Find the top rated bike trails in Windham, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.
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...
Where a trolley once ran, now you can too on the south bank of the Mattabessett River. The electrified trolley shuttled passengers from Berlin to Middletown and beyond. The smooth blacktop and an easy...
At the turn of the 20th century, Groton & Stonington Railway Company began to move passengers between Groton to Mystic via electric trolleys. But in 25 years, the line had been discontinued due to...
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. Due...
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...
The Hartford Riverwalk is a charming network of paved pathways for cyclists and pedestrians that runs along the banks of the Connecticut River through the state capital. The trail provides an off-road...
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 Quinnipiac River Gorge Trail is a 1.3-mile rail-trail in Meridan, Connecticut. The trail occupies the former railbed of the Meriden, Waterbury & Connecticut River Railroad, a 17-mile line which...
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...
The Charter Oak Greenway offers more than 16 miles of paved pathway through Hartford and its eastern suburbs. At first glance, the trail looks as if it is simply a highway side path, but the journey...
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 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...
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....
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...
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....
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 Windsor River Trail is a paved trail along the Connecticut River in Windsor Meadows State Park. The trail begins at the state park’s parking lot on E Barber St. The Captain John Bissell 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...
Coming in at just under 3 miles, the Sue Grossman Still River Greenway is anchored by the towns of Winchester to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck...
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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 Quinebaug River Trail exists in two segments in northwest Connecticut. The northern section parallels Park Road and Tracy Road for about 2 miles in an industrial section of Putnam with few trail...
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 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...
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...
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...
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...
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...
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...
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...
The Quinnipiac River Gorge Trail is a 1.3-mile rail-trail in Meridan, Connecticut. The trail occupies the former railbed of the Meriden, Waterbury & Connecticut River Railroad, a 17-mile line which...
The Windsor River Trail is a paved trail along the Connecticut River in Windsor Meadows State Park. The trail begins at the state park’s parking lot on E Barber St. The Captain John Bissell Trail,...
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. Due...
Riverpoint Park sits nestled into a bend of the Pawtuxet River in West Warwick, Rhode Island. The park accommodates the 400-ft arboretum which leads to 1.3-mile riverside path known as the Senator...
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...
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 Middlebury Greenway provides a paved, off-road option for a self-propelled journey across suburban Middlebury. The trail touches on several business districts and parks, ending at an amusement...
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,...
At the turn of the 20th century, Groton & Stonington Railway Company began to move passengers between Groton to Mystic via electric trolleys. But in 25 years, the line had been discontinued due to...
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 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...
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...
Where a trolley once ran, now you can too on the south bank of the Mattabessett River. The electrified trolley shuttled passengers from Berlin to Middletown and beyond. The smooth blacktop and an easy...
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...
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...
The Hanover Pond Trail is a mile-long rail-trail in Meriden, Connecticut offering scenic natural escape combined with historical exploration. The smooth asphalt trail is open to a diverse range of...
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...
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 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 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....
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...
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...
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...
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...
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...
Riverpoint Park sits nestled into a bend of the Pawtuxet River in West Warwick, Rhode Island. The park accommodates the 400-ft arboretum which leads to 1.3-mile riverside path known as the Senator...
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. Currently, nearly 40 miles from Boston to Northampton...
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...
The Qunnipiac Linear Trail is an easy multipurpose path in Wallingford, Connecticut. The trail skirts Community Lake while traveling a heavily wooded corridor along the Quinnipiac River. It is one of...
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...
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....
