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Windham Running Trails and Maps

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Looking for the best Running trails around Windham?

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

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Name
Length

Air Line State Park Trail

54.6 mi

State: CT

Ballast, Dirt, Gravel

Arkwright Riverwalk

0.8 mi

State: RI

Dirt, Woodchips

Blackstone River Greenway (MA)

3 mi

State: MA

Asphalt

Blackstone River Greenway (RI)

11.8 mi

State: RI

Asphalt

Blackstone River and Canal Heritage State Park Trail

3.5 mi

State: MA

Dirt

Branford Trolley Trail

0.6 mi

State: CT

Concrete, Crushed Stone, Gravel

Burrillville Bike Path

1.2 mi

State: RI

Asphalt

CTfastrak Multi-Use Trail

4.4 mi

State: CT

Asphalt, Concrete

Center Trail

0.6 mi

State: MA

Crushed Stone

Charter Oak Greenway

13.4 mi

State: CT

Asphalt

Cheney Rail Trail

1.7 mi

State: CT

Crushed Stone

Chicopee River Canal Rail Trail

0.21 mi

State: MA

Asphalt

Columbia Greenway Rail Trail

2.4 mi

State: MA

Asphalt

Connecticut Riverwalk and Bikeway

5.4 mi

State: MA

Asphalt

East Bay Bike Path

14.3 mi

State: RI

Asphalt

Farmington Canal Heritage Trail

48.3 mi

State: CT

Asphalt

Farmington River Trail

16.5 mi

State: CT

Asphalt, Crushed Stone

Fred Lippitt Woonasquatucket River Greenway

6.8 mi

State: RI

Asphalt

Grand Trunk Trail

6.2 mi

State: MA

Crushed Stone, Dirt, Gravel

Hop River State Park Trail

20 mi

State: CT

Crushed Stone

Accordion

Larkin State Park Trail

10.8 mi

State: CT

Cinder, Crushed Stone, Dirt, Gravel

Manhan Rail Trail

9.6 mi

State: MA

Asphalt

Mass Central Rail Trail

38 mi

State: MA

Crushed Stone, Dirt, Grass

Mass Central Rail Trail (Norwottuck Branch)

10 mi

State: MA

Asphalt

Middlebury Greenway

4.5 mi

State: CT

Asphalt

Moosup Valley State Park Trail

5.8 mi

State: CT

Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand

Naugatuck River Greenway

5.4 mi

State: CT

Asphalt

Niantic Bay Boardwalk

1.1 mi

State: CT

Boardwalk, Concrete, Gravel

Norwottuck Rail-Trail (Francis P. Ryan Section)

4.9 mi

State: MA

Asphalt

Phenix-Harris Riverwalk

0.3 mi

State: RI

Dirt

Putnam River Trail

2 mi

State: CT

Asphalt

Quinebaug River Trail

4.8 mi

State: CT

Asphalt

Quonset Point Bike Path

2.5 mi

State: RI

Asphalt

Redstone Rail Trail

1.4 mi

State: MA

Asphalt

Shoreline Greenway Trail

3.5 mi

State: CT

Crushed Stone, Dirt

South Spencer Rail Trail

1.62 mi

State: MA

Crushed Stone

Southern New England Trunkline Trail

21 mi

State: MA

Asphalt, Ballast, Crushed Stone

Southwick Rail Trail

6.5 mi

State: MA

Asphalt

Stillwater Scenic Walkway

1 mi

State: RI

Crushed Stone, Dirt

Stratton Brook State Park Trail

1.2 mi

State: CT

Asphalt, Cinder, Crushed Stone

Sue Grossman Still River Greenway

2.9 mi

State: CT

Asphalt

Ten Mile River Greenway

3 mi

State: RI

Asphalt

Trolley Trail (CT)

0.75 mi

State: CT

Asphalt

Upper Charles Trail

12.3 mi

State: MA

Asphalt, Crushed Stone

Vernon Rails-to-Trails (Hop River State Park Rockville Spur)

