Ludlow, MA Cross Country Skiing Trails and Maps

1490 Reviews

Looking for the best Cross Country Skiing trails around Ludlow?

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

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Activities
Length
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Type
36 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

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

Ashuwillticook Rail Trail

13.9 mi
State: MA
Asphalt

Assabet River Rail Trail

10.4 mi
State: MA
Asphalt

Blackstone River Greenway

31.6 mi
State: MA, RI
Asphalt, Boardwalk, Crushed Stone, Dirt

Columbia Greenway Rail Trail

3.1 mi
State: MA
Asphalt

Farmington Canal Heritage Trail

49.1 mi
State: CT
Asphalt

Grand Trunk Trail

6.9 mi
State: MA
Crushed Stone, Dirt, Gravel

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

Litchfield Community Greenway

2.5 mi
State: CT
Boardwalk, Crushed Stone, Dirt

Manhan Rail Trail

9.5 mi
State: MA
Asphalt

Mass Central Rail Trail

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

Monadnock Recreational Rail Trail

7.5 mi
State: NH
Asphalt, Gravel

Quinebaug Valley Rail Trail

5.7 mi
State: MA
Ballast, Cinder, Dirt, Grass

South Spencer Rail Trail

1.62 mi
State: MA
Crushed Stone

Southwick Rail Trail

6.5 mi
State: MA
Asphalt

Sue Grossman Still River Greenway

3.4 mi
State: CT
Asphalt

Upper Charles Trail

13.9 mi
State: MA
Asphalt, Crushed Stone

West River Trail (Windham County)

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

Westville Lake Community Trail

0.7 mi
State: MA
Crushed Stone

Ashuelot Recreational Rail Trail

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

Burrillville Bike Path

1.2 mi
State: RI
Asphalt

CTfastrak Multi-Use Trail

4.4 mi
State: CT
Asphalt, Concrete

Charter Oak Greenway

16.5 mi
State: CT
Asphalt

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

North Central Pathway

11.2 mi
State: MA
Asphalt

Putnam River Trail

2 mi
State: CT
Asphalt

Southern New England Trunkline Trail

21.8 mi
State: MA
Asphalt, Ballast, Crushed Stone

Chicopee River Canal Rail Trail

0.21 mi
State: MA
Asphalt

Moosup Valley State Park Trail

5.8 mi
State: CT
Crushed Stone, Grass, Gravel

Stratton Brook State Park Trail

1.2 mi
State: CT
Asphalt, Cinder, Crushed Stone

Billings Trail

3.3 mi
State: CT
Dirt

Trolley Trail (CT)

