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Chester Trails and Maps

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Looking for the best trails around Chester?

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

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77 Results
Activities
Length
Surfaces
Type

Amesbury Riverwalk
1.3 mi
State: MA
Asphalt

Ashburnham Rail Trail
1.3 mi
State: MA
Dirt

Assabet River Rail Trail
8.6 mi
State: MA
Asphalt

Barker Road Trail
0.9 mi
State: MA
Dirt, Grass

Bay Colony Rail Trail
1.7 mi
State: MA
Crushed Stone

Border to Boston Trail
10.7 mi
State: MA
Crushed Stone, Dirt

Boxford Rail Trail
2.1 mi
State: MA
Dirt, Grass

Bradford Rail Trail
1.3 mi
State: MA

Bridge Street Bike Trail
1 mi
State: MA
Asphalt

Bruce Freeman Rail Trail
11.7 mi
State: MA
Asphalt

Charles River Bike Path
22.9 mi
State: MA
Asphalt

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

Clipper City Rail Trail & Harborwalk
3.9 mi
State: MA
Asphalt, Boardwalk

Cochituate Rail Trail
1.1 mi
State: MA
Asphalt, Concrete

Common Pathway
5.5 mi
State: NH
Asphalt, Crushed Stone

Concord River Greenway
2 mi
State: MA
Asphalt

Cotton Valley Rail-Trail
12 mi
State: NH
Gravel

Derry Rail Trail
3.6 mi
State: NH
Asphalt

Dover Community Trail
3.8 mi
State: NH
Asphalt, Crushed Stone, Dirt

East Boston Greenway
2.8 mi
State: MA
Asphalt
Accordion

Eastern Trail
28.9 mi
State: ME
Asphalt, Crushed Stone, Sand

Farmington Recreational Rail-Trail
6 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Gloria Braunhardt Bike Path
1.2 mi
State: MA
Asphalt, Dirt, Grass

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

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

Haggetts Rail Trail
2 mi
State: MA
Crushed Stone

Harrisville Rail Trail
1.6 mi
State: NH
Dirt

Head’s Pond Trail
1.75 mi
State: NH
Gravel

Heritage Trail (Manchester)
0.9 mi
State: NH
Asphalt

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

Independence Greenway
5.3 mi
State: MA
Asphalt

Jay McLaren Memorial Trail
2 mi
State: MA
Dirt, Grass, Gravel

Lake Winnisquam Scenic Trail
1.8 mi
State: NH
Asphalt

Londonderry Rail Trail
3.3 mi
State: NH
Asphalt

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

Marblehead Rail-Trail
4 mi
State: MA
Asphalt, Dirt, Gravel, Sand

Martin H. Burns Wildlife Management Area Trail
3.4 mi
State: MA
Dirt, Gravel, Sand

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

Methuen Rail Trail
2.4 mi
State: MA
Crushed Stone

Mine Falls Park
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

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

Nashua Heritage Rail-Trail
1.3 mi
State: NH
Asphalt

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

Neponset River Greenway
8.2 mi
State: MA
Asphalt

New Boston Rail Trail
3.9 mi
State: NH
Dirt

North Bank Bridge
0.5 mi
State: MA
Concrete

North Central Pathway
8.9 mi
State: MA
Asphalt

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

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

Old Eastern Marsh Trail
1.4 mi
State: MA
Asphalt

Peanut Trail
1.5 mi
State: NH
Cinder

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

Piscataquog Trail
2.1 mi
State: NH
Asphalt

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)
28.1 mi
State: NH
Crushed Stone, Dirt, Grass, Gravel, Sand

