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Webster, MA Trails and Maps

1434 Reviews

Looking for the best trails around Webster?

Explore the best rated trails in Webster, MA. Whether you're looking for an easy walking trail or a bike trail like the Fresh Pond Bikeway and Upper Charles Trail. With more than 82 trails covering 598 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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Type
82 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail
54.6 mi
State: CT
Ballast, Dirt, Gravel

Alfred J. Lima Quequechan River Rail Trail
1.4 mi
State: MA
Asphalt

Arkwright Riverwalk
0.8 mi
State: RI
Dirt, Woodchips

Ashburnham Rail Trail
1.3 mi
State: MA
Dirt

Assabet River Rail Trail
8.6 mi
State: MA
Asphalt

Bay Colony Rail Trail
1.7 mi
State: MA
Crushed Stone

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

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

Bruce Freeman Rail Trail
11.7 mi
State: MA
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

Center Trail
0.6 mi
State: MA
Crushed Stone

Charles River Bike Path
22.9 mi
State: MA
Asphalt

Charter Oak Greenway
16.6 mi
State: CT
Asphalt

Cheney Rail Trail
1.7 mi
State: CT
Crushed Stone

Cheshire Rail Trail (Cheshire Branch Rail Trail)
32.9 mi
State: NH
Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Chicopee River Canal Rail Trail
0.21 mi
State: MA
Asphalt

Cochituate Rail Trail
1.1 mi
State: MA
Asphalt, Concrete

Columbia Greenway Rail Trail
2.4 mi
State: MA
Asphalt
Accordion

Concord River Greenway
2 mi
State: MA
Asphalt

Connecticut Riverwalk and Bikeway
5.4 mi
State: MA
Asphalt

East Bay Bike Path
14.3 mi
State: RI
Asphalt

East Boston Greenway
2.8 mi
State: MA
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

Fresh Pond Bikeway

0.7 mi
State: MA
Asphalt

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

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

Hanover Branch Rail Trail
2.6 mi
State: MA
Asphalt, Crushed Stone

Hartford Riverwalk
1.7 mi
State: CT
Asphalt

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

JAYCEE Arboretum & Senator Roch Riverwalk
1.3 mi
State: RI
Asphalt, Crushed Stone, Dirt, Grass, Gravel, Woodchips

Malden River Greenway
2.5 mi
State: MA
Asphalt, Crushed Stone

Manhan Rail Trail
9.6 mi
State: MA
Asphalt

Mason Railroad Trail
6.7 mi
State: NH
Ballast, Gravel, Sand

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

Minuteman Commuter Bikeway
10.1 mi
State: MA
Asphalt

Monadnock Recreational Rail Trail
7.5 mi
State: NH
Asphalt, Gravel

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

Mystic River Greenway
4 mi
State: MA
Asphalt, Boardwalk

Narrow-Gauge Rail-Trail
3 mi
State: MA
Asphalt, Crushed Stone, Dirt

Nashua River Rail Trail
12.3 mi
State: MA, NH
Asphalt

Neponset River Greenway
8.2 mi
State: MA
Asphalt

North Bank Bridge
0.5 mi
State: MA
Concrete

North Central Pathway
8.9 mi
State: MA
Asphalt

Northern Strand Community Trail
8 mi
State: MA
Asphalt, Crushed Stone

Phenix-Harris Riverwalk
0.3 mi
State: RI
Dirt

Pine Tree Brook / Popes Pond Path
2 mi
State: MA
Asphalt, Dirt, Woodchips

Putnam River Trail
2 mi
State: CT
Asphalt

Quarries Foot Path
1 mi
State: MA
Dirt

Quinebaug River Trail
4.8 mi
State: CT
Asphalt

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

Quonset Point Bike Path
2.5 mi
State: RI
Asphalt

Redstone Rail Trail
1.4 mi
State: MA
Asphalt

Reformatory Branch Trail
3.9 mi
State: MA
Dirt

Rose Fitzgerald Kennedy Greenway
1.9 mi
State: MA
Asphalt, Concrete

South Bay Harbor Trail
3.8 mi
State: MA
Asphalt, Boardwalk, Brick, Concrete

South Spencer Rail Trail
1.62 mi
State: MA
Crushed Stone

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

Southwest Corridor Park (Pierre Lallement Bike Path)
4.1 mi
State: MA
Asphalt

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

Ten Mile River Greenway
3 mi
State: RI
Asphalt

Tri-Community Greenway
6.6 mi
State: MA
Asphalt

Trolley Trail (CT)
0.75 mi
State: CT
Asphalt

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

Upper Falls Greenway
1 mi
State: MA
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

