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Watertown, MA Cross Country Skiing Trails and Maps

1768 Reviews

Looking for the best Cross Country Skiing trails around Watertown?

Find the top rated cross country skiing trails in Watertown, 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
Surfaces
Type
50 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail
60.3 mi
State: CT
Ballast, Crushed Stone, Dirt, Gravel

Assabet River Rail Trail
10.4 mi
State: MA
Asphalt

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

Border to Boston Trail
44.1 mi
State: MA
Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt

Bruce Freeman Rail Trail
15.7 mi
State: MA
Asphalt

Charles River Bike Path
23.4 mi
State: MA
Asphalt

Derry Rail Trail
3.6 mi
State: NH
Asphalt

East Bay Bike Path (RI)
14.3 mi
State: RI
Asphalt, Boardwalk

Goffstown Rail Trail
5.5 mi
State: NH
Dirt, Grass, Gravel, Sand

Grand Trunk Trail
6.9 mi
State: MA
Crushed Stone, Dirt, Gravel

Haggetts Rail Trail
2 mi
State: MA
Crushed Stone, Dirt, Grass

Independence Greenway
5.25 mi
State: MA
Asphalt

Londonderry Rail Trail
4.6 mi
State: NH
Asphalt

Mass Central Rail Trail
56.36 mi
State: MA
Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Medfield Rail Trail

1.3 mi
State: MA
Asphalt, Crushed Stone

Middleton Rail Trail
4.5 mi
State: MA
Crushed Stone

Mine Falls Park Trails
9.7 mi
State: NH
Asphalt, Crushed Stone, Dirt, Grass

Minuteman Commuter Bikeway
10.1 mi
State: MA
Asphalt

Monadnock Recreational Rail Trail
7.5 mi
State: NH
Asphalt, Gravel

Nashua River Rail Trail
12.4 mi
State: MA, NH
Asphalt
Accordion

Neponset River Greenway
8.2 mi
State: MA
Asphalt

New Hampshire Seacoast Greenway
8 mi
State: NH
Crushed Stone

Phenix-Harris Riverwalk
0.3 mi
State: RI
Dirt

Quinebaug Valley Rail Trail
5.7 mi
State: MA
Ballast, Cinder, Dirt, Grass

South Spencer Rail Trail
1.62 mi
State: MA
Crushed Stone

Ten Mile River Greenway
3 mi
State: RI
Asphalt

Upper Charles Trail
13.9 mi
State: MA
Asphalt, Crushed Stone

Washington Secondary Bike Path
19.2 mi
State: RI
Asphalt

Westville Lake Community Trail
0.7 mi
State: MA
Crushed Stone

Whitney Spur Rail Trail
1.6 mi
State: MA
Asphalt, Crushed Stone

Windham Rail Trail
4.3 mi
State: NH
Asphalt

Arkwright Riverwalk
0.8 mi
State: RI
Dirt, Woodchips

Burrillville Bike Path
1.2 mi
State: RI
Asphalt

Groveland Community Trail
3.25 mi
State: MA
Asphalt

Marblehead Rail-Trail
3.34 mi
State: MA
Asphalt, Dirt, Gravel, Sand

Mason Railroad Trail
6.7 mi
State: NH
Ballast, Gravel, Sand

Narrow-Gauge Rail-Trail
3 mi
State: MA
Asphalt, Crushed Stone, Dirt

New Boston Rail Trail
3.9 mi
State: NH
Dirt

North Central Pathway
11.2 mi
State: MA
Asphalt

Northern Strand Community Trail
9.9 mi
State: MA
Asphalt

Putnam River Trail
2 mi
State: CT
Asphalt

Reformatory Branch Trail
3.9 mi
State: MA
Dirt

Rockingham Recreational Rail Trail (Fremont Branch)
18.3 mi
State: NH
Dirt, Sand

Rockingham Recreational Rail Trail (Portsmouth Branch)
28 mi
State: NH
Crushed Stone, Dirt, Grass, Gravel, Sand

Southern New England Trunkline Trail
21.8 mi
State: MA
Asphalt, Ballast, Crushed Stone

Squannacook River Rail Trail
3.7 mi
State: MA
Crushed Stone

Tri-Community Greenway
10.6 mi
State: MA
Asphalt

Brookline Rail Trail
4.5 mi
State: NH
Crushed Stone, Gravel

Granite Town Rail-Trail
3 mi
State: NH
Ballast, Cinder, Dirt, Grass, Gravel, Sand

