Hillsborough, NH Snowmobiling Trails and Maps

1147 Reviews

Looking for the best Snowmobiling trails around Hillsborough?

Find the top rated snowmobiling trails in Hillsborough, 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
22 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

West River Trail (Windham County)

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

Windham Rail Trail

4.3 mi
State: NH
Asphalt

Ashuelot Recreational Rail Trail

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

Bobby Woodman Rail Trail

1.7 mi
State: NH
Dirt, Gravel

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

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

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

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

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
Accordion

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 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 Londonderry to...
VT 16.1 mi Asphalt, Dirt, Gravel, Sand
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
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 information. The...
NH 21.4 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
The Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
NH 1.7 mi Dirt, Gravel
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
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
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 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 covered...
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 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
Accordion
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

Cotton Valley Rail Trail

Almost made it…

September, 2025 by vcsn7rtpsz

Mixed feelings about this trail. I’m a new rider so more experience may make me rate higher in the future. The location is beautiful but the in and out of riding between the former rails can be stressful. You have to approach at proper angle or you will wipe out which I did just a mile shy of the end of the trail. Banged myself and my bike up pretty good. Pretty much impossible to pass along the trail. If someone is coming in the other direction better for one of you to pull off. I had to each time as I came close to hitting handlebars of passing bike a couple times. I would love to try it later in the fall but would be concerned if mats get covered by leaves.

West River Trail (Windham County)

Lovely birthday ride

September, 2025 by diatom1

We rode to the end of the trail, then continued on Rice Farm Rd. to the dangerous intersection. we missed the entrance to the trail on the way back, so got a good workout on some hilly spots on the road.
On the packed sand patches, keep an eye out for roots that can be a bit dicey. In some spots along the gravel sections, the gravel can be a bit loose, so pay attention to the trail.

Cotton Valley Rail Trail

Will not attempt again unless it changes

September, 2025 by mary.hanson.home

We probably crossed the rails 15 times before my wheel caught and I went down, scraping my knee and hands, I got pretty bruised up. I couldn’t bend my knee to ride back and uber was not an option. So my husband rode back to the other end to get the car. This is dangerous and the trail is narrow for bikes and walkers at the same time. We had to stop so that bikes in the opposite direction could pass. Would be a nice ride if it were fixed up a bit.

Accordion

Northern Rail Trail

Beautiful Trail, hard pack for easy riding

September, 2025 by brenda.viglienzoni

Beautiful trail. Enjoyed the sites, sounds and smells. It runs along the river. I got on at the Depot Rd parking lot in Boscawen. Very easy access and plenty of parking. I Road 15 miles. The trail is fairly level with very little incline.

Farmington Recreational Rail-Trail

Good Level Trail

September, 2025 by krslvrtu

Trail is nice and flat, some soft dirt (minimal), and small rocks across bridge. Trail needs a good chain drag, roots cut back, and rake. Otherwise it’s a good dirt trail with lots of shade. Excellent for walking dogs too!

Ashuelot Recreational Rail Trail

Awesome Trail!

September, 2025 by mtheis.45

First time and loved it! I rode the entire route, starting at the south end parking lot. (42.758592, -72.471175) This trail has some unique features and the scenery is beautiful as you ride next to the river and through the woods. As a former rail, this trail has nice and gradual elevation changes and has fun bridges, which all seem to be maintained well.

At the time of my ride (end of Aug, '25) there were a couple of detours around mile 14 and 16 (heading north) but they have good (not great) detour signs listed to continue the route with a short road detour. As some folks mentioned, there are a few areas that look like they would be pretty wet during the wet season, but I had no issues with any area of the trail and never had to stop for downed trees in the way.

I rode my gravel setup (no suspension, 35mm tires) and had a blast! I'd highly recommend the trail and hope to be back for another spin soon.

Fort Hill Recreational Rail Trail

We found this trail to be well maintained. Not as smooth as some rail trails, but smooth enough on our full suspension fat tire bikes. Hard tails may not enjoy as much. Nice scenery along the Connecticut river.

August, 2025 by jimthurber13

We found this trail to be well maintained. Not as smooth as some rail trails, but smooth enough on our full suspension fat tire bikes. Hard tails may not enjoy as much. Nice scenery along the Connecticut river.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Not what we expected

August, 2025 by rmitera36

We started at Walpole after searching for the trailhead parking lot finally parked our car thanks to the locals at the Irving station. We almost didn’t recognize the trail because it was grass. There were no markings and we found ourselves initially at the river at the boat launch because we didn’t realize that was the trail we were following. After backtracking, we followed the other grass trail toward Keene. Although there were portions that were dirt and gravel, the 9 mile ride that we managed to cover at 6 miles an hour with primarily grass. After an hour and a half, we realize we are only halfway to our destination of Keene and we turned back.. I recommendation would be not to start in Wall Paul, but to start and keen where the trail is paved

New Boston Rail Trail

wonderful ride

August, 2025 by trainman1957

We went there today! What a super fast fun trail! Lots to see and do ! Bring a picnic lunch and spend the day!!!

Windham Rail Trail

Great Trail!

August, 2025 by johnbuckley62

Salem to Derry - entirely paved Awesome trail will do it again!

Derry Rail Trail

Great trail!

August, 2025 by johnbuckley62

Started at Salem Depot and went north to Derry…awesome ride Entire path is pavement

Mascoma River Greenway

Short but fun

August, 2025 by georgerisktaker

Paved. Runs through Lebanon. This trail is a must if you are going to do the Northern Rail Trail.

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