / Popes Pond Path

2 mi
State: MA
Asphalt, Dirt, Woodchips

Topsfield Linear Common

5.2 mi
State: MA
Boardwalk, Crushed Stone, Dirt

Arkwright Riverwalk

0.8 mi
State: RI
Dirt, Woodchips

Ashburnham Rail Trail

1.3 mi
State: MA
Dirt

Bridle Trail

3 mi
State: MA
Dirt, Sand

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Grand Trunk Trail

6.9 mi
State: MA
Crushed Stone, Dirt, Gravel

Marblehead Rail-Trail

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

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

Narrow-Gauge Rail-Trail

3 mi
State: MA
Asphalt, Crushed Stone, Dirt

Potanipo Rail Trail (NH)

2.7 mi
State: NH
Crushed Stone, Gravel
Accordion

Reformatory Branch Trail

3.9 mi
State: MA
Dirt

Southern New England Trunkline Trail

21.8 mi
State: MA
Asphalt, Ballast, Crushed Stone

Stillwater Scenic Walkway

1 mi
State: RI
Crushed Stone, Dirt

Boxford Rail Trail

2.1 mi
State: MA
Dirt, Grass

Brookline Rail Trail

4.5 mi
State: NH
Crushed Stone, Gravel

Granite Town Rail-Trail

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

Jay McLaren Memorial Trail

2 mi
State: MA
Dirt, Grass, Gravel

Martin H. Burns Wildlife Management Area Trail

3.4 mi
State: MA
Dirt, Gravel, Sand

Moosup Valley State Park Trail

5.8 mi
State: CT
Crushed Stone, Grass, Gravel

Squannacook River Rail Trail

3.7 mi
State: MA
Crushed Stone

Ware River Rail-Trail

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

Barker Road Trail

0.9 mi
State: MA
Dirt, Grass

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
Overview The Air Line State Park Trail winds 60.3 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. The pathway...
CT 60.3 mi Ballast, Crushed Stone, Dirt, Gravel
Overview The Border to Boston Trail is a developing trail network that will stretch 70 miles between the New Hampshire border and Boston—providing a continuous route for a variety of non-motorized...
MA 44.1 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt
Overview This exquisitely maintained 3.6-mile paved rail-trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. About the Route Starting at the...
NH 3.6 mi Asphalt
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 Middleton Rail Trail is a trail along the former Essex Railroad. The trail stretches 4.5 miles from the North Andover border, through the town, and will eventually join the Danvers Rail...
MA 4.5 mi Crushed Stone
Overview Mine Falls Park in Nashua is a 300-acre-plus urban park with a network of approximately 9.7 miles of a variety of trail types. This forested park offers an extraordinary nature experience...
NH 9.7 mi Asphalt, Crushed Stone, Dirt, Grass
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 Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
NH 1.5 mi Cinder
The Phenix-Harris Riverwalk, a short trail built on a former rail bed purchased from Penn Central Railroad, connects West Warwick and Coventry, two towns on the outskirts of Providence. The dirt...
RI 0.3 mi Dirt
The Pine Tree Brook Trail travels alongside the brook in Milton, Massachusetts. The path travels through woods and residential neighborhoods for a distance of about 1.8 miles, and it connects to the...
MA 2 mi Asphalt, Dirt, Woodchips
The northern end of the Topsfield Linear Common is not directly accessible as it dead ends in the woods. Access the trail mid-route or from its southern end, where it has a seamless connection with...
MA 5.2 mi Boardwalk, Crushed Stone, Dirt
The Arkwright Riverwalk, founded on a former rail bed purchased from Penn Central Railroad, is located in Coventry, a rural central Rhode Island town that was built around textile mills. The one-mile...
RI 0.8 mi Dirt, Woodchips
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
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
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 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 6.9 mi Crushed Stone, Dirt, Gravel
Overview 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 3.34-mile trail knits...
MA 3.34 mi Asphalt, 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
Overview Even though the Narrow-Gauge Rail Trail traces the nation’s first narrow-gauge railroad for 3 miles from Bedford toward Billerica, the mostly crushed-stone path is plenty wide enough now...
MA 3 mi Asphalt, Crushed Stone, 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
Accordion
The Reformatory Branch Trail connects the historical towns of Bedford and Concord along a nearly 4-mile dirt path through wildlife refuges that ends a short distance from the North Bridge, the...
MA 3.9 mi Dirt
Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...
NH 18.3 mi Dirt, Sand
Overview 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...
MA 21.8 mi Asphalt, Ballast, Crushed Stone
The Stillwater Scenic Walkway is a short trail that follows an old railroad bed between Capron Road and State Route 104 (Farnum Pike) south of Smithfield. The trail passes through a wooded area along...
RI 1 mi Crushed Stone, Dirt
The Boxford Rail Trail is a short, rustic pathway open on a former rail corridor in rural Essex County. Now home to overhead electric wires owned by National Grid, the trail is open via a license...
MA 2.1 mi Dirt, Grass
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
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
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
Note: This rail-trail is prone to frequent flooding and may be challenging to navigate at times. The rail trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay...
MA 3.4 mi Dirt, Gravel, Sand
Overview This 5.8-mile trail runs between Moosup and the Rhode Island/Connecticut border. Wide and flat, this rail-trail is suitable for riders of all levels. The surface is a mix of paved asphalt...
CT 5.8 mi Crushed Stone, Grass, 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 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
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
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