Martin H. Burns Wildlife Management Area Trail
3.4 mi
State: MA
Dirt, Gravel, Sand
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
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 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 uses...
 MA 44.1 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt
A developing rail trail, the route winds for nearly 16 miles through Chelmsford, Westford, Carlisle, Acton, and Concord. The rail trail is paved and is typically about 10 feet wide.  About the...
 MA 15.7 mi Asphalt
The Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 23-mile route from Boston to its western suburbs. About the Route A large section of the trail,...
 MA 23.4 mi Asphalt
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
Offering spectacular maritime views and an abundance of coastal wildlife, the East Bay Bike Path is a 14.3-mile trail that connects historic New England waterfronts along several river mouths of the...
 RI 14.3 mi Asphalt, Boardwalk
The year 2017 marks 20 years since a rails-to-trails project was first mentioned in the Goffstown Master Plan, and thanks to work by the Friends of the Goffstown Rail Trail and support throughout the...
 NH 5.5 mi Dirt, Grass, 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 Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...
 MA 2 mi Crushed Stone, Dirt, Grass
The 5.25-mile Independence Greenway makes for a pleasant ride, providing access to lakes, parks, and nature preserves. The paved pathway is located in the town of Peabody (pronounced by locals as...
 MA 5.25 mi Asphalt
The Londonderry Rail Trail runs for 4.6 miles between Harvey and Rockingham Road. The smooth paved trail offers a pleasant and tranquil adventure for trail users along an old Manchester and Lawrence...
 NH 4.6 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
Built along the former Bay Colony Railroad line, the Medfield Rail Trail stretches between Ice House Road in the Town of Medfield to the town's border with Dover. Running primarily through woods, the...
 MA 1.3 mi Asphalt, Crushed Stone
The Middleton Rail Trail is a trail along the former Essex Railroad. The trail stretches 4.5 miles from the North Andover border, through the town, and will eventually join the Danvers Rail...
 MA 4.5 mi Crushed Stone
Mine Falls Park in Nashua is a 300-acre-plus urban park with a network of approximately 9.7 miles of a variety of trail types. This forested park offers an extraordinary nature experience in the heart...
 NH 9.7 mi Asphalt, Crushed Stone, Dirt, Grass
For many commuters, the Minuteman Commuter Bikeway provides freedom from congested traffic in the northwest Boston suburbs. For others, the 10.1-mile paved trail between Cambridge and Bedford serves...
 MA 10.1 mi Asphalt
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 Nashua River Rail Trail stretches from southern Nashua, New Hampshire, to downtown Ayer, Massachusetts, connecting to the towns of Pepperell and Groton. The trail is built on the former rail...
 MA, NH 12.4 mi Asphalt
Accordion
The Neponset River Greenway is a south Boston jewel, utilizing the best in design and construction standards as it winds through the Neponset River valley, offering a low-stress, high-quality...
 MA 8.2 mi Asphalt
The New Hampshire Seacoast Greenway is an 8-mile rail-trail with a crushed-stone surface that stretches between Portsmouth and the North Hampton/Hampton border. Following a former Pan Am Railways...
 NH 8 mi Crushed Stone
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 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
Ten Mile River Greenway, named for the waterway it parallels and not its length, runs 3 miles through a serene and green corridor connecting the City of East Providence and Pawtucket. The southern end...
 RI 3 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 Washington Secondary Bike Path offers just over 19 miles of paved trail from Cranston (Providence’s southwestern neighbor) to Coventry. About the Route The rail-trail, Rhode Island’s...
 RI 19.2 mi Asphalt
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
The Whitney Spur Rail Trail runs from just north of the MBTA’s Cohasset Station through dense woodlands to the edge of Wompatuck State Park. The corridor was originally a spur off the Old Colony...
 MA 1.6 mi Asphalt, 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 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
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
Running through the town of Groveland for 3.25 miles, this multiuse path provides a variety of opportunities for both recreational and transportations as it connects residential neighborhoods,...
 MA 3.25 mi Asphalt
The Marblehead Rail-Trail appears on maps as a Y resting on its side, connecting Marblehead and Salem in the north and the city limits of Swampscott in the west. The 3.34-mile trail knits together a...
 MA 3.34 mi Asphalt, 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
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 to...
 MA 3 mi Asphalt, Crushed Stone, Dirt
The New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
 NH 3.9 mi Dirt
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 Northern Strand Community Trail runs almost 10 miles through the cities of Everett, Malden, Revere, and the town of Saugus and provides a variety of experiences.  About the Route Access the...
 MA 9.9 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 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
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 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 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 Tri-Community Greenway is a 10.6-mile multiuse trail that connects Stoneham, Woburn and Winchester. Part of the route runs along a former railroad corridor. About the Route At its southern...
 MA 10.6 mi Asphalt
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
The Granite Town Rail-Trail runs for 3 miles in Milford, New Hampshire. Portions of the route are unpaved and surfaced with sand, gravel, and/or dirt, while short concrete sections can be found along...
 NH 3 mi Ballast, Cinder, Dirt, Grass, Gravel, Sand
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

