Wilbraham, MA Snowmobiling Trails and Maps

1553 Reviews

Looking for the best Snowmobiling trails around Wilbraham?

Find the top rated snowmobiling trails in Wilbraham, 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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9 Results
Activities
Length
Surfaces
Type

Mass Central Rail Trail

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

Monadnock Recreational Rail Trail

7.5 mi
State: NH
Asphalt, Gravel

South Spencer Rail Trail

1.62 mi
State: MA
Crushed Stone

Ashuelot Recreational Rail Trail

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

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Fort Hill Recreational Rail Trail

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

Southern New England Trunkline Trail

21.8 mi
State: MA
Asphalt, Ballast, Crushed Stone

Ware River Rail-Trail

15 mi
State: MA
Ballast, Dirt, Grass, Gravel
Trail Image Trail Name States Length Surface Rating
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 64 miles between...
MA 72.2 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 South Spencer Rail Trail runs for less than 2 miles from downtown Spencer to an area south of town near Spencer State Forest. The path, which is also known as the Depot Trail, occupies a former...
MA 1.62 mi Crushed Stone
Closure Notice: Due to flooding, the Ashuelot Recreational Rail Trail is closed from Sawyers Crossing Road heading southwest to Holbrook Ave (near Swanzey Lake Road) until further notice. Please see...
NH 21.4 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
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
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 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 21.8 mi Asphalt, Ballast, 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 Catamount Trail offers 300 miles of backcountry skiing stretching across Vermont, from the Readsboro on the Massachusetts border, to North Troy near Canada. The trails are popular for winter...
VT 18.1 mi Dirt

Recent Trail Reviews

Ashuwillticook Rail Trail

Great Trail

October, 2026 by pokeystache

We rode from Pittsfield to Adams and back. Very nice trail. 50% shaded. Ate lunch at AJ‘s at Adams. Nice restaurant in an old train depot. Limited parking at the beginning in Pittsfield. Start your ride at the next parking area to the north. Lots of lakes and rivers running next to the trail. Asphalt the entire length of the trail.

Air Line State Park Trail

Beware

October, 2026 by 8jp5rr55yf

So I started this trail in Portland, Connecticut, and about 3 to 4 miles into it. It stops at a marsh river area. There is no sign to tell you that it does or what detour to take. You would have to get on the main road to avoid this section. And the way people drive on that road I wouldn’t trust it. From what I heard, they were supposed to build a bridge over this section but said they were waiting for EPA to be involved which was years ago so I would highly recommend that you start in East Hampton for continued access.

Naugatuck River Greenway

Nice area of Waterbury

October, 2026 by santos92476

Decent walk and view. As of October 2026 bathrooms are not open ever.

Accordion

Cheshire Rail Trail (Cheshire Branch Rail Trail)

The good: it’s being paved. The bad: signage through Keene

October, 2026 by pammer1959_tl

We hoped to do the entire trail by parking in the middle just south of Keene. The signage going through town was minimal and included being on the road quite a bit. The south side noted “road closed” because it’s being paved, but the road dead ended after 2 miles.

Disappointed is an understatement.

Ashuwillticook Rail Trail

We rode the whole trail. It's smooth, scenic, and frequently bathrooms. The leaves are turning, such a beautiful trail. A must ride. It should be a Hall of Fame trail.

September, 2026 by sicnj2al

We rode the whole trail. It's smooth, scenic, and frequently bathrooms. The leaves are turning, such a beautiful trail. A must ride. It should be a Hall of Fame trail.

Twin Cities Rail Trail

A few too many crossings at the Leominster end, but its a fine trail. Last quarter mile or so on the Fitchburg end isnt so much a trail as it is street riding.

September, 2026 by cedwardpierce923

A few too many crossings at the Leominster end, but its a fine trail. Last quarter mile or so on the Fitchburg end isnt so much a trail as it is street riding.

Washington Secondary Bike Path

Lovely lovely trail!

August, 2026 by amygallatin

We rode from the parking lot at Quidnick St. in West Warwick to the abrupt end of the trail in Summit (Coventry), about 20 mi round trip. Pavement in very good shape. Trail is shaded for much of the way making for a pleasant ride. Lots of views of ponds, lakes, reservoirs and streams. Significant uphill climb to the end of the trail in Coventry but a screaming downhill for much of the way back. We plan to return in the fall, foliage will doubtless be stunning. Trail is paved throughout, and the western part of the trail is shared with equestrians, although sadly we did not see any.

Air Line State Park Trail

geminird review misleading

August, 2026 by atclaw

This rider was going Northeast from Willimantic towards Hampton NOT Southwest from Willimantic to East Hampton. Having ridden both stretches I can say his description is completely wrong about the gorgeous and open riding Southeastern route and not completely wrong but somewhat overly harsh about his route which can get iffy for stretches.

Ashuwillticook Rail Trail

Top Notch Trail

August, 2026 by trylondm

Biked end to end on a beautiful summer day. An absolutely beautiful paved trail with lots of water features to see - lakes to the south, river further north, and views of the mountains. Nice trailside pub in Adams and other eateries, including ice cream. Well-loved, with lots of walkers and skaters, as well as riders. Benches and picnic tables aplenty. One of the best trails I've had the privilege to ride. The only way it could possibly be better is if it was longer.

Correction to someone else's review: trail goes gently downhill south to north (not north to south) from Cheshire to Adams.

Upper Charles Trail

Tale of Two Trails

August, 2026 by trylondm

Biked end to end today. Best described as two very different rail trails that are joined by a squirrelly connection.

Holliston (eastern) end is beautiful stone dust surface. It can be soft in places but is a terrific, well-maintained trail with excellent historical signage (think Casey at the Bat) and an unusually attractive short tunnel. Trail is long and straight and crosses several swampy water features chock full of flowers and wildlife. Sadly, the trail ends abruptly at the Holliston border with Sherborn with a short connector to a small parking lot.

The Holliston segment changes to pavement at the Milford town line and adds another mile or so to that segment. After that, there are a number of road crossings (some major) and sidewalks to make it to the main Milford rail trail.

The Milford segment is better described as a paved bike path that spends some time on a former railroad bed. The pavement is generally excellent, with only a few root heaves. It too is very attractive and an enjoyable ride as it winds through the woods and beside a lake. After an easier-than-expected crossing of the I-495 corridor, the trail continues north for another mile or so of rail trail until ending at the Hopkinton border.

All in all, each segment gets a 5 rating, each for very different reasons. The connection between the two is less interesting and makes the end-to-end experience less desirable. But credit where credit is due: Massachusetts drivers were invariably polite and respectful of the warning lights at all flashing road crossings. I'm not sure I could say the same about drivers in my home state.

Catamount Trail - Sections 1 and 2

Catamount Trail Section 2

August, 2026 by awrootbeer

If you are a dedicated mountain biker than this would be a 5 star. Don't do this trail if you don't have a mountain bike or those fat tires. I was on a mountain bike, and my son had a regular bike. The beginning of the trail is easy and lovely. Once you connect with the trail (beautiful water views) the trail becomes mostly rock with some sand. Passed 1.8 miles the trail is impassable with our bikes. Somehow we made it out and back without falls or bike damage. I have biked other ski trails that were more compacted sand and dirt with some rock. This is not that kind of trail.

Sue Grossman Still River Greenway

first time biking!

August, 2026 by 6twms57vv9

Hubby & I went this morning for a trial run with my new e-bike! It was tons of fun!!!!

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Accordion

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