Webster, MA Mountain Biking Trails and Maps

1970 Reviews

Looking for the best Mountain Biking trails around Webster?

Find the top rated mountain biking trails in Webster, 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.

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Activities
Length
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Type
26 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

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

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

Phenix-Harris Riverwalk

0.3 mi
State: RI
Dirt

Pine Tree Brook / Popes Pond Path

2 mi
State: MA
Asphalt, Dirt, Woodchips

Redstone Rail Trail

1.4 mi
State: MA
Asphalt

Arkwright Riverwalk

0.8 mi
State: RI
Dirt, Woodchips

Ashburnham Rail Trail

1.3 mi
State: MA
Dirt

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

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

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

Brookline Rail Trail

4.5 mi
State: NH
Crushed Stone, Gravel
Accordion

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

Stratton Brook State Park Trail

1.2 mi
State: CT
Asphalt, Cinder, Crushed Stone

Ware River Rail-Trail

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

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 It’s hard to pick a favorite season to experience the Hop River State Park Trail, set amid the dense forests of Eastern Connecticut. Sections of the 20-mile rail trail dive through steep...
CT 20 mi Crushed Stone
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
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 Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...
MA 1.4 mi Asphalt
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
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
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
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
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 Rockville Spur, a section of Vernon Rails-to-Trails, is a stone-dust rail-trail stretching 4.1 miles into the heart of historical Rockville. The trail begins on Warren Avenue in Vernon, but you’ll...
CT 4.1 mi Crushed Stone, Dirt
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
Accordion
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 Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The...
CT 1.2 mi Asphalt, Cinder, 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
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.

William C. O'Neill Bike Path

smooth and clean

November, 2024 by walkinator007

This is my childhood bike path, it’s a lot shorter than I remembered now that I have the speed and endurance I do. Still a wonderful ride through the swamp and forests of south Kingstown, through peace dale and wakefield , to the beaches of Narragansett.

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.

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. 

Concord River Greenway

easy walk, cool trail

October, 2024 by brianhagopian1

A little under a mile, this trail meanders and crosses the Concord River twice, providing great views. Not crowded at all with good views of old mill buildings

Squannacook River Rail Trail

nice path for leisurely ride

October, 2024 by sweetcfortin

Super well Maintained gravel. Nice views in south side of trail, but the view on northern side is kind of industrial. Trees are gorgeous in the fall. Hope they extend this soon!

Nashua River Rail Trail

Beautiful Biking Trail

October, 2024 by wats7park

Rode the entire trail from Ayer, MA to Nashua, NH then back to Ayer on 10/09/24. Paved the entire length and extremely well maintained with frost heaves painted white, although, one should be careful when sections of the trail are leaf strewn, as it was yesterday. Suitable for walkers, joggers, rollerblading and cycling. This is the nicest trail I’ve ridden since moving to Massachusetts 2 years ago

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Accordion

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