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.

Southern New England Trunkline Trail

A gravel riding sampler trail.

November, 2024 by walkinator007

This trail is a mixed bag. I mean literally you can expect to see everything from nice paved road, to chunky, rocky eroded sand, and everything in between. A fair amount of light gravel and packed clay and dirt for fast gravel riding. some sandy parts where you’d benefit from a wider tire. some chunky rocks and eroded sections. If you’re doing the whole thing, gravel or hybrid bike at the least. Wider tires and suspension are recommended. I did this on a gravel bike with relatively narrow all terrain tires and it was great most of the time but definitely not optimal for the roughest sections. overall this ia great trail to learn gravel riding and test your bike’s capabilities.

Nashua River Rail Trail

Long and fast trail

November, 2024 by georgerisktaker

Very long for a paved trail and the few road crossings do not have much traffic. There are no more roots coming through the pavement than one would expect, and they all are painted white where they exist. A fast trail. There are towns in both the northern and southern part of the trail to grab food and/or drink. The trail is mostly in Massachusetts.

Accordion

East Bay Bike Path (RI)

easily makes the top 4 bike trails in the state.

November, 2024 by walkinator007

This path passes through a state park, is shaded, there's quite a decent hill climb and windy section on the north end, but the rest of it is easy.

Washington Secondary Bike Path

Quite the good climb going south

November, 2024 by walkinator007

as of october 2024 this path is paved and quite nice.

Blackstone River Greenway

Wonderful trail

November, 2024 by walkinator007

This is my favorite trail in the state, very scenic along the river. best part is from woonsocket to lincoln. Some parts of this trail through the city are poorly marked and you need to share the road with cars.

Salem Bike-Ped Corridor

The north is a great RT and the south funs along a major shopping highway

November, 2024 by georgerisktaker

Trail connects seamlessly to Windham RT and Methuen RT and these two trails have connections to Derry RT and Spicket River Greenway for a total of 18.75 miles of connected trail.

The northern part of trail is like Windham (excellent), but southern part of trail (1-mile) runs along highway 28 and is not good hardpack (a black dirt gravel).  The trail is wide and protected from vehicles but there are lots of stops to let cars depart from stores along the route (lots of button pushing at traffic lights).

Windham Rail Trail

The best of three connected trails

November, 2024 by georgerisktaker

Part of an excellent run of connected trails including Derry and Salem Bike-Ped. Wide trail with great scenery including water.

Londonderry Rail Trail

One of the best!

November, 2024 by georgerisktaker

Excellent paved trail. Like Derry it can have lots of people.  Go during non-peak hours. Too bad it doesn't connect to another trail.  We went ¼ mile south of paved trail which was not bad (could only average 8-10 mph and reversed course at a rutted bridge.  One of the best finds of October (we did 24 trails).

Derry Rail Trail

Part of a great run of connected trails

November, 2024 by georgerisktaker

Excellent and scenic trail. It starts just north of town.  Great connection to Windham Rail Trail.  Avoid peek exercise times as many visit this trail.

Monadnock Recreational Rail Trail

Monadnock Recreational Rail Trail

November, 2024 by georgerisktaker

Biked with e-bikes 2" tires. From the north going south (American Legion Baseball Field). Mostly crushed stone trail. Feels like a rail trail - level and wide. Only one rough area (RR ties and rocks for about 10 yds). The water on the left of the trail looked like it was drying up (no smell) and there was at least one nice lake (average views). Part of the trail runs along the highway. Only rode 5 miles as we didn't go much south of 202 (exceedingly difficult crossing at rush hour - be careful). Some of the reviews of the area south of where we rode indicate more difficult terain.

Brookline Rail Trail

Brookline Rail Trail

November, 2024 by georgerisktaker

Rustic dirt trail that is like Granite Town RT (is a little easier) as it is dirt and connects with it.  We quit at the Teva section as signs were posted "Private Property," even though camp was not in session. 

Find Nearby City trails

Accordion

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.