Watertown-Cambridge Greenway
0.7 mi
State: MA
Asphalt

Wellington Greenway
2.5 mi
State: MA
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

Windsor River Trail

0.8 mi
State: CT
Asphalt

World War II Veterans Memorial Trail
1.5 mi
State: MA
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 54.6 mi Ballast, Dirt, Gravel
The Alfred J. Lima Quequechan River Rail Trail, which was formally known simply as Quequechan River Rail Trail travels along the northern shore of scenic South Watuppa Pond.   The project created a...
 MA 1.4 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
More than a mile of the Ashburnham Rail Trail opened in 2015 from a point just south of Ashburnham's center to Turnpike Road. The rustic route, planned to be paved in the future, offers a...
 MA 1.3 mi Dirt
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 8.6-mile paved trail, though long-range plans...
 MA 8.6 mi Asphalt
The Bay Colony Rail Trail will one day span 7 miles connecting the Boston suburbs of Newton, Needham, Dover, and Medfield along tracks once used by the Massachusetts Bay Transit Authority. In May...
 MA 1.7 mi Crushed Stone
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 26.6 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
Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...
 MA 11.7 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 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 Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 22-mile route from Boston to its western suburbs. The trail is also part of a larger, developing network...
 MA 22.9 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
Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...
 NH 32.9 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
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 Cochituate Rail Trail (CRT) is a developing, multi-use trail that will run from the Village of Saxonville in Framingham to Natick Center, a distance of 4 miles. Currently, its northernmost mile in...
 MA 1.1 mi Asphalt, Concrete
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
Accordion
The health and fortunes of Lowell have been intimately tied to the Concord River for hundreds of years. This tributary of the more well-known Merrimack River continues to be at the heart of the local...
 MA 2 mi Asphalt
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
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
More and more, airport lands near previously under-used rail corridors are being transformed from largely neglected vacant lands into urban greenways. These new vibrant spaces are used not only by...
 MA 2.8 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 Fresh Pond Bikeway runs through Fresh Pond Reservation, a park in Cambridge, Massachusetts. The bikeway winds around the east edge of the Fresh Pond Reservoir. Part of the trail is on a road...
 MA 0.7 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 6.2 mi Crushed Stone, Dirt, Gravel
In the southeastern outskirts of Boston, the Hanover Branch Rail Trail connects the communities of Abington and Rockland. (Locally, the trail’s east and west halves are sometimes referred to as the...
 MA 2.6 mi Asphalt, Crushed Stone
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
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, Crushed Stone, Dirt, Grass, Gravel, Woodchips
The Malden River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Mystic River Greenway. When completed, it will run along the Malden River...
 MA 2.5 mi Asphalt, 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 9.6 mi Asphalt
The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
 NH 6.7 mi Ballast, Gravel, Sand
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...
 MA 38 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
Many commuters choose the Minuteman Commuter Bikeway for freedom from congested traffic in the northwest Boston suburbs. For others, the 10.1-mile paved trail between Cambridge and Bedford serves as a...
 MA 10.1 mi Asphalt
The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...
 NH 7.5 mi Asphalt, 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 Mystic River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Malden River Greenway. When completed, the trail will connect the...
 MA 4 mi Asphalt, Boardwalk
Even though the Narrow-Gauge Rail-Trail traces the nation’s first narrow-gauge railroad for 3 miles from Bedford toward Billerica, the mostly crushed-stone path is plenty wide enough now to...
 MA 3 mi Asphalt, Crushed Stone, Dirt
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 12.3 mi Asphalt
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 8.2 mi Asphalt
The North Bank Bridge, which opened in 2012, provides a safe and convenient pedestrian and bicycle connection between Cambridge's North Point Park and Paul Revere Park in Charlestown. Spanning 690...
 MA 0.5 mi Concrete
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 8.9 mi Asphalt
The Northern Strand Community Trail is part of the visionary and almost-complete Bike to the Sea plan to link Boston and the Mystic River to the seashore in Lynn, north of Boston. It currently runs...
 MA 8 mi Asphalt, Crushed Stone
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 Pine Tree Brook Trail travels alongside the brook in Milton, Massachusetts. The path travels through woods and residential neighborhoods for a distance of about 1.8 miles, and it connects to the...
 MA 2 mi Asphalt, Dirt, Woodchips
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 Quarries Foot Path offers a wooded 1-mile hiking route in western Quincy, about 10 miles south of Boston. Begin your adventure on the south side of Ricciuti Drive, which borders Quincy Quarries...
 MA 1 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
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
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 Reformatory Branch Trail connects the historical towns of Bedford and Concord along a nearly 4-mile dirt path through wildlife refuges that ends where soldiers witnessed “the shot heard round the...
 MA 3.9 mi Dirt
Boston's Rose Kennedy Greenway may not be very long, but it's jam-packed with attractions. Along the paved pathway, you can access five parks, be wowed by public art, stop to smell the flowers in...
 MA 1.9 mi Asphalt, Concrete
The South Bay Harbor Trail connects several Boston neighborhoods—Lower Roxbury, the South End, Chinatown, and Fort Point Channel—to the Boston Harbor. The trail spans nearly 4 miles from Ruggles...
 MA 3.8 mi Asphalt, Boardwalk, Brick, Concrete
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 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 Southwest Corridor Park (Pierre Lallement Bike Path) knits together neighborhoods in southern Boston from the Back Bay to Jamaica Plain. Popular as a route for commuters as well as casual walkers,...
 MA 4.1 mi Asphalt
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
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 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
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 Tri-Community Greenway follows the route of the Boston and Lowell Railroad and its Stoneham Branch, originally built to serve Stoneham’s shoe factories and provide passenger service. The trail...
 MA 6.6 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
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 Upper Falls Greenway is a short rail-trail that cuts through the charming village of Newton Upper Falls in Newton, Massachusetts. The trail occupies the same former rail corridor as the developing...
 MA 1 mi Crushed Stone
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
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
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 Watertown-Cambridge Greenway runs along the former corridor of the B&M Railroad’s Watertown Branch. The trail begins in a busy shopping area on the site of a former U.S. Army arsenal. Trees...
 MA 0.7 mi Asphalt
The Wellington Greenway is a section of the Malden River Greenway in Medford, Massachusetts. Eventually, the Wellington Greenway will be connected to the other sections of the Malden River Greenway in...
 MA 2.5 mi Asphalt
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
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
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...
 CT 5.4 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
The World War II Veterans Memorial Trail opened in Mansfield in 2004 after several decades of advocacy by local rail-trail supporters. The trail rests on an abandoned corridor once served by the Old...
 MA 1.5 mi Asphalt

