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Windham, CT Running Trails and Maps

1354 Reviews

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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Activities
Length
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Type
60 Results
Activities
Length
Surfaces
Type

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

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

Bloomfield Greenway Multi-Use Trail
1.8 mi
State: CT
Asphalt

Branford Trolley Trail
0.6 mi
State: CT
Concrete, Crushed Stone, Gravel

Center Trail
0.6 mi
State: MA
Crushed Stone

Chicopee River Canal Rail Trail
0.21 mi
State: MA
Asphalt

Columbia Greenway Rail Trail
2.4 mi
State: MA
Asphalt

East Bay Bike Path (RI)
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

Hanover Pond Trail

1 mi
State: CT
Asphalt

Hartford Riverwalk
1.7 mi
State: CT
Asphalt

Hop River State Park Trail
20 mi
State: CT
Crushed Stone

Manhan Rail Trail
6 mi
State: MA
Asphalt

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

Mattabassett Trolley Trail

2.9 mi
State: CT
Asphalt

Phenix-Harris Riverwalk
0.3 mi
State: RI
Dirt

Quinebaug River Trail
4.8 mi
State: CT
Asphalt

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

Quinnipiac River Gorge Trail
1.3 mi
State: CT
Asphalt

Quonset Point Bike Path
2.5 mi
State: RI
Asphalt

Redstone Rail Trail
1.4 mi
State: MA
Asphalt

South Spencer Rail Trail
1.62 mi
State: MA
Crushed Stone

Southwick Rail Trail
6.5 mi
State: MA
Asphalt

Sue Grossman Still River Greenway
3.4 mi
State: CT
Asphalt

Ten Mile River Greenway
3 mi
State: RI
Asphalt

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

Warren Bike Path
0.9 mi
State: RI
Asphalt

Washington Secondary Bike Path
19.2 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 River Trail

0.8 mi
State: CT
Asphalt

Burrillville Bike Path
1.2 mi
State: RI
Asphalt

CTfastrak Multi-Use Trail
4.4 mi
State: CT
Asphalt, Concrete

Captain John Bissell Trail
4.5 mi
State: CT
Asphalt

Charter Oak Greenway
16.6 mi
State: CT
Asphalt

Cheney Rail Trail
1.7 mi
State: CT
Crushed Stone

Connecticut Riverwalk and Bikeway
5.4 mi
State: MA
Asphalt

G & S Trolley trail
1.6 mi
State: CT
Asphalt, Crushed Stone

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

JAYCEE Arboretum & Senator Roch Riverwalk
1.3 mi
State: RI
Asphalt, Dirt, Gravel

Larkin State Park Trail
10.8 mi
State: CT
Cinder, Crushed Stone, Dirt, Gravel

Middlebury Greenway
4.5 mi
State: CT
Asphalt

Niantic Bay Boardwalk
1.1 mi
State: CT
Boardwalk, Concrete, Gravel

Putnam River Trail
2 mi
State: CT
Asphalt

Quinnipiac Linear Trail

2.1 mi
State: CT
Asphalt, Gravel

Shoreline Greenway Trail
4.1 mi
State: CT
Crushed Stone, Dirt

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

Stillwater Scenic Walkway
1 mi
State: RI
Crushed Stone, Dirt

Vernon Rails-to-Trails (Hop River State Park Rockville Spur)
4.2 mi
State: CT
Crushed Stone, Dirt

Windsor Locks Canal State Park Trail
5.4 mi
State: CT
Asphalt

Arkwright Riverwalk
0.8 mi
State: RI
Dirt, Woodchips

Stratton Brook State Park Trail
1.2 mi
State: CT
Asphalt, Cinder, Crushed Stone

Ware River Rail-Trail
12 mi
State: MA
Ballast, Dirt, Grass, Gravel

Moosup Valley State Park Trail
5.8 mi
State: CT
Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand