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

Salem Bike-Ped Corridor
1.15 mi
State: NH
Asphalt

Salem-Beverly Canal Path (Grand Wenham Canal Path)
2 mi
State: MA
Dirt, Grass

Salisbury Beach State Reservation Trail
0.6 mi
State: MA
Crushed Stone, Grass

Salisbury Point Ghost Trail
1.8 mi
State: MA
Crushed Stone

Salisbury Rail Trail Connector
0.3 mi
State: MA
Asphalt

Sanford-Springvale Rail Trail
5.9 mi
State: ME
Gravel

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

South Manchester Rail Trail
0.89 mi
State: NH
Asphalt

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

Spicket River Greenway
3.5 mi
State: MA
Asphalt

Stevens Rail Trail
1.3 mi
State: NH
Dirt, Gravel

Upper Falls Greenway
1 mi
State: MA
Crushed Stone

WOW Trail
2.7 mi
State: NH
Asphalt

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

West Foss Farm Trail
1.6 mi
State: NH
Dirt

Windham Rail Trail
4.3 mi
State: NH
Asphalt

Winnipesaukee River Trail
5.1 mi
State: NH
Asphalt, Crushed Stone, Dirt, Gravel
Trail Image Trail Name States Length Surface Rating
The Amesbury Riverwalk (also known as the Powwow Riverwalk) carries visitors between a resurgent waterfront district on the Powwow River to a modern shopping center on the outskirts of this historical...
 MA 1.3 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
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
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 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
The Border to Boston Trail connects the communities of West Peabody, Peabody, Danvers, Topsfield, and Boxford in northeastern Massachusetts. The long-term goal for the trail is to continue it north to...
 MA 10.7 mi Crushed Stone, Dirt
The Boxford Rail Trail is a short, rustic pathway open on a former rail corridor in rural Essex County. Now home to overhead electric wires owned by National Grid, the trail is open via a license...
 MA 2.1 mi Dirt, Grass
The newly open Bradford Rail Trail occupies the former Pan Am rail lines, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the...
 MA 1.3 mi
The Bridge Street Bike Trail begins near Curtis Park and travels south through downtown Salem, closely following the Bridge Street Bypass. The short trail runs through residential, retail and...
 MA 1 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
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
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 Clipper City Rail Trail is part of the Coastal Trails Coalition, which is developing in the four towns of Amesbury, Newbury, Newburyport, and Salisbury along the Merrimack River and will...
 MA 3.9 mi Asphalt, Boardwalk
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 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 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 Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...
 NH 12 mi Gravel
This exquisitely maintained trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. The trail will eventually be part of the Granite State Rail Trail,...
 NH 3.6 mi Asphalt
The Dover Community Trail snakes its way through the heart of the Garrison City—so nicknamed for the fortified log houses, or garrisons, built by 17th-century settlers—-offering a variety of trail...
 NH 3.8 mi Asphalt, Crushed Stone, Dirt
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
Accordion
The 28.9-mile Eastern Trail connects the historic towns along Maine’s southern coast from the woods near Kennebunk to South Portland’s harbor lighthouse. Nearly 22 miles of the route follows off-road...
 ME 28.9 mi Asphalt, Crushed Stone, Sand
The Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...
 NH 6 mi Ballast, Cinder, Dirt, Gravel, Sand
Although short, the scenic Gloria Braunhardt Bike Path travels through forests and pastures full of birds and wildlife. The asphalt pathway parallels the eastern side of the present-day Interstate 95...
 MA 1.2 mi Asphalt, Dirt, Grass
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
Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...
 NH 3 mi Ballast, Cinder, 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
The Harrisville Rail Trail runs for just under two miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris...
 NH 1.6 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
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
The 5.3-mile Independence Greenway makes for a pleasant ride, providing access to lakes, parks, and nature preserves. The paved pathway is located in the town of Peabody (pronounced by locals as...
 MA 5.3 mi Asphalt
Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...
 MA 2 mi Dirt, Grass, Gravel
Lake Winnisquam is New Hampshire’s fourth largest lake, and taking the Lake Winnisquam Scenic Trail is one of the best ways to experience it. Meaning “pleasant waters,” Lake Winnisquam provides...
 NH 1.8 mi Asphalt
The smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 3.3-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...
 NH 3.3 mi Asphalt
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 Marblehead Rail-Trail appears on maps as a Y resting on its side, connecting Marblehead and Salem in the north and the city limits of Swampscott in the west. The 4-mile trail knits together a...
 MA 4 mi Asphalt, Dirt, Gravel, Sand
The rail-trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay Transportation Authority (MBTA) commuter rail station near downtown Newburyport, a coastal...
 MA 3.4 mi Dirt, Gravel, Sand
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
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 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
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
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 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 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 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 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
Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. Trail development began in 1996 after the state purchased the Boston and Maine...
 NH 57.6 mi Cinder, Crushed Stone
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 Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for 1.4 miles between the north bank of the Merrimack River and Mudnock Road in Salisbury. The beautifully landscaped trail was built...
 MA 1.4 mi Asphalt
The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
 NH 1.5 mi Cinder
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 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 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
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 begins in Manchester, the state’s...
 NH 28.1 mi Crushed Stone, Dirt, Grass, Gravel, Sand
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
When complete, the Salem Bike-Ped Corridor will run for more than 5 miles on a former Boston and Maine Railroad corridor from connections with the Windham Rail Trail (north) and Methuen Rail Trail...
 NH 1.15 mi Asphalt
Although only a grassy, hard-packed dirt pathway, the route along the Salem-Beverly Canal (also known as the Grand Wenham Canal), is scenic and peaceful. The old canal, built in 1917, lies between two...
 MA 2 mi Dirt, Grass
Although less than a mile, the trail running through Salisbury Beach State Reservation offers lovely views of the beaches off the northeastern coast of Massachusetts, just a few miles south of the New...
 MA 0.6 mi Crushed Stone, Grass
Currently 1.8 miles, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. The route is one part of the larger Coastal Trails...
 MA 1.8 mi Crushed Stone
The Salisbury Rail Trail Connector, also known as the Gillis Rail Trail Connector, is a 0.3-mile link between two rail-trails: Salisbury's Old Eastern Marsh Trail and Newburyport's Clipper City Rail...
 MA 0.3 mi Asphalt
The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...
 ME 5.9 mi Gravel
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 Manchester Rail Trail is a proposed bike/pedestrian path that would connect the downtown Millyard area of Manchester to the Town on Londonderry. The South Manchester Rail Trail will utilize...
 NH 0.89 mi Asphalt
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 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
About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...
 NH 1.3 mi Dirt, Gravel
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
he WOW Trail is named after the three bodies of water that can be seen from this rail-trail: Lake Winnipesaukee, Opechee Bay, and Lake Winnisquam. This picturesque 2.7-mile trail shares a corridor...
 NH 2.7 mi Asphalt
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 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...
 NH 1.6 mi Dirt
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. Its connections to the...
 NH 4.3 mi Asphalt
The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...
 NH 5.1 mi Asphalt, Crushed Stone, Dirt, Gravel