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Trails by activity

Bloomfield Greenway Multi-Use Trail

CT - 1.8 miles

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...

Captain John Bissell Trail

CT - 4.5 miles

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,...

CTfastrak Multi-Use Trail

CT - 4.4 miles

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...

Blackstone River Greenway

MA,RI - 26.6 miles

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...

Accordion

Neponset River Greenway

MA - 8.2 miles

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...

South Spencer Rail Trail

MA - 1.62 miles

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...

William C. O'Neill Bike Path

RI - 7.2 miles

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...

Concord River Greenway

MA - 2 miles

The health and fortunes of Lowell have been intimately tied to the Concord River for hundreds of years. This tributary of the more well-known Merrimack River continues to be at the heart of the local...

Fred Lippitt Woonasquatucket River Greenway

RI - 6.8 miles

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....

North Bank Bridge

MA - 0.5 miles

The North Bank Bridge, which opened in 2012, provides a safe and convenient pedestrian and bicycle connection between Cambridge's North Point Park and Paul Revere Park in Charlestown. Spanning 690...

Burrillville Bike Path

RI - 1.2 miles

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...

Mystic River Greenway

MA - 4 miles

The Mystic River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Malden River Greenway. When completed, the trail will connect the...

Redstone Rail Trail

MA - 1.4 miles

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...

Nashua River Rail Trail

MA,NH - 12.3 miles

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...

West Warwick Riverwalk

RI - 0.4 miles

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...

Mass Central Rail Trail

MA - 38 miles

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...

