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Winchendon, MA Walking Trails and Maps

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Looking for the best Walking trails around Winchendon?

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

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Length
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92 Results
Activities
Length
Surfaces
Type

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

Allenstown Rail Trail
0.7 mi
State: NH
Crushed Stone, Dirt

Assabet River Rail Trail
10.4 mi
State: MA
Asphalt

Bay Colony Rail Trail
1.7 mi
State: MA
Crushed Stone

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

Bridge of Flowers
0.1 mi
State: MA
Concrete

Bruce Freeman Rail Trail
15.7 mi
State: MA
Asphalt

Canalside Rail Trail
3.6 mi
State: MA
Asphalt

Center Trail
0.6 mi
State: MA
Crushed Stone

Charles River Bike Path
23.4 mi
State: MA
Asphalt

Cochituate Rail Trail
3.3 mi
State: MA
Asphalt, Boardwalk, Concrete

Commonwealth Greenway
5.5 mi
State: MA
Asphalt

Concord River Greenway
0.88 mi
State: MA
Asphalt

Derry Rail Trail
3.6 mi
State: NH
Asphalt

Goffstown Rail Trail
5.5 mi
State: NH
Dirt, Grass, Gravel, Sand

Haggetts Rail Trail
2 mi
State: MA
Crushed Stone, Dirt, Grass

Harrisville and Hancock Rail Trails
6.1 mi
State: NH
Dirt

Head's Pond Trail
1.75 mi
State: NH
Gravel

Heritage Trail (NH)
0.9 mi
State: NH
Asphalt

Jonathan Daniels Trail
0.9 mi
State: NH
Crushed Stone
Accordion

Keene Industrial Heritage Trail

1 mi
State: NH
Asphalt

Londonderry Rail Trail
4.6 mi
State: NH
Asphalt

Manhan Rail Trail
9.5 mi
State: MA
Asphalt

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

Medfield Rail Trail

1.3 mi
State: MA
Asphalt, Crushed Stone

Methuen Rail Trail
2.4 mi
State: MA
Asphalt, Crushed Stone

Mine Falls Park Trails
9.7 mi
State: NH
Asphalt, Crushed Stone, Dirt, Grass

Minuteman Commuter Bikeway
10.1 mi
State: MA
Asphalt

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

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

Northern Rail Trail
59 mi
State: NH
Cinder, Crushed Stone

Piscataquog Trail
2.1 mi
State: NH
Asphalt

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

Redstone Rail Trail
1.4 mi
State: MA
Asphalt

Roland Bergeron Bike Path
6 mi
State: NH
Asphalt

Salem Bike-Ped Corridor
4.95 mi
State: NH
Asphalt, Dirt, Grass

South Spencer Rail Trail
1.62 mi
State: MA
Crushed Stone

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

Upper Falls Greenway
1 mi
State: MA
Crushed Stone

Watertown Linear Park Trail
0.3 mi
State: MA
Asphalt

West River Trail (Windham County)
16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand

Westville Lake Community Trail
0.7 mi
State: MA
Crushed Stone

Windham Rail Trail
4.3 mi
State: NH
Asphalt

Ashburnham Rail Trail
1.3 mi
State: MA
Dirt

Ashuelot Recreational Rail Trail
21.4 mi
State: NH
Asphalt, Ballast, Cinder, Crushed Stone, Dirt

Bobby Woodman Rail Trail
1.7 mi
State: NH
Dirt, Gravel

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

Common Pathway
5.5 mi
State: NH
Asphalt, Crushed Stone

Connecticut Riverwalk and Bikeway
7.8 mi
State: MA
Asphalt

Fort Hill Recreational Rail Trail
7 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