4.2 mi

State: CT

Crushed Stone, Dirt

Ware River Rail-Trail

12 mi

State: MA

Ballast, Dirt, Grass, Gravel

Warren Bike Path

0.9 mi

State: RI

Asphalt

Washington Secondary Bike Path

19.2 mi

State: RI

Asphalt

West Warwick Riverwalk

0.4 mi

State: RI

Asphalt

Westville Lake Community Trail

0.7 mi

State: MA

Crushed Stone

William C. O'Neill Bike Path

7.2 mi

State: RI

Asphalt

Windsor Locks Canal State Park Trail

5.4 mi

State: CT

Asphalt

Trail Image	Trail Name	States	Length	Surface	Rating
	Air Line State Park Trail The Air Line State Park Trail winds nearly 55 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...	CT	54.6 mi	Ballast, Dirt, Gravel	115 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	1 reviews
	Blackstone River Greenway (MA) The Blackstone River Greenway (previously known as the Blackstone River Bikeway) is a 3-mile trail that represents the first open segment of the Massachusetts portion of a pathway that will eventually...	MA	3 mi	Asphalt	7 reviews
	Blackstone River Greenway (RI) The Blackstone River Greenway (previously known as the Blackstone River Bikeway) represents a big undertaking in this tiny state: The 11.8-mile trail running between Woonsocket and the outskirts of...	RI	11.8 mi	Asphalt	55 reviews
	Blackstone River and Canal Heritage State Park Trail The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...	MA	3.5 mi	Dirt	6 reviews
	Branford Trolley Trail The Branford Trolley Trail is essentially a long footbridge occupying an old bridge along the route of an abandoned trolley track. The bridge links nature trails on both sides of the water through a...	CT	0.6 mi	Concrete, Crushed Stone, Gravel	9 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
	CTfastrak Multi-Use Trail 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	3 reviews
	Center Trail The Center Trail runs for less than a mile from Hopkinton's downtown to its high school and middle school, providing a safe route to school for thousands of students. The wooded trail, which once...	MA	0.6 mi	Crushed Stone	0 reviews
	Charter Oak Greenway The paved Charter Oak Greenway rolls more than 13 miles through the tree-covered hills and eastern suburbs of Hartford before crossing the Connecticut River and ending in the capital’s downtown. At...	CT	13.4 mi	Asphalt	18 reviews
	Cheney Rail Trail The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill...	CT	1.7 mi	Crushed Stone	2 reviews
	Chicopee River Canal Rail Trail 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	1 reviews
	Columbia Greenway Rail Trail The Columbia Greenway Rail Trail offers just over 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts. The trail runs from Main Street, across the Great River Bridge...	MA	2.4 mi	Asphalt	7 reviews
	Connecticut Riverwalk and Bikeway The Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...	MA	5.4 mi	Asphalt	12 reviews
	East Bay Bike Path With spectacular maritime views and an abundance of coastal wildlife, the East Bay Bike Path offers a spectacular New England experience. Inducted into the Rail-Trail Hall of Fame in 2009, the route...	RI	14.3 mi	Asphalt	75 reviews
	Farmington Canal Heritage Trail 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	48.3 mi	Asphalt	132 reviews
	Farmington River Trail A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...	CT	16.5 mi	Asphalt, Crushed Stone	34 reviews
	Fred Lippitt Woonasquatucket River Greenway The Fred Lippitt Woonasquatucket River Greenway provides a valuable crosstown connector of nearly 7 miles from downtown Providence to the city’s western neighborhoods and the nearby town of Johnston....	RI	6.8 mi	Asphalt	2 reviews
	Grand Trunk Trail Grand Trunk Trail is part of a larger trail network, the Titanic Rail Trail, which will stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along...	MA	6.2 mi	Crushed Stone, Dirt, Gravel	5 reviews
	Hop River State Park Trail 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	65 reviews