Watertown-Cambridge Greenway

MA - 0.7 miles

The Watertown-Cambridge Greenway runs along the former corridor of the B&M Railroad’s Watertown Branch. The trail begins in a busy shopping area on the site of a former U.S. Army arsenal. Trees...

Windsor River Trail

CT - 0.8 miles

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,...

Trolley Trail (CT)

CT - 0.75 miles

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...

Farmington River Trail

CT - 16.5 miles

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...

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Redstone Rail Trail

MA - 1.4 miles

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...

Northern Strand Community Trail

MA - 8 miles

The Northern Strand Community Trail is part of the visionary and almost-complete Bike to the Sea plan to link Boston and the Mystic River to the seashore in Lynn, north of Boston. It currently runs...

East Bay Bike Path

RI - 14.3 miles

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...

Bay Colony Rail Trail

MA - 1.7 miles

The Bay Colony Rail Trail will one day span 7 miles connecting the Boston suburbs of Newton, Needham, Dover, and Medfield along tracks once used by the Massachusetts Bay Transit Authority. In May...

Accordion

G & S Trolley trail

CT - 1.6 miles

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...

Quinebaug Valley Rail Trail

MA - 5.7 miles

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...

East Boston Greenway

MA - 2.8 miles

More and more, airport lands near previously under-used rail corridors are being transformed from largely neglected vacant lands into urban greenways. These new vibrant spaces are used not only by...

Concord River Greenway

MA - 2 miles

The health and fortunes of Lowell have been intimately tied to the Concord River for hundreds of years. This tributary of the more well-known Merrimack River continues to be at the heart of the local...

Cheney Rail Trail

CT - 1.7 miles

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...

Windsor Locks Canal State Park Trail

CT - 5.4 miles

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...

Southwick Rail Trail

MA - 6.5 miles

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...

Southern New England Trunkline Trail

MA - 22 miles

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...

Windsor River Trail

CT - 0.8 miles

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,...

Rose Fitzgerald Kennedy Greenway

MA - 1.9 miles

Boston's Rose Kennedy Greenway may not be very long, but it's jam-packed with attractions. Along the paved pathway, you can access five parks, be wowed by public art, stop to smell the flowers in...

Pine Tree Brook / Popes Pond Path

MA - 2 miles

The Pine Tree Brook Trail travels alongside the brook in Milton, Massachusetts. The path travels through woods and residential neighborhoods for a distance of about 1.8 miles, and it connects to the...

Hop River State Park Trail

CT - 20 miles

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...

Cochituate Rail Trail

MA - 1.1 miles

The Cochituate Rail Trail (CRT) is a developing, multi-use trail that will run from the Village of Saxonville in Framingham to Natick Center, a distance of 4 miles. Currently, its northernmost mile in...

Upper Charles Trail

MA - 13.2 miles

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,...

Upper Falls Greenway

MA - 1 miles

The Upper Falls Greenway is a short rail-trail that cuts through the charming village of Newton Upper Falls in Newton, Massachusetts. The trail occupies the same former rail corridor as the developing...

Reformatory Branch Trail

MA - 3.9 miles

The Reformatory Branch Trail connects the historical towns of Bedford and Concord along a nearly 4-mile dirt path through wildlife refuges that ends where soldiers witnessed “the shot heard round the...

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Farmington Canal Heritage Trail

CT - 48.3 miles

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...

Washington Secondary Bike Path

RI - 19.2 miles

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...

Chicopee River Canal Rail Trail

MA - 0.21 miles

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...

Cheney Rail Trail

CT - 1.7 miles

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...

Accordion

Captain John Bissell Trail

CT - 4.5 miles

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,...

North Central Pathway

MA - 8.9 miles

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...

Connecticut Riverwalk and Bikeway

MA - 5.4 miles

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...

Malden River Greenway

MA - 2.5 miles

The Malden River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Mystic River Greenway. When completed, it will run along the Malden River...

Windsor River Trail

CT - 0.8 miles

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,...

Grand Trunk Trail

MA - 6.2 miles

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...

Pine Tree Brook / Popes Pond Path

MA - 2 miles

The Pine Tree Brook Trail travels alongside the brook in Milton, Massachusetts. The path travels through woods and residential neighborhoods for a distance of about 1.8 miles, and it connects to the...

East Boston Greenway

MA - 2.8 miles

More and more, airport lands near previously under-used rail corridors are being transformed from largely neglected vacant lands into urban greenways. These new vibrant spaces are used not only by...