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Trails by activity

Lowell Canal System Trails

MA - 1.9 miles

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...

Border to Boston Trail

MA - 10.7 miles

The Border to Boston Trail connects the communities of West Peabody, Peabody, Danvers, Topsfield, and Boxford in northeastern Massachusetts. The long-term goal for the trail is to continue it north to...

Spicket River Greenway

MA - 3.5 miles

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...

Southwest Corridor Park (Pierre Lallement Bike Path)

MA - 4.1 miles

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,...

Accordion

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...

Windham Rail Trail

NH - 4.3 miles

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. Its connections to the...

Independence Greenway

MA - 5.3 miles

The 5.3-mile Independence Greenway makes for a pleasant ride, providing access to lakes, parks, and nature preserves. The paved pathway is located in the town of Peabody (pronounced by locals as...

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...

Peanut Trail

NH - 1.5 miles

The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...

South Manchester Rail Trail

NH - 0.89 miles

The South Manchester Rail Trail is a proposed bike/pedestrian path that would connect the downtown Millyard area of Manchester to the Town on Londonderry. The South Manchester Rail Trail will utilize...

Salem Bike-Ped Corridor

NH - 1.15 miles

When complete, the Salem Bike-Ped Corridor will run for more than 5 miles on a former Boston and Maine Railroad corridor from connections with the Windham Rail Trail (north) and Methuen Rail Trail...

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...

Bridge Street Bike Trail

MA - 1 miles

The Bridge Street Bike Trail begins near Curtis Park and travels south through downtown Salem, closely following the Bridge Street Bypass. The short trail runs through residential, retail and...

Lake Winnisquam Scenic Trail

NH - 1.8 miles

Lake Winnisquam is New Hampshire’s fourth largest lake, and taking the Lake Winnisquam Scenic Trail is one of the best ways to experience it. Meaning “pleasant waters,” Lake Winnisquam provides...

Methuen Rail Trail

MA - 2.4 miles

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...