Accordion

Larkin State Park Trail Canopied with deciduous trees for most of its 10.8 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse...	CT	10.8 mi	Cinder, Crushed Stone, Dirt, Gravel	28 reviews
Manhan Rail Trail The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...	MA	9.6 mi	Asphalt	19 reviews
Mass Central Rail Trail A 104-mile rail line was shattered by hurricane in 1938. Today, the corridor is being developed as the Mass Central Rail Trail to be enjoyed by bicyclists, walkers, joggers, and cross-country skiers....	MA	38 mi	Crushed Stone, Dirt, Grass	18 reviews
Mass Central Rail Trail (Norwottuck Branch) Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...	MA	10 mi	Asphalt	48 reviews
Middlebury Greenway The delightful asphalt Middlebury Greenway winds 4.5 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an...	CT	4.5 mi	Asphalt	14 reviews
Moosup Valley State Park Trail This 5.8-mile trail is part of the planned East Coast Greenway, an off-road path that will eventually run from Calais, Maine, to Key West, Florida. The Moosup Valley State Park Trail will connect with...	CT	5.8 mi	Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand	22 reviews
Naugatuck River Greenway The Naugatuck River Greenway will one day span 44 miles from Torrington to Derby in western Connecticut, but is currently open in a few short disconnected segments totaling just over 5 miles. The...	CT	5.4 mi	Asphalt	1 reviews
Niantic Bay Boardwalk Bookended by beaches and offering gorgeous vistas of Niantic Bay, the Niantic Bay Boardwalk is a must-do excursion in the small Connecticut village of Niantic, part of the larger Town of East Lyme....	CT	1.1 mi	Boardwalk, Concrete, Gravel	0 reviews
Norwottuck Rail-Trail (Francis P. Ryan Section) In central Massachusetts, the Norwottuck Rail-Trail (formerly the Northampton Bikeway) runs between New South Street in Northampton and the neighborhood north of Look Memorial Park in Florence....	MA	4.9 mi	Asphalt	12 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
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	5 reviews
Quinebaug River Trail As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...	CT	4.8 mi	Asphalt	5 reviews
Quonset Point Bike Path Quonset Point Bike Path is a fantastic two and a half mile trail. The Quonset Point Bike Path is a part of the beautiful town of North Kingstown.The Quonset Point Bike Path is paved and off road and...	RI	2.5 mi	Asphalt	0 reviews
Redstone Rail Trail The Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...	MA	1.4 mi	Asphalt	5 reviews
Shoreline Greenway Trail When complete, Connecticut's Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...	CT	3.5 mi	Crushed Stone, Dirt	3 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	1 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 mi	Asphalt, Ballast, Crushed Stone	44 reviews
Southwick Rail Trail The Southwick Rail Trail extends from the Massachusetts–Connecticut state line north to the Westfield town line and connects to the Columbia Greenway Rail Trail. Along the way, it travels through...	MA	6.5 mi	Asphalt	35 reviews
Stillwater Scenic Walkway The Stillwater Scenic Walkway is a short trail that follows an old railroad bed between Capron Road and State Route 104 (Farnum Pike) south of Smithfield. The trail passes through a wooded area along...	RI	1 mi	Crushed Stone, Dirt	4 reviews
Stratton Brook State Park Trail 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	3 reviews
Sue Grossman Still River Greenway The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...	CT	2.9 mi	Asphalt	10 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	5 reviews
Trolley Trail (CT) 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	1 reviews
Upper Charles Trail The Upper Charles Trail will one day span more than 20 miles, connecting the communities of Milford, Ashland, Hopkinton, Sherborn and Holliston along a former CSX rail bed. The trail is being...	MA	12.3 mi	Asphalt, Crushed Stone	20 reviews
Vernon Rails-to-Trails (Hop River State Park Rockville Spur) Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns...	CT	4.2 mi	Crushed Stone, Dirt	19 reviews
Ware River Rail-Trail This unpaved state-owned trail is open for public use from Coldbrook to Baldwinville. An on-road detour is necessary through the village of Baldwinville, but the right-of-way is open for public use on...	MA	12 mi	Ballast, Dirt, Grass, Gravel	10 reviews
Warren Bike Path The pleasantly tree-lined Warren Bike Path, built along the former Warren-Fall River Railroad, runs just under a mile from Long Road west to the Kickemuit River. The trail ends in an 18-acre park...	RI	0.9 mi	Asphalt	0 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. The rail-trail, Rhode Island’s longest, follows the former...	RI	19.2 mi	Asphalt	30 reviews
West Warwick Riverwalk The West Warwick Riverwalk is located in a park just behind West Warwick High School and John F. Deering Middle School. The paved trail goes for about a mile north following the Pawtuxet River. A...	RI	0.4 mi	Asphalt	0 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	0 reviews
William C. O'Neill Bike Path Imagine a wealthy 19th-century textile mill owner building an 8-mile railroad to get coal to his plant or products to market, and then adding accommodations to carry vacationers to beach resorts or...	RI	7.2 mi	Asphalt	17 reviews
Windsor Locks Canal State Park Trail Note: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 Locks....	CT	5.4 mi	Asphalt	32 reviews

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Recent Trail Reviews

Burrillville Bike Path

Peaceful, relaxing!

