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Dedham, MA Cross Country Skiing Trails and Maps

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Looking for the best Cross Country Skiing trails around Dedham?

Find the top rated cross country skiing trails in Dedham, 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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Length
Most Popular

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

20.1 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

Grand Trunk Trail

6.9 mi

State: MA

Crushed Stone, Dirt, Gravel

Groveland Community Trail

3.25 mi

State: MA

Asphalt

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

64 mi

State: MA

Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Mattapoisett Rail Trail

1.9 mi

State: MA

Asphalt, Boardwalk

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

Nashua River Rail Trail

12.4 mi

State: MA, NH

Asphalt

Accordion

Neponset River Greenway

9.2 mi

State: MA

Asphalt

Phenix-Harris Riverwalk

0.3 mi

State: RI

Dirt

Province Lands Bike Trail

7.6 mi

State: MA

Asphalt

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

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

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

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

Moosup Valley State Park Trail

5.8 mi

State: CT

Crushed Stone, Grass, Gravel

Trail Image	Trail Name	States	Length	Surface	Rating
	Air Line State Park Trail 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	152 reviews
	Assabet River Rail Trail 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	50 reviews
	Blackstone River Greenway 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	99 reviews
	Border to Boston Trail 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	48 reviews
	Bruce Freeman Rail Trail 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	20.1 mi	Asphalt	75 reviews
	Charles River Bike Path 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	16 reviews
	Derry Rail Trail 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	27 reviews
	East Bay Bike Path (RI) 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	126 reviews
	Grand Trunk Trail 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	10 reviews
	Groveland Community Trail 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	2 reviews
	Haggetts Rail Trail 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	5 reviews
	Independence Greenway 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	10 reviews
	Londonderry Rail Trail 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	18 reviews
	Mass Central Rail Trail 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	95 reviews
	Mattapoisett Rail Trail The Mattapoisett Rail Trail, when completed, aims to connect the towns of Fairhaven, Mattapoisett, and Marion through 23 miles of connected bikeways. Section 1 of the Mattapoisett Rail Trail stretches...	MA	1.9 mi	Asphalt, Boardwalk	4 reviews
	Medfield Rail Trail 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	2 reviews
	Middleton Rail Trail 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	3 reviews
	Mine Falls Park Trails 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	12 reviews
	Minuteman Commuter Bikeway Closure Notice: The Minuteman Commuter Bikeway is experiencing weekday closures between Bow St. and Maple St. through Spring 2026, but the trail will remain open during weekend hours. For many...	MA	10.1 mi	Asphalt	51 reviews
	Nashua River Rail Trail 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	162 reviews

Accordion

Neponset River Greenway 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	9.2 mi	Asphalt	16 reviews
Phenix-Harris Riverwalk 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	3 reviews
Province Lands Bike Trail Constructed in 1967, the Province Lands Bike Trail is the first bike trail ever built by the National Park Service. The trail, located at the northern tip of Cape Cod, features steep hills, sharp...	MA	7.6 mi	Asphalt	15 reviews
Quinebaug Valley Rail Trail 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	6 reviews
South Spencer Rail Trail 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	5 reviews
Ten Mile River Greenway 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	11 reviews
Upper Charles Trail 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	40 reviews
Washington Secondary Bike Path 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	57 reviews
Westville Lake Community Trail 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	1 reviews
Whitney Spur Rail Trail 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	5 reviews
Windham Rail Trail 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	49 reviews
Arkwright Riverwalk 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	3 reviews
Burrillville Bike Path 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	4 reviews
Marblehead Rail-Trail 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	23 reviews
Mason Railroad Trail The Mason Railroad Trail runs for nearly 7 miles from near the New HampshireMassachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...	NH	6.7 mi	Ballast, Gravel, Sand	19 reviews
Narrow-Gauge Rail-Trail Although the Narrow-Gauge Rail Trail traces New England’s first narrow-gauge railroad for 3 miles from Bedford toward Billerica, the mostly crushed-stone path is now plenty wide enough to accommodate...	MA	3 mi	Asphalt, Crushed Stone, Dirt	22 reviews
North Central Pathway 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	27 reviews
Northern Strand Community Trail 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	24 reviews
Putnam River Trail 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	8 reviews
Reformatory Branch Trail 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	18 reviews
Rockingham Recreational Rail Trail (Fremont Branch) 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	16 reviews
Southern New England Trunkline Trail 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	67 reviews
Squannacook River Rail Trail 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	3 reviews
Tri-Community Greenway 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	3 reviews
Brookline Rail Trail 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	1 reviews
Granite Town Rail-Trail 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	4 reviews
Martin H. Burns Wildlife Management Area Trail 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	11 reviews
Moosup Valley State Park Trail 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	36 reviews