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

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

Mayor James J. Fiorentini Bradford Rail Trail
0.77 mi
State: MA
Asphalt

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

New Boston Rail Trail
3.9 mi
State: NH
Dirt

North Central Pathway
11.2 mi
State: MA
Asphalt

Old Railroad Trail
2.7 mi
State: NH
Dirt

Potanipo Rail Trail (NH)
2.7 mi
State: NH
Crushed Stone, Gravel

Reformatory Branch Trail
3.9 mi
State: MA
Dirt

Rockingham Recreational Rail Trail (Fremont Branch)
18.3 mi
State: NH
Dirt, Sand

Rockingham Recreational Rail Trail (Portsmouth Branch)
28 mi
State: NH
Crushed Stone, Dirt, Grass, Gravel, Sand

Rocky Hill Trail

0.9 mi
State: MA
Asphalt

South Manchester Rail Trail
1.8 mi
State: NH
Asphalt

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

Squannacook River Rail Trail
3.7 mi
State: MA
Crushed Stone

Stevens Rail Trail
1.65 mi
State: NH
Crushed Stone, Gravel

Sugar River Trail
9.5 mi
State: NH
Ballast, Gravel, Sand

Toonerville Rail-Trail
3.2 mi
State: VT
Asphalt

Tri-Community Greenway
10.6 mi
State: MA
Asphalt

Twin Cities Rail Trail
4 mi
State: MA
Asphalt

Brookline Rail Trail
4.5 mi
State: NH
Crushed Stone, Gravel

Chicopee River Canal Rail Trail
0.21 mi
State: MA
Asphalt

Concord-Lake Sunapee Rail Trail
5.65 mi
State: NH
Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel

Granite Town Rail-Trail
3 mi
State: NH
Ballast, Cinder, Dirt, Grass, Gravel, Sand