May, 2018 by jimalix54

Yes, the trail is short, but it's very near my home and so great for daily exercise. I'm just beginning to ride my recumbent trike in a serious way, and so I do 3-4 laps every day. It's quiet, peaceful, and very well-maintained.

Upper Charles Trail

Great walking trail

May, 2018 by vito709

Today was the fourth time I walked this trail from holliston walked 2.5 miles and back.

Very easy walking the packed stone and dust pavement. I walk the Henry Hudson trail in NJ nearly every day 5 miles and both these trails provide some of the most interesting sites.

When visiting my family here this provides me a great walk. Wonderful

Larkin State Park Trail

Disappointing; unrideable, even with hybrid bikes

May, 2018 by rsbkeys

We have ridden this trail before, and really enjoyed it, especially the part near the ponds below Oxford Airport. We expected it to be somewhat rough, and we are always willing to walk through particularly wet/mucky areas and to put up with rough stretches. However, the trail has really gotten much worse. After about 2-2.5 miles in, it became extremely sandy/silty, and we could only ride on the narrow edges. Then at about 4 miles in, there was a stream flowing through the whole trail, with nothing but mud and muck; no way to ride through, as it continued as far as we could see, so we had to turn around. End of ride for the day...

Accordion

Sue Grossman Still River Greenway

Love walking

May, 2018 by casiluv1982

I love walking this trail. I have yet to make it to the end with the kids as they get tired we have gone most of the way. I walk there a few times a week with them. They love seeing the turtles in the water. Only thing I dislike is those who dont clean up after their dogs. I have stepped in dog doo on the trail, and alot of those who do clean up throw the colored baggies in the bushes so you always see colored bags oi n the ground and un the tree.if your not going to take the bag with you then leave the pool it will eventually go away your bag on the other hand will go nowhere :(

Upper Charles Trail

A great long trail in very good condition

May, 2018 by davidbornstein302

Rode the trail this morning (a Wednesday). Very light and friendly walkers with few bikers. Trail is in very good condition -- both the gravel portion in Holliston and the paved portion in Milford. Plenty of benches to pull over and rest if you want...but the trail is about as flat as you get so the riding is easy. Will return many times.

Charter Oak Greenway

Bolton Bridge

May, 2018 by gfoote

Looks like the bridge over Rt 6 in Bolton is finally going in. Connection to the Hop River Trail this Summer?

Blackstone River Greenway (MA)

Trash

May, 2018 by jruggieri6568

I’ve been walking the millbury Worcester trail since it opened. It’s so sad what’s become of it. Loaded with trash and broken glass. The trail is now under construction to include a center and lengthening the trail! Why bother if it’s not going to be maintained.

Larkin State Park Trail

Great trail,non -paved

April, 2018 by tuckereb

Just got my new gravel bike and this trail was a perfect bridal (horse) trail ride.Mud ,cinder,dirt and gravel are what you will encounter ,but the high berms,ponds and deep woods experience are worth the trip!

Hop River State Park Trail

beautiful trail

April, 2018 by markhill718

This trail is beautiful in the fall. Well maintained and mostly paved. Its a smooth ride but gets a bit rocky crossing between bolton and vernon. Other than that this trail is amazing. Can be a bit crowded on weekends though

Air Line State Park Trail

Flooded trail

April, 2018 by blueskye

After heavy rain on April 16th, the trail along the Willimantic River is temporarily flooded and impassable,

Washington Secondary Bike Path

hard to find

April, 2018 by fourperch

Hard to find and not well maintained

Fred Lippitt Woonasquatucket River Greenway

The western half of the trail is an easy ride, suitable for kids.

April, 2018 by laurastark

We started our ride in Riverside Park, which has a parking lot, a great playground, and river overlooks. Heading west from there, it's a pleasant trail experience, mostly lined with trees and wildflowers.

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