Londonderry Rail Trail

NH - 3.3 miles

The smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 3.3-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...

Old Eastern Marsh Trail

MA - 1.4 miles

The Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for 1.4 miles between the north bank of the Merrimack River and Mudnock Road in Salisbury. The beautifully landscaped trail was built...

Stevens Rail Trail

NH - 1.3 miles

About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...

Salem-Beverly Canal Path (Grand Wenham Canal Path)

MA - 2 miles

Although only a grassy, hard-packed dirt pathway, the route along the Salem-Beverly Canal (also known as the Grand Wenham Canal), is scenic and peaceful. The old canal, built in 1917, lies between two...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...

More Chester bike trailsView Fewer Chester bike trails

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...

Harrisville Rail Trail

NH - 1.6 miles

The Harrisville Rail Trail runs for just under two miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris...

Salem Bike-Ped Corridor

NH - 1.15 miles

When complete, the Salem Bike-Ped Corridor will run for more than 5 miles on a former Boston and Maine Railroad corridor from connections with the Windham Rail Trail (north) and Methuen Rail Trail...

Farmington Recreational Rail-Trail

NH - 6 miles

The Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...

Accordion

Eastern Trail

ME - 28.9 miles

The 28.9-mile Eastern Trail connects the historic towns along Maine’s southern coast from the woods near Kennebunk to South Portland’s harbor lighthouse. Nearly 22 miles of the route follows off-road...

Border to Boston Trail

MA - 10.7 miles

The Border to Boston Trail connects the communities of West Peabody, Peabody, Danvers, Topsfield, and Boxford in northeastern Massachusetts. The long-term goal for the trail is to continue it north to...

Bruce Freeman Rail Trail

MA - 11.7 miles

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...

Cotton Valley Rail-Trail

NH - 12 miles

The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...

Spicket River Greenway

MA - 3.5 miles

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...

Lowell Canal System Trails

MA - 1.9 miles

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...

Nashua Heritage Rail-Trail

NH - 1.3 miles

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...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...

Dover Community Trail

NH - 3.8 miles

The Dover Community Trail snakes its way through the heart of the Garrison City—so nicknamed for the fortified log houses, or garrisons, built by 17th-century settlers—-offering a variety of trail...

Lake Winnisquam Scenic Trail

NH - 1.8 miles

Lake Winnisquam is New Hampshire’s fourth largest lake, and taking the Lake Winnisquam Scenic Trail is one of the best ways to experience it. Meaning “pleasant waters,” Lake Winnisquam provides...

Bridge Street Bike Trail

MA - 1 miles

The Bridge Street Bike Trail begins near Curtis Park and travels south through downtown Salem, closely following the Bridge Street Bypass. The short trail runs through residential, retail and...

South Bay Harbor Trail

MA - 3.8 miles

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...

Assabet River Rail Trail

MA - 8.6 miles

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...

Amesbury Riverwalk

MA - 1.3 miles

The Amesbury Riverwalk (also known as the Powwow Riverwalk) carries visitors between a resurgent waterfront district on the Powwow River to a modern shopping center on the outskirts of this historical...

Clipper City Rail Trail & Harborwalk

MA - 3.9 miles

The Clipper City Rail Trail is part of the Coastal Trails Coalition, which is developing in the four towns of Amesbury, Newbury, Newburyport, and Salisbury along the Merrimack River and will...

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...

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Peanut Trail

NH - 1.5 miles

The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...

Nashua Heritage Rail-Trail

NH - 1.3 miles

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...

Stevens Rail Trail

NH - 1.3 miles

About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...

Marblehead Rail-Trail

MA - 4 miles

The Marblehead Rail-Trail appears on maps as a Y resting on its side, connecting Marblehead and Salem in the north and the city limits of Swampscott in the west. The 4-mile trail knits together a...

Accordion

Salisbury Beach State Reservation Trail

MA - 0.6 miles

Although less than a mile, the trail running through Salisbury Beach State Reservation offers lovely views of the beaches off the northeastern coast of Massachusetts, just a few miles south of the New...

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...

Lowell Canal System Trails

MA - 1.9 miles

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...

West Foss Farm Trail

NH - 1.6 miles

The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...

Bradford Rail Trail

MA - 1.3 miles

The newly open Bradford Rail Trail occupies the former Pan Am rail lines, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the...