Hillsborough Recreational Rail Trail
7.8 mi
State: NH
Crushed Stone, Dirt

Hoot, Toot and Whistle Trail & Riverwalk
2.3 mi
State: VT
Dirt

Spicket River Greenway
3.5 mi
State: MA
Asphalt

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

Appel Way Trail
1.3 mi
State: NH
Asphalt

Nashua Heritage Rail-Trail
1.3 mi
State: NH
Asphalt

Valley Trail
9.1 mi
State: VT
Asphalt, Dirt, Gravel

Barker Road Trail
0.9 mi
State: MA
Dirt, Grass

Catamount Trail - Sections 1 and 2
18.1 mi
State: VT
Dirt

East Branch Trail (VT)
0.5 mi
State: VT
Gravel

Henniker & Hopkinton Rail Trails
6.7 mi
State: NH
Dirt, Grass, Gravel, Sand

Hooksett Riverwalk Trail
1.4 mi
State: NH
Crushed Stone, Dirt

Lowell Canal System Trails
1.9 mi
State: MA
Asphalt, Concrete

Merrimack River Greenway Trail
0.33 mi
State: NH
Asphalt

Potanipo Rail Trail
3.4 mi
State: MA, NH
Crushed Stone, Gravel

Potanipo Rail Trail (MA)
1.7 mi
State: MA
Crushed Stone, Gravel

Warner Rail Trail and Bagley Rail Trail
1 mi
State: NH
Crushed Stone, Gravel

Watertown Riverfront Park and Braille Trail
0.25 mi
State: MA
Asphalt
Trail Image Trail Name States Length Surface Rating
The Air Line State Park Trail winds 60.3 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 nearly...
 CT 60.3 mi Ballast, Crushed Stone, Dirt, Gravel
The Allenstown Rail Trail is an out-and-back trail that leaves from Ferry St., although trail users can continue on to the Hooksett Riverwalk Trail to reach the Hooksett Dog Park. About the...
 NH 0.7 mi Crushed Stone, 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 10.4-mile trail. It offers a forested escape for...
 MA 10.4 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 31.6 mi Asphalt, Boardwalk, Crushed Stone, Dirt
The Bridge of Flowers delights the senses of visitors walking among the trees and blossoms on the old trolley bridge spanning the Deerfield River, which connects two communities in northwestern...
 MA 0.1 mi Concrete
A developing rail trail, the route winds for nearly 16 miles through Chelmsford, Westford, Carlisle, Acton, and Concord. The rail trail is paved and is typically about 10 feet wide.  About the...
 MA 15.7 mi Asphalt
The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...
 MA 3.6 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, 23-mile route from Boston to its western suburbs. About the Route A large section of the trail,...
 MA 23.4 mi Asphalt
The Cochituate Rail Trail (CRT) is a multi-use trail that runs almost 4 miles between Framingham and Natick, in the western suburbs of Boston. Passing near streams and wetlands in Framingham and Lake...
 MA 3.3 mi Asphalt, Boardwalk, Concrete
The Commonwealth Greenway, also frequently known as the Commonwealth Avenue Carriageway, runs for 5.5 miles through the Boston suburbs of Newton. The route follows the former Commonwealth Avenue...
 MA 5.5 mi Asphalt
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 0.88 mi Asphalt
Overview This exquisitely maintained 3.6-mile paved rail-trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. About the Route Starting at the...
 NH 3.6 mi Asphalt
The year 2017 marks 20 years since a rails-to-trails project was first mentioned in the Goffstown Master Plan, and thanks to work by the Friends of the Goffstown Rail Trail and support throughout the...
 NH 5.5 mi Dirt, Grass, Gravel, Sand
The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...
 MA 2 mi Crushed Stone, Dirt, Grass
Harrisville and Hancock Rail Trails run for 6 miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris Center...
 NH 6.1 mi Dirt
The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...
 NH 1.75 mi Gravel
The Heritage Trail is managed by the state of New Hampshire to provide access to recreational and historical attractions across the state. Eventually, the north-south route along the former Boston and...
 NH 0.9 mi Asphalt
Jonathan Daniels Trail travels the length of Ashuelot River Park through Keene. Along the stone-dust trail, you can enjoy the park’s beautiful natural backdrop and flower garden. The trail was named...
 NH 0.9 mi Crushed Stone
Accordion
The Keene Industrial Trail links the county's Cheshire Rail-Trail in the city of Keene. The paved path is a 1-mile segment through downtown Keene, which passes among some of the city's old mill...
 NH 1 mi Asphalt
Overview  The Londonderry Rail Trail runs for 4.6 miles between Harvey and Rockingham Road. The smooth paved trail offers a pleasant and tranquil adventure for trail users along an old Manchester...
 NH 4.6 mi Asphalt
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 9.5 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. The Mass Central Rail Trail runs for 36.36 miles from...
 MA 56.36 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
Built along the former Bay Colony Railroad line, the Medfield Rail Trail stretches between Ice House Road in the Town of Medfield to the town's border with Dover. Running primarily through woods, the...
 MA 1.3 mi Asphalt, Crushed Stone
Methuen Rail Trail connects three communities in northeastern Massachusetts as it follows the route of the former Manchester and Lawrence Branch of the Boston and Maine Railroad. The rail-trail's...
 MA 2.4 mi Asphalt, Crushed Stone
Mine Falls Park in Nashua is a 300-acre-plus urban park with a network of approximately 9.7 miles of a variety of trail types. This forested park offers an extraordinary nature experience in the heart...