Tri-Community Greenway

MA - 6.6 miles

The Tri-Community Greenway follows the route of the Boston and Lowell Railroad and its Stoneham Branch, originally built to serve Stoneham’s shoe factories and provide passenger service. The trail...

Mass Central Rail Trail

MA - 38 miles

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...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.9 miles

Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...

Narrow-Gauge Rail-Trail

MA - 3 miles

Even though the Narrow-Gauge Rail-Trail traces the nation’s first narrow-gauge railroad for 3 miles from Bedford toward Billerica, the mostly crushed-stone path is plenty wide enough now to...

Columbia Greenway Rail Trail

MA - 2.4 miles

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...

Charter Oak Greenway

CT - 16.6 miles

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...

Ashburnham Rail Trail

MA - 1.3 miles

More than a mile of the Ashburnham Rail Trail opened in 2015 from a point just south of Ashburnham's center to Turnpike Road. The rustic route, planned to be paved in the future, offers a...

Trolley Trail (CT)

CT - 0.75 miles

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...

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Recent Trail Reviews

East Bay Bike Path

Relaxing Day

May, 2020 by nancysanterre

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.

read more …

Center Trail

Great for families & kids

May, 2020 by heatherroden

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).

read more …

Windsor Locks Canal State Park Trail

nice quick ride

May, 2020 by nellyc1970

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.

read more …
Accordion

Air Line State Park Trail

Section closed

May, 2020 by carrie.vezina

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.

read more …

Upper Falls Greenway

Greenway Path

May, 2020 by noahroffman

This is a shaded trail that parallels Highland Ave. You can begin/park at NTB/National Lumber and follow it south towards Oak Street. Along the way, occasionally there are art installations. At Oak Street, there is an adjacent bocci court and picnic tables. You can continue there for a very short bit on the trail towards the tv tower/Charles, but my recommendation would be to make a left onto Oak Street and head towards Highland Ave. Once there, if you make a right, you’ll see two DCR marble posts starting an unnamed trail that will take you along the Charles to Second Ave. if you follow Second Ave a couple of blocks, it will take you right towards Cutler Park. You can bike the length of the Futker Park loop around the lake, which often has swans. It’s a pretty extension to the Greenway Path and for almost the entire ride, you are in a path A pretty ride, I recommend it

read more …

Windsor Locks Canal State Park Trail

Windsor Locks Canal

May, 2020 by bktourer1

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

read more …

Neponset River Greenway

Not for cyclists

May, 2020 by beatriz8153

This trail is good for walking and kid’s bike only. Not for cycling.

read more …

Nashua River Rail Trail

One of thee best!

May, 2020 by matthewgray.design

Absolutely loved this trail ¿¿ Readily accessible from the Ayer MBTA Station. I cycled on a sunny quarantine Saturday, and I never felt unsafe or peeved by the occasional foot traffic. Shoot, one of the residences along the trail was even giving away free masks. The trail wide enough and well maintained. Overall, it was an easy, comfortable, and scenic ride from end to end. Highly recommend linking your trip to the trails of Mine Falls Park or the Nashua Heritage Rail Trail into the city.

read more …

Columbia Greenway Rail Trail

Columbia Greenway Rail Trail

May, 2020 by CW4

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.

read more …

Cochituate Rail Trail

short but nice

May, 2020 by grace.lindquist

I used this trail to roller skate, it was pretty short but a nice straightforward skating path

read more …

Quinebaug Valley Rail Trail

Horseback

May, 2020 by rheado

Beautiful day. Yes I got off a few times to kick the poop into the woods since I don’t have a horsey bag. But there were plenty of places either rock stump or bench to mount up from. Met lots of people enjoying the day hiking or fishing. Glad i found and can’t wait to be back again

read more …

Quinebaug Valley Rail Trail

A little confusing

May, 2020 by diana.reiman

the parking lot appears to divide the trail in half, but the section directly connected to the parking lot is not a good bike trail. Most of it is covered in decomposing rail ties and it makes for an advanced but short ride before the trail ends abruptly. The way to go is on the other side of the street from the parking lot. Its a nice flat trail most of the way. The trail has a range of materials: grassy, sand, packed dirt and large crushed stone. I would recommend for a child who has a little experience on trails, not a true beginner.

read more …
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