0.75 mi
State: CT
Asphalt
Trail Image Trail Name States Length Surface Rating
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 is nearly...
CT 60.3 mi Ballast, Crushed Stone, Dirt, Gravel
Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along a 13.7-mile paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through the Hoosic...
MA 13.9 mi Asphalt
The Assabet River Rail Trail connects five old mill towns that owe their revitalization to present-day high-tech industries. A midpoint gap splits the 10.4-mile trail. It offers a forested escape for...
MA 10.4 mi Asphalt
Throughout history, the Blackstone River has been an important waterway, from its use by American Indians who fished its once-abundant salmon to its role as a major artery for the transportation of...
MA, RI 31.6 mi Asphalt, Boardwalk, Crushed Stone, Dirt
The Columbia Greenway Rail Trail offers just over 3 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts. About the Route The rail-trail runs between the Westfield...
MA 3.1 mi Asphalt
First a canal, then a railroad, and now a trail define the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the Massachusetts...
CT 49.1 mi Asphalt
The overall goal of the Grand Trunk Trail in south-central Massachusetts is to connect the communities of Brimfield, Sturbridge, and Southbridge by trail. There are two longer sections of trail, in...
MA 6.9 mi Crushed Stone, Dirt, Gravel
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 rock cuts...
CT 20 mi Crushed Stone
The Litchfield Community Greenway runs along the former Shepaug Railway railbed in the Town of Litchfield. Operational from 1878 to 1948, the railroad line ran between between Litchfield and...
CT 2.5 mi Boardwalk, Crushed Stone, Dirt
The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...
MA 9.5 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 64 miles between...
MA 64 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 Quinebaug Valley Rail Trail runs on the corridor once occupied by the Southbridge & Blackstone line of the Providence & Worcester Railroad, transforming a corridor once designed to link rural...
MA 5.7 mi Ballast, Cinder, Dirt, Grass
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
The Southwick Rail Trail extends for 6.5 miles between the Westfield town line south and the Massachusetts–Connecticut state line. About the Route Along the way, the Southwick Rail Trail travels...
MA 6.5 mi Asphalt
Just over 3 miles long, the Sue Grossman Still River Greenway is anchored by Winsted to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck Division of the New York,...
CT 3.4 mi Asphalt
Shaped like a checkmark, the Upper Charles Trail links Milford, Holliston and Sherborn—towns in Massachusetts’s bucolic MetroWest suburbs. Ornamented by an eight-arch stone bridge and a historic...
MA 13.9 mi Asphalt, 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 Westville Lake Community Trail offers a short, scenic excursion along the east bank of Westville Lake in Southbridge. Much of the crushed-stone pathway is under a lush tree canopy. Along the way,...
MA 0.7 mi Crushed Stone
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
Accordion
Burrillville Bike Path runs for just over a mile through its namesake rural community in northwest Rhode Island. It connects the villages of Pascoag and Harrisville through a corridor that once...
RI 1.2 mi Asphalt
A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The...
CT 4.4 mi Asphalt, Concrete
The Charter Oak Greenway offers more than 16 miles of paved pathways through Hartford and its eastern suburbs. At first glance, the trail looks as if it is simply a highway side path, but the journey...
CT 16.5 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
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 North Central Pathway is envisioned as a trail network connecting points of interest through and between Winchendon and Gardner. Several completed sections of trail make for a lovely ride or walk...
MA 11.2 mi Asphalt
The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy...
CT 2 mi Asphalt
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 Rockville Spur, a section of Vernon Rails-to-Trails, is a stone-dust rail-trail stretching 4.2 miles into the heart of historical Rockville. The trail begins on Warren Avenue in Vernon, but trail...
CT 4.2 mi Crushed Stone, Dirt
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk April 1–November 14. Eagle nesting activities can delay the opening of the southern trail head in Windsor...
CT 5.4 mi Asphalt
The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
MA 0.21 mi Asphalt
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 and granular...
CT 5.8 mi Crushed Stone, Grass, Gravel
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
Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of...
CT 3.3 mi Dirt
The Trolley Trail runs through Plainfield and is a key link the East Coast Greenway. Plans are to use this trail as a link between the Moosup Valley State Park Trail and the Airline State Park...
CT 0.75 mi Asphalt
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

Manhan Rail Trail

Difficult to find the trailhead from Northampton but once you do....

July, 2026 by janieo

The Northampton part, which is reallly the NORWATTUCK RAIL TRAIL is really 2 stars bc it's so confusing. Needs fundraising and signage. But the rest, Manhan Rail Trail, is really nice. 5 stars. We took photos to illustrate but I unfortunately deleted them by accident.

We had stayed at the Hotel Northampton & nobody could tell us for certain how to find the trail other than to mention the railroad tracks. We found a paved path by the tracks & headed left. We passed a stone that said <- BOS/NHV --> and that's all. (Couldn't imagine how Boston could be to the left or straight ahead.) Within about 20 minutes, that path ended by some really rundown stores. On an aerial Google map, it reads as NORWATTUCK RAIL TRAIL (& shows it as a hiking &rail trail on the east side of the railroad tracks) but there is no signage anywhere to guide you. So when we got to the end, we turned around & headed in the other direction (south). THIS NORWSTTUCK TRAIL definitely needs some help. (Or maybe some day to be extended.)

Back to where we started out & this time heading in the other direction the trail actually becomes nice & very well marked. It seems to become the NEWHAVEN AND NORTH CANAL RAIL TRAIL (BUT there are no signs to this effect).

Where you meet the MANHAN RAIL TRAIL the signage is very clear, even as you are going through a village center or crossing a street or road, & the trail is very nice. You're following the reservoir & get some nice riding in.

We just kept going until we reached Easthampton. There you can even pick up trail maps! Ride on, and by the Municipal Bldg there's a nice park & large pond where you can see Mt. Tom behind it. Lovely, relaxing, scenic.

Then the ride back to Northampton but this time we knew the trail well & just enjoyed it.