 NH 9.7 mi Asphalt, Crushed Stone, Dirt, Grass
For many commuters, the Minuteman Commuter Bikeway provides freedom from congested traffic in the northwest Boston suburbs. For others, the 10.1-mile paved trail between Cambridge and Bedford serves...
 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
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 12.4 mi Asphalt
Spanning 59 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...
 NH 59 mi Cinder, Crushed Stone
The Piscataquog Trail, though only about 2 miles long, provides a vital off-road link between the communities on the western side of the Merrimack River (the West Side of Manchester) to several parks...
 NH 2.1 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
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 Roland Bergeron Bike Path runs about 6 miles alongside nearly the entirety of Albuquerque Avenue in Litchfield, NH. Completed in 2010, the 8-ft wide asphalt path averages about 5 yards in from...
 NH 6 mi Asphalt
The Salem Bike-Ped Corridor is a 4.95-mile trail in Salem. The trail is paved between its northern end at intersection of Broadway & Range Street and Main Street. South of Main Street, the trail is...
 NH 4.95 mi Asphalt, Dirt, Grass
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
Overview    Shaped like a checkmark, the Upper Charles Trail links Milford, Holliston and Sherborn—towns in Massachusetts’s bucolic MetroWest suburbs. Ornamented by an eight-arch stone bridge and a...
 MA 13.9 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
Winding through Watertown Linear Park, this trail is a smooth, wide, paved pathway that links the park's amenities and provides an off-road route through downtown Watertown. The linear park backs up...
 MA 0.3 mi Asphalt
The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...
 VT 16.1 mi Asphalt, Dirt, Gravel, Sand
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
The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. The trail is 4.3 miles...
 NH 4.3 mi Asphalt
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
Closure Notice: Due to flooding, the Ashuelot Recreational Rail Trail is closed from Pine Street to Sawyer's Crossing Road in Swanzey. Please see NH State Parks for more up-to-date information. The...
 NH 21.4 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
The Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
 NH 1.7 mi Dirt, Gravel
The Cheshire Rail Trail connects Fitzwilliam, Troy, Keene, Westmoreland and Walpole. The 42.4-mile trail has a mostly gravel and dirt surface. The rail-trail plays host to a variety of uses,...
 NH 42.4 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
The Common Pathway travels 5.5 miles from the outskirts of Peterborough south to downtown’s Noone Falls area, paralleling US 202 and the Contoocook River for most of its journey. The small town of...
 NH 5.5 mi Asphalt, 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 7.8 mi Asphalt
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
 NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
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 6.9 mi Crushed Stone, Dirt, Gravel
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 Mayor James J. Fiorentini Bradford Rail Trail is constructed along the former Georgetown Branch of the Boston and Maine Railroad and runs along the Merrimack River in Bradford, MA. It runs nearly...
 MA 0.77 mi Asphalt
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 New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
 NH 3.9 mi Dirt
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 11.2 mi Asphalt
The Old Railroad, as its name suggests, is a multi-use trail that occupies a former Boston & Maine Railroad corridor. The trail picks up at the northern trailhead of the Common Pathway, a paved...
 NH 2.7 mi Dirt
Following the Nissitissit River through the woods, the Potanipo Rail Trail offers beautiful river views and launch sites for canoes or kayaks. Composed of two segments, the multi-use path is roughly...
 NH 2.7 mi Crushed Stone, Gravel
The Reformatory Branch Trail connects the historical towns of Bedford and Concord along a nearly 4-mile dirt path through wildlife refuges that ends a short distance from the North Bridge, the...
 MA 3.9 mi Dirt
Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...
 NH 18.3 mi Dirt, Sand
The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail trails at just more than 28 miles, and it runs from Manchester, the state’s...
 NH 28 mi Crushed Stone, Dirt, Grass, Gravel, Sand
The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...
 MA 0.9 mi Asphalt
The South Manchester Rail Trail is a developing bike/pedestrian path that currently runs through the City of Manchester's southeast neighborhoods to the border with the Town of Londonderry. The...
 NH 1.8 mi Asphalt
The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...
 MA 21.8 mi Asphalt, Ballast, Crushed Stone
The Squannacook River Rail Trail is 3.7 miles long, from Depot St in the center of Townsend, MA, to the Bertozzi Wildlife Management Area in Groton, MA. The trail occupies the Greenville Branch of the...
 MA 3.7 mi Crushed Stone
The Stevens Rail Trail is part of the Concord-Lake Sunapee Rail Trail, which follows the historic Concord-Claremont Railroad corridor. Located about a dozen miles west of Concord, the Stevens Rail...
