Chester, NH Snowmobiling Trails and Maps

1464 Reviews

Looking for the best Snowmobiling trails around Chester?

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

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Activities
Length
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Type
19 Results
Activities
Length
Surfaces
Type

Derry Rail Trail

3.6 mi
State: NH
Asphalt

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

Northern Rail Trail

59 mi
State: NH
Cinder, Crushed Stone

Windham Rail Trail

4.3 mi
State: NH
Asphalt

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Cotton Valley Rail Trail

12 mi
State: NH
Gravel

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

Rockingham Recreational Rail Trail (Portsmouth Branch)

28 mi
State: NH
Crushed Stone, Dirt, Grass, Gravel, Sand

Stevens Rail Trail

1.65 mi
State: NH
Crushed Stone, Gravel

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

Farmington Recreational Rail-Trail

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

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

Martin H. Burns Wildlife Management Area Trail

3.4 mi
State: MA
Dirt, Gravel, Sand

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

Ware River Rail-Trail

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

Henniker & Hopkinton Rail Trails

6.7 mi
State: NH
Dirt, Grass, Gravel, Sand
Trail Image Trail Name States Length Surface Rating
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 southern...
NH 3.6 mi Asphalt
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 miles from...
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
Spanning 59 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...
NH 59 mi Cinder, Crushed Stone
The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. The trail is 4.3 miles...
NH 4.3 mi Asphalt
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 uses,...
NH 42.4 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...
NH 12 mi 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
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
The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail trails at just more than 28 miles, and it runs from Manchester, the state’s...
NH 28 mi Crushed Stone, Dirt, Grass, Gravel, Sand
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
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 Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...
NH 6 mi Ballast, Cinder, Dirt, 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
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
The Sanford-Springvale Rail Trail runs for 5.9 miles between Sanford and Springvale. The gravel trail traverses the woods on either side of Sanford’s scenic Springvale community as it links a shady...
ME 5.9 mi Gravel
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 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

Recent Trail Reviews

Charles River Bike Path

Charles River Bike Path. August 18, 2025

August, 2025 by amy2paul

My husband I decided to ride this trail on our visit to Boston. We parked at 31 McKenn Street in Waltham and rode in towards Boston, then crossed the river to ride back on the other side. First, I'll start with the positives. It has areas with nice shade and the views along the river are neat. Now for the negatives. The trail boasts it is all asphalt. It is not. There were many spots with packed dirt surface. Even though I don't like riding on anything but asphalt or concrete, this at least was pretty smooth and level. NOT compared to the badly maintained asphalt and concrete. The vegetation needed to be trimmed, the path was NOT marked at all (luckily my husband had a map on his phone), many sections were very narrow, not wide enough to have two bikes pass and the asphalt had many cracks that I had to be careful to watch for. Sorry but whoever has the contract to maintain this trail is falling down on the job. Boston is such a neat city so I won't let this trail color our experience as totally bad, but you couldn't pay me to ride this trail again.

Londonderry Rail Trail

nice ride.

August, 2025 by dmzast

rode 7-30-25 parked at Symmes Dr in bus depot lot - no directions for where to park. Mile markers are facing the trail, instead of perpendicular , so they can't be easily read while riding - missed a few along the way. Also signage at entrance areas should include direction and milage to either end. Thought we could hook up to the Derry trail, but that didn't happen - couldn't find it - again, signs would help !

Windham Rail Trail

nice ride

August, 2025 by dmzast

Rode on 7-26-25 Needs mile markers at Windham end. Slight incline from Salem to Windham. The Windham trail is paved, but turns to dirt when you reach the Salem trail. Turned around and rode back to Windham.

Accordion

Salem Bike-Ped Corridor

not paved.

August, 2025 by dmzast

the Windham trail is paved, but turns to dirt when you reach the Salem trail.
Turned around and rode back to Windham.

North Central Pathway

nice ride

August, 2025 by dmzast

rode trail july 28, 25 from Winchendon - slight uphill, going south to Gardner. Adding mile markers would be nice ! and directions at N.Ashburnham Rd to Old Gardner Rd. Newly paved from entrance off
Old Gardner Rd to Gardner town line. Path to avoid watery underpass was paved on one side of street.

Nashua River Rail Trail

Great trail, good for all seasons.

August, 2025 by jhoff1

It is a great trail for all seasons. Parking available in Ayer, Groton, Pepperell and Nashua

Bruce Freeman Rail Trail

great trail, best between heart pond and NARA park

August, 2025 by jhoff1

It is a very well maintained trail. My favorite part is between the heart pond and the NARA park. More road crossing beyond that region in both directions

Malden River Greenway

pretty view

July, 2025 by 98td7xp28h

It’s my go to trail because it’s so close to my house ! you can walk down close to the river it’s cute . i always get to see ducks in the pond

Narrow-Gauge Rail-Trail

Not sure about this one

July, 2025 by robertrollins28079

Wife & I completed the Minuteman Trail & I wanted to do either the Narrow Gauge Trail or the Reformatory Trail. Wife headed for the Bedford library while I set off for the Narrow Gauge Trail. Trail was in good shape & I was prepared for the surface conditions associated with crushed stone. What caused me confusion was a lack of trail markings. I rode for about 20 minutes or so & eventually came to a gate, which was in the open position. I wasn't sure if this was the end of the trail (and still unsure at this point). I looked for signs, etc & saw none. The trail appeared to continue, but it's condition was much less pristine i.e. large ruts and valleys. I rode for what seemed like another mile until I came to a paved road & straight ahead was a paved road with a "Private Road" sign. I exited here & took surface streets back into Bedford. I am giving the trail a 2 star rating; better signage would increase my evaluation.

Minuteman Commuter Bikeway

Pleasant summer bike ride

July, 2025 by mollyrollins008

In Boston area last week for a conference and decided to try out the Minuteman Trail. Spouse and I have been enjoying bike/rail trails over the past few years and usually one of the first things we check out when traveling to a new area. Trail was in great shape & was as good as expected. Being summer, it was pretty hot weather but the trail provided ample shade for us to stay cool. Particularly appreciated the history of the trail, and it's relevance to Paul Revere's late night ride. This was our first time in the Greater Boston area, as we're from North Carolina. All in all, a good ride and fun experience.

Cochituate Rail Trail

A delightful paved trail in excellent condition. Relatively flat with some pretty views of the lake. There is a side spur to Speen Street that connects to the Natick Mall. Great for a quick and easy ride.

July, 2025 by dan339g

A delightful paved trail in excellent condition. Relatively flat with some pretty views of the lake. There is a side spur to Speen Street that connects to the Natick Mall. Great for a quick and easy ride.

Eastern Trail

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

July, 2025 by teammc419

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

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