Find the top rated trails in Windham, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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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...
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...
Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the...
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,...
The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak...
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...
The Ten Mile River Greenway follows the winding course for 3 miles along the James Turner Reservoir (Ten Mile River). Though short, the trail is quite scenic and runs between the Kimberly Ann Rock...
Rhode Island's best-known rail-trail, the East Bay Bicycle Path, hugs the shores of Narragansett Bay, from Bristol in the south and north to India Point Park in Providence. The 14-mile paved path...
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...
Named for the late state senator who spearheaded development of the trail, the William C. O'Neill Bike Path (a.k.a. South County Bike Path) follows the route of the former Narragansett Pier Railroad,...
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...
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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....
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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...
The Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end, the trail extends to the...
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...
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...
The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an...
The Washington Secondary Bike Path actually comprises four trails along an old Hartford, Providence, & Fishkill Railroad corridor. Together, the Cranston Bike Path, Warwick Bike Path, West Warwick...
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30. The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks...
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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...
The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an...
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...
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...
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...
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...
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...
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...
The Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end, the trail extends to the...
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...
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...
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...
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...
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...
The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak...
Named for the late state senator who spearheaded development of the trail, the William C. O'Neill Bike Path (a.k.a. South County Bike Path) follows the route of the former Narragansett Pier Railroad,...
The Ten Mile River Greenway follows the winding course for 3 miles along the James Turner Reservoir (Ten Mile River). Though short, the trail is quite scenic and runs between the Kimberly Ann Rock...
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...
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...
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...
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...
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...
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...
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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...
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...
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...
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...
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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...
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...
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....
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...
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...
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...
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...
The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A...
Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the...
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,...
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...
Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse...
Rhode Island's best-known rail-trail, the East Bay Bicycle Path, hugs the shores of Narragansett Bay, from Bristol in the south and north to India Point Park in Providence. The 14-mile paved path...
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....
The last 1/2 mile of final surfacing from the Route 6 bridges to King Road is done, and a nice job too!
Windham hopes to have the bridge over the Willimantic River and that section out to bid in the spring of 2018.
This is a lovely quiet running trail with a smooth, wide, soft dirt surface. Park in the lot off of Thomas Street and then run - it's a slight incline going up that you don't notice until you turn around and come back and are cooking. An absolutely beautiful run through the forest and next to water!! No dogs allowed in some sections so leave the pupper at home.
While there are portions of the frail where dogs are not allowed there are other portions where you CAN bring your dog. The area of the trail between Barre and Rutland is dog friendly. From the parking lot off of Rt. 140 in West Boylston you can bring a dog about half way up that portion of the trail. The dog walking portion is about a mile and a half each way.
Rode his trail on 10/2/17 from 122 up to 2A and back. I agree with the prior post in a sense that it is a tough trial to ride on anything but a mountain bike. There is a lot of sand, especially in the northern areas. I’m in pretty good shape but my muscles were screaming too.
On the other hand there is some nice scenery. I did it it’s out of my system. Glad I did but I’ll not ride it again. But it was a good workout.
Hi All,
Southington, CT "Really Gets It" as this trail passes thru their town. Lots of : Parking, Picnic Tables. Restaurants, A Drinking Fountain & Portapotties. Probably a bit of pride.
Rock & Roll!
Russ C
Hi All,
Per "Record Journal" Newspaper New Section of "Farmington Canal Heritage Rail Trail" (Curtiss St & Kane St) to Lazy Lane. Happy Trails, RVC (tn) "Zenith"
The improved section of the trail has been extended further at the Holliston end. There is now an nice packed stone dust surface starting across the street from the Sam Placentino school in Holliston and running all the way to the paved portion that starts at the Milford town line.
I had a great time riding this trail last Sunday. I started in Pomfret from the old railroad station parking lot on Railroad Street.
I rode 7.5 miles, then reached a very long section which was covered in rocks that were sharp edged, about 1 1/2inches on a side. I took a break and enjoyed the view over the wetland area there. I was just able to ride over that rocky section on my cross bike, but it was a rough and uncomfortable ride. It went on for around three miles!!
I'm curious to know why this one section is prepared so differently from the rest of the trail.
I rated the Air Line trail a 4 of 5 stars. When I previewed my review, it showed more like 15 stars. Why is that?
The 0.65 mi. extension of the trail from Curtis St. to Lazy Lane is now open although the connection from the old end of the trail at Curtis St. still requires crossing a tricky intersection. Lazy Lane is now the best place to start in Southington as there is a big new parking lot and that location provides easy access to and from Rt. 10 off the I-84 Queen Street exit. It is now 8.5 miles of continuous very well paved and completely off road trail from Lazy Lane in Southington to Rt.68 (West Main St.) in Cheshire. If you take the short .75 mile ride down Willow St. off of West Main St. to the Cornwall St. entrance of the trail you can get back off road very quickly. I rode the first .75 mile section of the trail south from Cornwall St. to Higgins Road to make it a nice 10 mile one way trek from Lazy Lane but I was surprised to see how many cracks there were on this part of the trail. They were all pretty much filled in but since they are very frequent and extend completely across the trail it was not very comfortable riding for a road bike. In contrast I don't recall seeing a single divot on the 8.5 mile section from Lazy Lane to Rt. 68. Another interesting aspect of this 10 mile section of the trail is that the first 4 miles headed south provides no shade at all in the September mid-afternoon and then the next 6 miles starting at about Rt. 322 is almost completely shaded. On a nice mid-70's afternoon that lack of shade in the beginning was actually very comfortable but I imagine it is kind of hot on a mid-summer afternoon. The contrast between the 2 sections of this 10 mile route makes for a great ride as those changes also parallel the route starting urban and turning almost rural by route end.
Was searching high and low for a long trail like this for long runs. Went here for the first time this past weekend and it completely surpassed any expectations I had. Everyone was super friendly! The views were amazing. Will be even more beautiful in the fall. Can't wait to keep running here and bringing my dog along as well!
What a difference a year makes. I reviewed this trail back in June 2016 with only nice things to say. The ride has nice views along the Blackstone River. The few bumps that I encountered last year has definitely increased. The only work done on these very large bumps is spray paint them so you see them before you get injured by hitting them. I found that the area with the biggest problems are between the 2 overpasses (rt116 and rt146). But they are really everywhere.
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