 NH 1.65 mi Crushed Stone, Gravel
The Sugar River Trail runs for 9.5 miles between Claremont and Newport along the old Sugar River Railroad corridor. The 9.5-mile trail crosses its namesake river seven times—twice on covered...
 NH 9.5 mi Ballast, Gravel, Sand
The Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...
 VT 3.2 mi Asphalt
The Tri-Community Greenway is a 10.6-mile multiuse trail that connects Stoneham, Woburn and Winchester. Part of the route runs along a former railroad corridor. About the Route At its southern...
 MA 10.6 mi Asphalt
The Twin Cities Rail Trail is a 4-mile multi-use trail that connects downtown Fitchburg and downtown Leominster, offering a variety of recreational opportunities and providing an alternative...
 MA 4 mi Asphalt
The Brookline Rail Trail winds through the New Hampshire woods and passes by several small bodies of water, including the Potanipo Pond. The rail-trail has two segments, known as the Brookline Rail...
 NH 4.5 mi Crushed Stone, Gravel
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
Following the historic Concord-Claremont Railroad corridor, the Concord–Lake Sunapee Rail Trail will eventually connect communities from Concord to the southern point of Lake Sunapee via a multiuse...
 NH 5.65 mi Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel
The Granite Town Rail-Trail runs for 3 miles in Milford, New Hampshire. Portions of the route are unpaved and surfaced with sand, gravel, and/or dirt, while short concrete sections can be found along...
 NH 3 mi Ballast, Cinder, Dirt, Grass, Gravel, Sand
Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...
 NH 7.8 mi Crushed Stone, Dirt
Although short, the Hoot, Toot and Whistle Trail provides an enjoyable journey through peaceful woodlands on Wilmington's west end. As you might guess, the rail-trail gets its name from the former...
 VT 2.3 mi Dirt
The Spicket River begins in Derry, New Hampshire, through Methuen and Lawrence, Massachusetts, before draining into the Merrimack River. Like many mill towns of the late 19th and 20th centuries, the...
 MA 3.5 mi Asphalt
The Ware River Rail-Trail is an unpaved 15-mile rail-trail that stretches between Barre and Baldwinville, running through Hubbardston and Templeton along the way.  Following along the Burnshirt...
 MA 15 mi Ballast, Dirt, Grass, Gravel
Appel Way Trail offers a paved route of about a mile through woodlands on the north end of Keene. Most notably, it offers a connection between Wheelock Park on the trail's west end and Ashuelot River...
 NH 1.3 mi Asphalt
The Nashua Heritage Rail Trail begins adjacent to City Hall on Main Street in downtown Nashua. It is a short trail that takes you through one of the first neighborhoods that was planned and built in...
 NH 1.3 mi Asphalt
The scenic Valley Trail spans 9 miles connecting Dover and Wilmington in southern Vermont along the Green Mountain National Forest. It provides a critical off-road pathway for bypassing State Route...
 VT 9.1 mi Asphalt, Dirt, Gravel
Barker Road Trail begins on the town line between North Andover and Boxford in northern Massachusetts, not far from the New Hampshire border. From there, the pathway continues through dense woodlands...
 MA 0.9 mi Dirt, Grass
The Catamount Trail offers 300 miles of backcountry skiing stretching across Vermont, from the Readsboro on the Massachusetts border, to North Troy near Canada. The trails are popular for winter...
 VT 18.1 mi Dirt
The East Branch Trail is a 0.5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
 VT 0.5 mi Gravel
The Henniker Rail Trail is an unpaved single-track path that follows a former rail corridor for 2.3 miles. The rail-trail picks up east of the former passenger station. Situated south of the Town of...
 NH 6.7 mi Dirt, Grass, Gravel, Sand
The Hooksett Riverwalk Trail is an out-and-back trail that leaves from the Hooksett Dog Park, although trail users can continue on to the Allenstown Rail Trail to reach Ferry St. About the...
 NH 1.4 mi Crushed Stone, Dirt
Lowell's Canal System Trails are part of Lowell National Historical Park in Lowell, Massachusetts. The park preserves some of America's industrial past: its 19th-century textile mills formed the first...
 MA 1.9 mi Asphalt, Concrete
The Merrimack River Greenway Trail (MRGT) will stretch from Boscawen southward through Concord to Pembroke, offering scenic views of the Merrimack River, the city and the surrounding landscapes. The...
 NH 0.33 mi Asphalt
The Potanipo Rail Trail is composed of three segments across New Hampshire and Massachusetts. Running through the woods along a former a rail corridor, the trail parallels the Nissitissit River for a...
 MA, NH 3.4 mi Crushed Stone, Gravel
Paralleling the Nissitissit River as it runs through the woods, the Potanipo Rail Trail heads south towards Pepperell from the New Hampshire-Massachusetts state border. The Massachusetts section of...
 MA 1.7 mi Crushed Stone, Gravel
The Warner Rail Trail and the Bagley Field Rail Trail are part of the Concord-Lake Sunapee Rail Trail, an eventual 34-mile rail-trail connecting Lake Sunapee and Concord, New Hampshire's state...
 NH 1 mi Crushed Stone, Gravel
Running parallel to the Charles River, the Watertown Riverfront Park features a loop trail designed especially for visitors who are blind to enjoy. A guide wire runs along the edge for visitors to...
 MA 0.25 mi Asphalt