Recent Trail Reviews

Moosup Valley State Park Trail

Lovely trail

August, 2026 by amygallatin

We rode this trail yesterday from the parking lot at Dunkin' Donuts in Moosup all the way to the Rhode Island border. The surface alternates between paved and stone dust/fine gravel and is very well maintained throughout. You can see where dirt bikes would have access coming through the trees down some of the steep banks but we did not see any, unlike the situation that other reviews have mentioned. Perhaps reinforcing an unfortunate state stereotype, immediately upon crossing over into Rhode Island where it is then called The Trestle Trail, after about 6 miles, the trail deteriorates significantly into a dirt trail and likely would be fairly muddy when wet with lots of deep puddles. I also noticed an immediate onslaught of bugs which was interesting. We turned around at this point as we only wanted to ride the Connecticut portion. I was very curious after reading all the reviews over the years about how bad this trail used to be. If you're looking for solitude this is your trail, as opposed to many of the Connecticut trails to the West. We maybe saw five or six people for our entire ride. The guy who owns the house in the quarry is super friendly, as is his German Shepherd Fiona, and offered us water since the day was fairly hot after seeing us from his porch. I highly recommend this trail if you're looking for a quiet, shorter 12-mile round trip ride. Only downside: zero porta potties along the route. You can hit the Dunkin' Do restroom before and after the ride.

East Bay Bike Path (RI)

Beautiful Views !

August, 2026 by jbromano1963

We rode this August 6th 2026, started at 66 veterans memorial parkway instead of India point park ! SO much better. No porta potty’s anywhere to be seen, stopped at the stop and shop for Bathrooms ! Trails were great, although not used to having Bicycles stay Right and runners and walkers to the left… kind of Chaotic at times even mid week mornings Overall a great day !

Methuen Rail Trail

Important future connection

August, 2026 by dh7yh9mwbz

Pretty nice, short portion of paved trail. I parked at IHOP to check it out, lots of parking. Methuen did a good job with their section, now is time for Lawrence and Salem to pave their sections to connect with Windham and Derry. With just this one section finished it is likely only locals that currently use it but it will be great when it is part of the larger network.

Accordion

Londonderry Rail Trail

Good piece to larger network

August, 2026 by dh7yh9mwbz

I have ridden the Methuen/Salem/Windham/Derry links of this former rail line and today did this section. It is flat, nicely paved with good parking options, traveling through some suburban and commercial stretches, a few wooded areas, even past a former reservoir but is mostly uninteresting. However, when the missing pieces are connected, and the embarrassingly poor Salem section is finally paved it will be great to travel all the way from the Lawrence, MA line to at least Manchester airport and then hopefully on to Lebanon some day.

Mass Central Rail Trail

Hadley to EastHampton- Norwottuck Rail Trail

August, 2026 by jlwinetrout

Beautiful 1st ride on the Norwottuck Rail Trail. We parked at the Marshalls in Hadley (trail starts right behind the building) and road a little over 10 miles into EastHampton and back. It was a very easy ride (my 1st ride of this length) on asphalt.

World War II Veterans Memorial Trail/Norton Rail-Trail

Fantastic trail!

August, 2026 by nrr2xdb5j4

I rode round trip from Mansfield to Norton which was 14 miles. It’s an absolutely beautiful trail, perfect for solo riders, couples, and families. Crossings are well marked and vehicles tend to stop immediately. Kids and adults might enjoy a detour to the airport in Mansfield. And ending in downtown Mansfield provides opportunity for a snack or beverage as there are several options readily available.

Nashua River Rail Trail

Nice but bumpy

July, 2026 by ellenkillam

I haven't been on this trail for a few years so was disappointed to find there is still an issue with bumps from tree roots and small sink holes. I did not do the entire trail because of this. It is too bad because it is a nice trail.

Old Eastern Marsh Trail

Beautiful experience

July, 2026 by 62lark

Rode this trail today (7/17/26) in combination with several other adjacent trails. Smooth, well-paved, lots of rest stops, beautiful marsh lands, continued onto the Clipper City trail at the southern end in Newburyport. One of the nicest trails I've ridden.

Clipper City Rail Trail

Loop completed

July, 2026 by 62lark

Outstanding trail wandering through Newburyport, great mix of quiet woods and urban setting. The Trail has been completed to include the piece from the cemetery to the train station, making the entire route complete. Wonderful experience today!

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.

Needham Rail Trail

Quiet and well maintained

July, 2026 by jobu1138

It was a warm summer day. We were one of two cars in the almost empty trailhead parking lot. The trail was cool and mostly in the late afternoon shade. There was enough space to ride bikes next to each other or walk 3 across. The gravel is not so deep as to slow you down. We saw two deer meander through a field. A great time was had by all.

Province Lands Bike Trail

Loved the day! This trail rates as one as one of the tops!

July, 2026 by symptom07.trialed

Parked at Herring Cove Beach for free with our America the beautiful Senior lifetime pass. What an amazing trail! We got an early start so we did not encounter very many people at all. It was a brilliant cool summer morning on a beautiful trail. Up there as one of the best trails we’ve ever done and we ride all over the country. Of course we wouldn’t do it if we didn’t have an E bike being seniors, but it was a piece of cake. Beautiful scenery ranging from sand dunes to deep forest! 12.6 miles total for the day with a few side trips. We later took our chairs to the beach at the opposite end of the parking lot and watched seals playing and the tide go out for an amazing day. I would put pictures up, but it seems very difficult to get a picture on this site. Don’t miss this one!

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