Naugatuck River Greenway
7.4 mi
State: CT
Asphalt

Trolley Trail (CT)
0.75 mi
State: CT
Asphalt

Middletown Westlake Area Bikeway

2.2 mi
State: CT
Asphalt

URI Bike Path
2 mi
State: RI
Asphalt
Trail Image Trail Name States Length Surface Rating
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 54.7 mi Ballast, Crushed Stone, Dirt, Gravel
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 29.9 mi Asphalt, Boardwalk, Crushed Stone, Dirt
Bloomfield Greenway Multi-Use Trail is 1.8 miles between Bloomfield and Simsbury. The trail is envisioned to someday act as a connector between the City of Hartford and the Farmington Canal Heritage...
 CT 1.8 mi Asphalt
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
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
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
The Columbia Greenway Rail Trail offers just over 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts. The trail runs from the Westfield River south towards Main...
 MA 2.4 mi Asphalt
Closure Notice: The Barrington River and Palmer River bridges have been closed due to structural problems since 2019. Detour signs are in place around this closure. Please see RIDOT or RI.gov for more...
 RI 14.3 mi Asphalt
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
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
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
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...
 CT 1 mi Asphalt
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...
 CT 1.7 mi Asphalt
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
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...
 MA 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. Currently, nearly 60 miles from Boston to Northampton...
 MA 59 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
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...
 CT 2.9 mi Asphalt
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 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...
 CT 4.8 mi Asphalt
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
Accordion
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...
 CT 1.3 mi Asphalt
Beginning from Calf Pasture Point Beach, the Quonset Point Bike Path offers a short-but-sweet path across North Kingstown on Rhode Island's eastern coastline. The 2.5-mile paved pathway is ideal for...
 RI 2.5 mi Asphalt
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
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
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
Just over 3 miles long, the Sue Grossman Still River Greenway is anchored by Winsted to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck Division of the New York,...
 CT 3.4 mi Asphalt
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
The developing Upper Charles Trail will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton along a former railroad bed. As of 2018,...
 MA 13.2 mi Asphalt, Crushed Stone
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
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
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
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
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,...
 CT 0.8 mi Asphalt
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
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
The Bissell name looms large in this part of New England, and has been immortalized in multiple ways, including the Bissell Ferry, the Bissell Memorial Bridge and now, the Captain John Bissell trail,...
 CT 4.5 mi Asphalt
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...
 CT 16.6 mi Asphalt
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
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
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...
 CT 1.6 mi Asphalt, Crushed Stone
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 6.8 mi Crushed Stone, Dirt, Gravel
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...
 RI 1.3 mi Asphalt, Dirt, Gravel
The Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. The rail-trail follows the route of the New York & New England...
 CT 10.8 mi Cinder, Crushed Stone, Dirt, Gravel
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...
 CT 4.5 mi Asphalt
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
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 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...
 CT 2.1 mi Asphalt, Gravel
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 4.1 mi Crushed Stone, Dirt
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 22 mi Asphalt, Ballast, Crushed Stone
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
The Rockville Spur, a section of Vernon Rails-to-Trails, is a stone-dust rail-trail stretching 4.2 miles into the heart of historical Rockville. The trail begins on Warren Avenue in Vernon, but you’ll...
 CT 4.2 mi Crushed Stone, Dirt
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...
 CT 5.4 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
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
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
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
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 7 miles. The...
 CT 7.4 mi Asphalt
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
Over 2 miles from start to finish, this U-shaped trail meets both the commuting and the recreational needs of local residents in Middletown. The trail begins on Middle St, marked by a trailhead with a...
 CT 2.2 mi Asphalt
The URI (University of Rhode Island) Bike Path provides a safe conduit for students, faculty and staff to commute to and from school via the William C. O'Neill Bike Path. The asphalt, two-lane path...
 RI 2 mi Asphalt

Recent Trail Reviews

Bloomfield Greenway Multi-Use Trail

Extension to Tariffville is complete

November, 2023 by bcgp

A sidepath has been constructed adjacent to Route 189 to Main St in Tariffville. Trail is now about 3 miles long. It will be designated as part of the East Coast Greenway and is visible on Google Street View.

read more …

Farmington River Trail

Farmington River Trail

November, 2023 by thejake91739

After reading many of the mixed reviews for this trail on TrailLink, I decided to keep my ride short but sweet by restricting it to what seemed to be the most picturesque - the portion between the historic Unionville train depot and the Riverside Nursery and Garden Center in Collinsville.

This part of the trail contains breathtaking views of the officially deemed wild and scenic Farmington River. In addition, since I did this in mid October, the river was a perfect reflecting glass for the amazing fall colors.

My ride was only a total of twelve miles out and back, but I now have the most perfect photos, videos, and memories of this Connecticut treasure!

The bike ride is easy and mostly flat with lots of locals getting their steps in and exercising their dogs. Surprisingly, I only encountered two other bicyclists on my early weekday morning ride.



read more …

East Bay Bike Path (RI)

East Bay Bike Path

November, 2023 by thejake91739

This bike path between Bristol and India Park in Providence was just what I had hoped for: picturesque views, charming towns and homes, beautiful foliage, and friendly people of all ages!