Recent Trail Reviews

Medfield Rail Trail

Easy walk but the trail is not paved on the Medfield side; perfect if you want to minimize the impact on your knees

July, 2025 by rstphard

Easy walk but the trail is not paved on the Medfield side; perfect if you want to minimize the impact on your knees

read more …

Ashuelot Recreational Rail Trail

I love this trail!

July, 2025 by 6z87r5x5ct

I have ridden this trail from one end to the other! Parts are wonderful and parts washed out and muddy!

read more …

Nashua River Rail Trail

Nashua River Rail Trail

July, 2025 by rthomps1963

Rode the trail on Saturday 7/5/25. Liked that it was well shaded, rode by water, not many cross overs where you had to stop for cars and not crowded. I liked the trees on both sides. My only complaint would be you really need to make sure you have front end suspension when riding as there are alot of tree roots growing up under the asphalt- bumpy- outside of that it was a great ride!

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Accordion

Rockingham Recreational Rail Trail (Portsmouth Branch)

RRT Portsmouth Branch

June, 2025 by lynchdrl1951

Great trail. Bad culverts!!!

I bike rode Rockingham Rail Trail, Portsmouth branch for the first time today 6/29/25. Headed from Manchester east out 15 miles and back. Very nice trail, good base and I enjoyed the trail very much. HOWEVER, those underpass culverts 7-8 miles east of Manchester are DOWNRIGHT DANGEROUS!!!!! Very low clearance, terrible visibility, and a deteriorated and uneven riding platform all contribute to a recipe for a terrible accident and injury. I am a good rider, and I crashed today. I was barely creeping along and fortunately I was not seriously Injured. Something needs to be done to make these less dangerous. I do not know who is responsible for maintaining these underpass culverts, but please consider my concerns. I would volunteer to assist in improving these hazards. Reread the description and walking bikes in these culverts was recommended and I would agree. On site signage would be a good idea also. The trail gets 5 stars the culverts get 0 stars.

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Air Line State Park Trail

Beautiful seclusion

June, 2025 by robert.richter89

I rode 20.5 miles of the southern section of the Air Line Trail from East Hampton to Willimantic on a very hot day in June. This section of the Air Line Trail offers gorgeous scenery, peaceful seclusion and a tightly packed gravel surface that is in very good condition throughout. Despite the heat the trail is very shaded which provided much needed relief from the sun. There are a fair amount of road crossings, most are very small, quiet roads and all of the busier roads have warning lights that can be activated to let motorists know you are crossing.

The only two small complaints I have is there is a lack of signage along the trail. There is one very short on road section that I almost missed getting back on the trail due to there being no signage, I just rightly assumed the small unmarked path on the road was the way to get back on the trail. The gates at the road crossings are on the narrow side which can make navigating through the road crossings difficult. I feel these two issues do not at all detract from what this section of the Air Line Trail has to offer.