Recent Trail Reviews

Air Line State Park Trail

Willimantic to East Hampton - Just AWFUL!

August, 2025 by geminird

The claim of this being a 61 mile trail is very deceptive. Almost 40 miles of this trail is nearly unrideable except for mountain bikes (and even that would be unpleasant). We are experience riders and were on hybrid bikes with wide tires and front suspension. And while our plan was to cycle 40 miles from Willimantic to E. Hampton, we only did the first 10 mile section from Willimantic to James L. Goodwin State Forest.

The trail started out as just OK, but deteriorated in less than 2 miles. After crossing S. Brook Rd, the trail the trail was extremely gnarly and super overgrown. When we reached Goodwin State Forest, we were so happy to bail out and call it quits! Luckily, we had a SAG vehicle with us so we weren't forced to cycle back over the same awful trail.

Be warned, the entire trail we rode from Willimantic to Goodwin Forest was large, loose gravel, and the scenery is incredibly boring. There are places where the trail is extremely rough. At S. Brook Rd. the trail becomes unrideable, expect by maybe some die-hard mountain bikers. We used our SAG van to pop into other points along the trail from Goodwin to E. Hampton the trail only seemed to get even worse.

Honestly, just a really unpleasant ride.

read more …

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.

read more …

World War II Veterans Memorial Trail/Norton Rail-Trail

Trail is well maintained, very few bumps, and flat. It's listed as 6.6 miles long but I clocked it at closer to 7.5 miles. I gave it 4 stars because it's not really a very scenic trail.

August, 2025 by gconner02019

Trail is well maintained, very few bumps, and flat. It's listed as 6.6 miles long but I clocked it at closer to 7.5 miles. I gave it 4 stars because it's not really a very scenic trail.

read more …
Accordion

Air Line State Park Trail

A Fabulous, Friendly, and Easy Trail !!!

August, 2025 by pedego2015

We (5) Friends Have Biked This Trail in It’s Sections from E. Hampton to Willimantic for Many Years. We Have Always Considered it to be 4-5 Star Rated, (For a Gravel Trail). Since 2015, We Have Switched to E-Bikes which makes the Trail 3x more FUN !! Having the Best of Both Sun & Shady Sections, It Has Only One small Section of about 300’ Near the Start leaving E.Hampton Where it’s sandy & .Loose

read more …

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 !

read more …

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.

read more …

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.

read more …

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.

read more …

East Bay Bike Path (RI)

a great goes through beautiful surroundings

August, 2025 by jhoff1

It is such a lovely trail. The view is gorgeous, either from the ocean or from the land. It goes through a few towns, all lovely and friendly. There are shops along the trail for you to stop by for ice cream, coffee or lemonade. There are a few road crossing, but the cars are very friendly and stop to let cyclists cross. The destination Bristol is just beautiful! Some areas are in the open, so the wind can be your friend or not …..

read more …

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

read more …

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

read more …

East Bay Bike Path (RI)

nice paved path

August, 2025 by rdpd2025

It’s a nice paved path, shaded half way through. Good for families with kids. Parking is free but though to find, suggests keep following the path till you find parking. There are several options along the way from the eastern end of the trail. Few food and restroom options, within coffee or mall shops. Public restrooms are very limited at least when starting from east end. We went only half way and back, with kids. Looking forward to finish the second half soon.

read more …
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Explore by Activity

ATV
Bike
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Running
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