In addition, there were a few surprises. I discovered that this path is a definite paradise for bird lovers. It even passes right by an Audubon Nature Center accessible by the path! There were also many interesting historical aspects such as the Pomham Rocks Lighthouse, remnants of the old railroad, and the Squantum Association mansion. The best surprise and highlight for me was the Spooky Bottom Scenic Dock. Don't skip or miss this! I barely noticed the small sign for it. It's not spooky, and it's not a dock. It's a pier that will take you out into the bay for awesome views of the causeway, bay, and the Providence skyline including the state capital's green dome!

This path is obviously extremely popular with the community: walkers, joggers, bikers, dog walkers, and many parents pushing strollers. Also, I have never seen so many students on their way to school utilizing a path like this on their bikes. I must have seen at least thirty. That's a testament to the safety of the surrounding neighborhood and community!

I drove all the way from California to experience this trail, and I'm so glad I did. I've ridden my bike in forty-nine of our fifty states, and I definitely put this Hall of Fame trail in my top five favorites! A+, state of Rhode Island!

read more …
Accordion

Air Line State Park Trail

Hard packed surface

October, 2023 by sbridges7272

We love biking the Airline and have used non electric hybrid bikes as well as e-bikes. Both work well. On 10/28/2023 we biked the section from Willimantic parking at the Connecticut Eastern Railroad Museum area and pedaled to Rt. 207 Lebanon Rd, Amston, CT. FYI, we're in our 60s and encountered no difficulties with the terrain.

read more …

Washington Secondary Bike Path

The path is nice and cool in the summer due to lots of shade. Much of it has large sections of big tree roots, though.

October, 2023 by csebetes

The path is nice and cool in the summer due to lots of shade. Much of it has large sections of big tree roots, though.

read more …

CTfastrak Multi-Use Trail

very quiet road

October, 2023 by cvt5szrnsg

Nice quiet ride to take time to enjoy these beautiful days.

read more …

West Warwick Riverwalk

Abandoned Trail

September, 2023 by ahmadlatif9504

This trail is pretty much abandoned and mislabeled in the site description.
I went here expecting it to be asphalt like it says in the description, I intended to rollerblade it. Instead, I decided to walk it. The path is dirt and very much abandoned. It would be a very nice path after some updates and repair. It still gave a very nice view of the waterfall at the end of the path.

read more …

William C. O'Neill Bike Path

Beautiful and Shaded

September, 2023 by 2k7cgws6nh

Gorgeous and very well kept trail. Very shady! We started at the Amtrak Station. Beautiful ride all the way to the end. Took the left at the end down to The Towers and Narragansett Beach. We had wonderful lunch at the Coast Guard House. Great view! Helps to have a reservation but we were able to get in.

read more …

Southern New England Trunkline Trail

Beautiful Trail

September, 2023 by robynkeys

We biked the trail today from Franklin and although it was a beautiful ride through the forest, our trip ended at the 4 mile mark because the path turned into a single lane rocky/sandy pathway. We traveled it briefly but it was not doable. It’s frustrating after reading from several apps and websites that it did not mention this. They all state it’s a 22 mile ride. Still had fun. Love getting out on our bikes!

read more …

East Bay Bike Path (RI)

detour and bridge under construction

August, 2023 by lslmiller

Southeast of Barrington bridge under construction. Detour signs

read more …

CTfastrak Multi-Use Trail

Good for transportation and exercise, not all that scenic

August, 2023 by sjwang40

I think folks have to temper their expectations. This isn't the Farmington Canal Trail and isn't trying to be. This is a nice, well paved track for exercise and actual transportation. It provides a bike link from Newington and the southern end of West Hartford to downtown New Britain that previously didn't exist. For that I'm super happy. West Hartford has a decent bike network that connects into Hartford, so now there is a semi-cohesive bike network that spans from downtown Hartford all the way to New Britain with stops in between. New Britain is booming (by New Britain standards) so there's actually a lot to visit at the end of the trail, like the art museum, breweries, restaurants, etc. I wish the Multi-Use Trail extended all the way to the Elmwood or even Hartford stops, but it's useful the way it is now. It's not all that scenic but there's still a decent amount of greenery and it's pleasant to ride. It's next to the busway and train tracks, but the train is relatively far away, and the buses are not noisy or especially polluting (they are hybrids).

read more …

Columbia Greenway Rail Trail

awesomeness!!!

August, 2023 by lexibug73

So amazing to be back on our bikes again. The hubby and I tried this trail for our first with our new bikes. Smooth ride… great views over the Westfield River. Definitely one to try when going out for your first ride!

read more …
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Explore by Activity

ATV
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