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Assabet River Rail Trail

Great but discontinuous

June, 2025 by yw8km5gp4n

The Assabet River Rail Trail is varied and enjoyable. The tricky thing about it is that it exists as two disconnected sections, separated by 2 miles of fairly busy road that's only suitable for confident road warriors. And that's a shame because both sections are marvelous and have much to recommend them.

The northern section runs from South Acton, through Maynard, and barely into Stow. It passes right through downtown Maynard, where you can find some decent food options and a bike shop. Proceeding south, it turns into a wide, hard-packed dirt road, and then finally ends as a slightly rougher dirt path. You can also easily access the Assabet River Wildlife Refuge from here, which has miles of wonderful off-road bike paths.

The southern section starts in Hudson and passes through the eastern end of its downtown, where there are more services and some worthwhile shops, including a bike shop. As of 2025, this part also connects to a new 8-mile eastbound section of the Mass Central Rail Trail. But if you continue on the Assabet River Rail Trail, you'll climb up into Marlborough -- it's pretty consistently uphill as you head south, but it's good exercise and has at least one excellent view. The trail more or less ends in the center of Marlborough, near the library, and where there are a few more spots you can grab a bite or get a drink.

So although this one isn't a straight shot, it's easily the most pleasant way to tour these towns and see what they have to offer. I hope finish it some day, and make it a single continuous Acton-to-Marlborough trail it's meant to be.

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Nashua River Rail Trail

Awesome exercise route

June, 2025 by yw8km5gp4n

The Nashua River Rail Trail is terrific. It's long, smooth, well-maintained, and beautiful. Since it lies in a relatively rural part of Massachusetts, I find it to be a lower-key ride than its eastern cousin, the Bruce Freeman Rail Trail, but still well-used. There's less to see and do along it, but that might be exactly what you're looking for. Wholeheartedly recommended.

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Bruce Freeman Rail Trail

Top-notch in every way

June, 2025 by yw8km5gp4n

Without question, this is one of the best rails trails in Massachusetts -- maybe even New England as a whole.

The northernmost section, closest to Lowell, are clearly older -- it's fairly narrow and the way through the center of Chelmsford isn't super well thought-out. As you head south, it quickly turns into a wide, well-maintained, gorgeous trail with beautiful scenery and a serene vibe. There are places to stop for food; a couple of swimming holes; NARA Park in Acton; the fabulous bridge over Route 2; the convenient access through West Concord, and more as you proceed -- including an intersection with the future crown jewel of Massachusetts rail trails (the Mass Central Rail Trail). The BFRT is now mostly complete as of 2025, and I think the only section still waiting to be built is the southernmost section in Framingham. I love the Bruce Freeman and I bet you will too.

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Derry Rail Trail

I ride my bike & walk this trail & downtown Derry is a great bike ride to Salem, 14-miles round trip and always free parking ¿

June, 2025 by n8urelvr67

I ride my bike & walk this trail & downtown Derry is a great bike ride to Salem, 14-miles round trip and always free parking ¿

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Keene Industrial Heritage Trail

short and delightfully maintained

June, 2025 by erikmurphy1

This portion of the Cheshire rail trail has almost no incline is completely straight and runs past a former major manufacturing complex, which is now vacant. Other sites include Keene police department and Keene ice and American house.

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Allenstown Rail Trail

I enjoy the trail. I've seen cows bunnies and birds.

June, 2025 by two4disney

I enjoy the trail. I've seen cows bunnies and birds.

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Canalside Rail Trail

Still Partially Closed

June, 2025 by gettinlate

As of 6/3/25 this trail is still closed south of 11th street.
There is a detour indicated, which we tried to follow, but quickly lost track of.
Found another way to access the trail further south, only to realize that we'd gotten onto the part of the trail that was officially closed.
I'm sure this will warrant a higher rating once it has re-opened, but we were more than a bit disappointed today.

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