My wife and I rode this trail on 5/30/20, riding about 28 miles in all in a circle that also featured the Farmington Canal Trail. There are a number of different sections to this ride you need to be aware of before you go. We started at the parking lot on Red Oak Road, near the start. The first part of the trail, heading Northwest, runs on a very pretty course alongside the Farmington River, with lots of water views. Very scenic. There are several small towns along the way...in particular, Collinsville has a nice little downtown with places to eat, and places to stop with picnic tables alongside the river. The route then proceeds back East, until you get to the intersection with Route 202/44/Albany Turnpike. There is then some riding along regular roads: Lawton, Notch, West Mountain. The roads are basically flat with good sight lines, not difficult if you're an experienced rider (I wouldn't take kids on this section). Off of West Mountain, you'll find an entrance (a little hard to spot, there was a temporary sign there) to a hard packed dirt/cinder trail that proceeds for a short distance. It ends, and then following the markings on the road, you'll again ride on-road (Town Forest Road) again for a short distance, at which point you'll pick up another dirt/cinder trail (Stratton Brook State Park Trail) which ends at Brushy Hill Road. Cross Route 309/Farms Village Road and on the other side of the street is a paved trail that takes you down to Simsbury, where you pick up the Farmington Canal Trail south that takes you back to the Red Oak parking lot. Be aware that there are some varied signs/directions as you ride through Avon that take you behind offices etc. in a confusing way...I guess they didn't have the room to just cut the trail straight through. But soon you'll be back on the conventional trail. But as for the ride:
What's nice about this ride was its diversity: the section along the river, some riding on country roads, the dirt/cinder path through the woods, and the more conventional trail from Simsbury south. Lots of places to stop and eat (especially Simsbury), many trail parking lots, we saw a lot of bathroom options . We know the Farmington Canal Trail well, were glad to discover this very nice connected option! Definitely check out the map at their website before you go. One more thing: we used our road bikes, and we were able to navigate the short dirt sections pretty easily...you don't need a mountain bike just for that.
.....if you have a toddler tagging along. Very noisy as it’s right next to the freeway..
Road this trail and found it in good condition. I had hybrid 1.95 tires on my bike. There are several road crossings that require careful attention. The trail was being well used which is great to see. I road it from the Hop River trail junction to its end in Rockville. 4.2 miles and a grade of mostly up made it a good test for a fast ride. Watch for fast cars at the crossings.
I road the entire nearly six mile trail today. The scenery was beautiful and the water views gorgeous, if you could look away from the trail surface. The asphalt is tired, cracked and roots cross it in many locations. I road a street bike with narrow tires which was a mistake. The trail surface is better suited to MT bike or larger tires.
I started at the southern end. Follow along the east side of the factory building to the newly refurbished parking lot with picnic tables. Then the trail goes north to the intersection with Route 190. Turn west to get to Route 159 and back track over the CT River to see the whole trail. At 14 MPH, I need to get my fillings replaced due to the rough surface. The CT Parks Division needs to put this trail on the rehab list. Despite my complaints, it's a pretty trail in need of work.
I started the trail with the hopes of finishing the entire thing by walking. The current construction on the Franklin portion of the trail made that very difficult to do. Furthermore, it is labeled decently enough through Franklin, portions of Bellingham and Blackstone, and then again once you reach Douglas State Forest. However, there are many miles that are unclear and involve walking through towns and near the highway. Trail maps also occasionally led us in the wrong direction. This trail was extremely difficult due primarily to the vague instruction. Some sections were very nice, but I don’t think it’s worth doing it in it’s entirety.
Really like this trail. It’s well maintained, views are great. Love ending the ride with a picnic lunch at Colt State Park overlooking the ocean.
Clean, gravel trail right near downtown Hopkinton. Perfect for bikes, kids and strollers. Longer trail, but many small dirt paths along the route for more nature style walking. My 20 month old loves exploring here. The only con is the parking.. there is none unless you enter by loop road (behind Hopkins school by the fields).
Decent trail.. gets quite busy. To many people constantly stopping on trail . Biking is tough there on a busy day. Better in early morning or evening.
Section of the trail at Bull Hill Road is closed as well as the parking lot at this location. No information regarding why this section is closed or for how long. Would be nice if a brief sign could be posted to let users know if work is being done and how long the closure is projected to be. A lot of disappointed people driving and biking here; only to be turned around.
This trail may closed for a period of time which may change due to raptor nesting. You don't find out till you get there. You can also take the new path over the river to connect to Route 190 East to the shopping area, there are no signs telling you which way to go once you cross the Ct River
Work on extending the Columbia Greenway Rail Trail is beginning at Main Street in Westfield. It is now 2.4 miles long and any extension will be greatly appreciated. The downtown extension insures that the new section will be heavily used. The rest of the trail is in excellent condition.
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