Northern Rail Trail

NH - 57.6 miles

Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. Trail development began in 1996 after the state purchased the Boston and Maine...

Martin H. Burns Wildlife Management Area Trail

MA - 3.4 miles

The rail-trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay Transportation Authority (MBTA) commuter rail station near downtown Newburyport, a coastal...

Independence Greenway

MA - 5.3 miles

The 5.3-mile Independence Greenway makes for a pleasant ride, providing access to lakes, parks, and nature preserves. The paved pathway is located in the town of Peabody (pronounced by locals as...

Londonderry Rail Trail

NH - 3.3 miles

The smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 3.3-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...

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...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...

Rockingham Recreational Rail Trail (Portsmouth Branch)

NH - 28.1 miles

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 begins in Manchester, the state’s...

Monadnock Recreational Rail Trail

NH - 7.5 miles

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...

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...

South Manchester Rail Trail

NH - 0.89 miles

The South Manchester Rail Trail is a proposed bike/pedestrian path that would connect the downtown Millyard area of Manchester to the Town on Londonderry. The South Manchester Rail Trail will utilize...

Old Eastern Marsh Trail

MA - 1.4 miles

The Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for 1.4 miles between the north bank of the Merrimack River and Mudnock Road in Salisbury. The beautifully landscaped trail was built...

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Recent Trail Reviews

Charles River Bike Path

Best Bike ride - a must do

September, 2018 by jnich8888

We parked in Newton and rode out bikes all the way to the Cambridge Galleria and had lunch. Then we rode back to Newton, was just over 27 miles round trip. Mostly along the river. The trail is broken up and we crossed the river about 3 times in Watertown to Waltham, but what an amazing ride. Some dirt sections, but our Trek hybrids did not have trouble. Be careful crossing streets, espcially in the city. Also, don't go full speed as there are a lot of people walking and enjoying the trail, so take your time and enjoy!

read more …

Bruce Freeman Rail Trail

Lovely surprise trail

September, 2018 by lisa.berelson

A brand new bridge has been constructed which crosses 2A seamlessly connecting this (at present) Chelmsford to Acton path. A fully paved, and at times exceptionally wide, path passes through marshland and lovely new wood feel ferns, lovely ponds/small beaches. It was a pleasure taking this 12.5 mile ride which had plenty of canopy covering on a sunny day. The description may be a little outdated b/c we saw newer looking parking on various parts of the trail and actually started in Acton. As always a bunch of street crossings to be cautious about with older style raised brick stanchions at these intersections to encourage reduced speed.

read more …

Methuen Rail Trail

Newly Paved

September, 2018 by minion450

Project is just about done. parking lot at the depot still being worked on but from Lawrence to Salem NH all paved. southern portion of the trail still a little trashy off the trail but major improvement to say the least.

read more …
Accordion

Rockingham Recreational Rail Trail (Portsmouth Branch)

A difficult start, a great finish

September, 2018 by robert.richter89

I started at the Massabesic Lake trailhead which offered plenty of parking as well as a beautiful start to my ride. There were no mile markers or any history signs on the trail so mileage is difficult to track. The first four to five miles of my ride were very rough with large rocks strewn all over the trail and three tunnels underneath roadways. The rocks in this section are all very well marked by orange spray paint, I just had to take my time on my hybrid bike. A hybrid bike will do just fine on the trail but a mountain bike would offer more confidence in this section.

After this first section of trail I found the rest of the trail to offer beautiful scenery as well as a much smoother ride. There are a fair share of road crossings but all but two are very quiet roads that had very little traffic. Raymond offers the perfect mid-trail stop to take pictures as well as a place to get food. Epping also offers more places to get refreshments. The last stretch of the trail from Epping to Newfields was my favorite part of the trail and offered an easy finish to my ride.

read more …

Eastern Trail

Variety is king on this trail

September, 2018 by robert.richter89

I rode the entire trail starting at Bug Light Park in South Portland and ending at Kennebunk; roughly 30 miles each way. I knew about the on road gaps and found them to be a positive as it added variety to the trail. The on road sections are fairly well marked and I only had an issue finding my way through Biddeford. The shoulders are very wide and I must say I found Maine drivers to be very courteous to me at every road crossing.