North of Ferry St., at Lower Mill Pond, the Manhan Trail branches off and follows the river, eventually reaching the Connecticut River & Mt. Tom State Reservation. Should be a lovely ride! (You can also turn off here when you're riding south from Northampton.

Assabet River Rail Trail

Very nice Marlborough to Hudson ride

July, 2026 by andrix

Assabet is a 5 mile or so paved trail in good shape. We started at 72 Jefferson St. in Marlborough, MA where there was plenty of parking spaces and a path to the trail. The Assabet is pretty much a city/suburb experience with a few road crossings that need to be executed with care. Just recently it has been joined in Hudson by the 7 mile spanking brand new Hudson to Sudbury Trail (part of the Mass Central Rail Trail system). Then, in Sudbury the Bruce Freeman trail joins making for all sorts of possibilities for some great rides. My wife and I plan next time to park in Sudbury at the spot where the Bruce Freeman and Hudson to Sudbury connect (there's parking near) and make our riding choices from there.

Ashburnham Rail Trail

Short but scenic

June, 2026 by bhaalck

0.8 miles of this trail now consists of crushed gravel

Accordion

Hop River State Park Trail

Hop River Trail

June, 2026 by rhgiguere

Great ride. First time on a gravel surface and found it pretty easy going with a few rough spots. It rained the night before and early morning, so I wasn’t sure what to expect. Trail was damp but no big puddles. I took in 28 miles of the 40 out and back. Will do it again and try to get the whole distance.

Farmington Canal Heritage Trail

Rode Simsbury down to Plainville. Simsbury to Avon was full of tree root bumps, and lots of branches & trail debris. It's almost as if Simsbury wants to keep cyclists out. ¿ However, Avon and Farmington were great rides, as was Plainville.

June, 2026 by taccuosti

Rode Simsbury down to Plainville. Simsbury to Avon was full of tree root bumps, and lots of branches & trail debris. It's almost as if Simsbury wants to keep cyclists out. ¿ However, Avon and Farmington were great rides, as was Plainville.

South Spencer Rail Trail

Quite and Peaceful

May, 2026 by don.gerardi

Lot's of stops along the way to enjoy the sites. It's a very well maintained small trail

Ashuelot Recreational Rail Trail

pleasant ride

May, 2026 by slasalle76

I'd ridden this trail a couple years ago, doing it in small sections, and had found it to be a nice ride with a decent surface, quite reasonable for my older hybrid. I only did about 6 miles today, from Keene southward before turning back, and those couple of detours noted in another review are still in place - taking you out onto the road for short stretches likely to avoid power line work being done.

Farmington Canal Heritage Trail

Terrible Shape

May, 2026 by dave36

Rode from Avon, CT to Westfield, MA. Mass section in great shape. CT section is awful. Pavement is split, constant 'ka-thunk', pot holes not marked, just horrendous condition. Where is the CT DOT and our tax dollars? Stay away.

South Spencer Rail Trail

Quite and Peaceful

May, 2026 by don.gerardi

Lot's of stops along the way to enjoy the sites. It's a very well maintained small trail

Twin Cities Rail Trail

Nice enough.

May, 2026 by gbrosseau

Other reviews are fair. Lots of starts and stops for a shorter trail, but also some nice lengths and well maintained. Being from the area, I knew what to expect. I had more fun dodging and beeping my horn at bunnies on my night ride, than I did going around children on my day ride. Nice either way.

Charter Oak Greenway

OK, but several issues

April, 2026 by m.p.schneider.lc

This trail was OK. The part along the river and in downtown was scenic and it was paved all the way.

However, it goes along the highway for a while with just a chain link fence as separation, which is not enjoyable at all (east of the gap is not scenic). It also has a lot of tree roots creating speed bumps. Finally, the gap between the river and the rest is significant (& don't take what looks like the most direct route as Pratt & Whittney has a security gate for part, so you can't get through unless employed there).

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Varied Terrain, MultiUse, Lovely. Birds!

April, 2026 by susanadeleedwards

Went north out of Keene on the trail, and was quickly in a lovely wooded area, then soon at a side trail to Stonewall Farm, where visitors are welcome to wander. The birds were singing happily! We did 6.5 miles out before turning around but there was plenty more trail to explore. If you are expecting a super flat trail and a packed surface this may not be your kind of fun. If you don’t mind dismounting for a rickety bridge, or adventuring on side trails, then check this trail Out ,

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Accordion

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