The off road sections of the trail are very well marked, shaded and very flat. I rode through forests and marshes and around residential neighborhoods. There is a fundraising effort to close one of the on road gaps on this trail. If that gap is closed I would give this trail five stars. I still highly recommend this trail as you can have a nice ride no matter what section you chose to ride.

read more …

Bruce Freeman Rail Trail

Excellent trail

September, 2018 by gmc22

Though I only went about 6 or 7 miles into this trail, I found it to be scenic, safe, and flat. Some segments of the trail are wider than usual. There are a couple of swim-able ponds along it if you want to stop for a dip. Overall, an excellent trail and I look forward to doing it in its entirety, next time.

read more …

Cotton Valley Rail-Trail

Trail Hazards

September, 2018 by love2yak_bike

I was delighted to read about the Cotton Valley Rail Trail from Wakefield to Wolfeboro. I picked up a copy of Rail-Trails, read up on the route and search Trail-link to read the reviews. I was aware of the switch over crossings on the trail and the dangers from what I read. Starting my ride in Wakefield at the Railroad Turntable I enjoyed a short ride to Route 16 and crossed over. I found the trail to be well maintained and walked over the first switch over crossing, I made a mental note that they might not be marked for hazards and continued riding. I was right! With the forest canopy and sun filtering through I came up on one with little notice and continue to cross and my back tire slipped out and I had crashed. Needless to say that ended my ride and caused an injury. I have ridden on many different surfaces and was shocked by what looked like an easy cross over. Please mark all switch over crossings as Hazards to avoid accidents. I am looking forward to riding this trail again after my recovery. If I had finished my ride I would have rated it a 5 Star, as I have heard it is a beautiful trail with a lot of great historical sites.

read more …

Cotton Valley Rail-Trail

Why don't they fix this trail?

August, 2018 by ellenkillam

Disappointed to read that there is still a hazard on this trail. This could be so easy to fix by putting cement in between the rails or putting mats on the crossings. I will not go on this trail until this is fixed as I took a bad spill due to the rails.

read more …

Northern Rail Trail

AUGUST 2018 ADVENTURE

August, 2018 by nielk_tl

I biked the 13.50 mile section from Canaan to Lebanon (and back). The surface is mostly packed gravel. The first three miles (from Canaan) is challenging as the gravel is somewhat looser. However, I had no real problem on my Trek Dual Sport bike. The section along Mascoma Lake is beautiful. I startled a couple of deer along the way.

read more …

Minuteman Commuter Bikeway

Wonderful Commuter Trail

August, 2018 by heochief

We are from Chicago and rode this trail. We found it very pleasant even dodging rain drops. The trail is clean and smooth with a moderate amount of traffic. Most traffic seemed to be commuter traffic. We enjoyed the historic portions of the trail and loved Lexington along the way. The old commuter coach at the Bedford Station is a nice touch of the days the trail served as a rail line. We did ride the trail from end pint to end point however after the Bedford Station the trail seems to be less marked and resorts to street traffic. All in all a great inter urban commuter trail.

read more …

Eastern Trail

great after work bike ride

August, 2018 by mailtojanah

the first 6 miles was somewhat boring, just a dirt path in the woods but the remaining trail to Saco was fun weaving through neighborhoods and Saco river crossing was cool. excited to do the second section :)

read more …

Cotton Valley Rail-Trail

Beautiful trail, slippery track (Aug '18)

August, 2018 by jonathanjcammarato

I drove about half an hour from Rochester to ride this trail on my new hybrid. The trail is compact gravel with beautiful scenery. I read some reviews on here and noticed some people mentioned the hazards crossing the rails, they weren't lying. About 4 miles in I tried to cross the rails almost fully parallel and my wheel slipped out underneath me. I skid into a burm and cut my knee. I chose self-care but could have used 2 or 3 sutures. After another 2 miles my girlfriend picked me up and after a trip to rite-aid for butterfly sutures we enjoyed the rest of the day in Wolfboro.

Along the way another rider gave me a large bandaid and showed me to the nearest road. I didn't get his name but thank you if you're reading this. I will hit the trail in a week or two again when my knee is healed, this time crossing the rails at a 90 degree angle.

read more …
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