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Chester Trails and Maps

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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Activities
Length
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77 Results
Activities
Length
Surfaces
Type

Alewife Linear Park/Somerville Community Path
2 mi
State: MA
Asphalt

Amesbury Riverwalk
1.3 mi
State: MA
Asphalt

Ashburnham Rail Trail
1.3 mi
State: MA
Dirt

Assabet River Rail Trail
5.6 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

Bedford Narrow Gauge Rail-Trail
3.1 mi
State: MA
Asphalt, 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
6.8 mi
State: MA
Asphalt

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

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

Cochituate Rail Trail
1.1 mi
State: MA
Asphalt, Concrete

Common Pathway
6.5 mi
State: NH
Asphalt, Crushed Stone

Concord River Greenway
2 mi
State: MA
Asphalt

Cotton Valley Rail-Trail
8.1 mi
State: NH
Crushed Stone

Danvers Rail Trail
5.1 mi
State: MA
Crushed Stone

Derry Rail Trail
3.5 mi
State: NH
Asphalt

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

Dr. Paul Dudley White Bike Path
13.6 mi
State: MA
Asphalt

East Boston Greenway
1.4 mi
State: MA
Asphalt

Eastern Trail
28.4 mi
State: ME
Asphalt, Crushed Stone

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

Heritage Trail (Manchester)
0.9 mi
State: NH
Asphalt

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

Hooksett Rail Trail
1.75 mi
State: NH
Gravel

Independence Greenway
8.1 mi
State: MA
Asphalt, Crushed Stone

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

Lake Winnisquam Scenic Trail
1.8 mi
State: NH
Asphalt

Londonderry Rail Trail
3.1 mi
State: NH
Asphalt

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

Marblehead Rail-Trail
4.1 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
31.9 mi
State: MA
Crushed Stone, Dirt, Grass

Methuen Rail Trail
2.4 mi
State: MA
Crushed Stone

Minuteman Bikeway
9.7 mi
State: MA
Asphalt

Monadnock Branch Rail-Trail
7.2 mi
State: NH
Asphalt, Gravel

Nashua Canal Trail (Mine Falls Park)
6.05 mi
State: NH
Asphalt, Dirt, Grass, Gravel

Nashua Heritage Rail-Trail
1.3 mi
State: NH
Asphalt

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

Neponset River Greenway
5.2 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
11.4 mi
State: MA
Asphalt

Northern Rail Trail
58 mi
State: NH
Cinder, Crushed Stone, Dirt, Grass, Gravel

Northern Strand Community Trail
5.6 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
4.5 mi
State: MA
Dirt

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

Rockingham Recreational Rail Trail (Portsmouth Branch)
26.5 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 Railroad Trail
4.8 mi
State: ME
Cinder, Dirt, Gravel

South Manchester Rail Trail
0.89 mi
State: NH
Asphalt

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

Spicket River Greenway
3.5 mi
State: MA
Asphalt

Stevens Rail Trail
1.3 mi
State: NH
Dirt, Gravel

Topsfield Linear Common and Wenham Rail-Trail
4.9 mi
State: MA
Cinder, Crushed Stone

Upper Falls Greenway
1 mi
State: MA
Crushed Stone

WOW Trail
1.3 mi
State: NH
Asphalt

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

Windham Rail Trail
4.1 mi
State: NH
Asphalt

Winnipesaukee River Trail
5.1 mi
State: NH
Crushed Stone, Dirt
Trail Image Trail Name States Length Surface Rating
Alewife Linear Park is a beautiful paved trail stretching 2 miles east from the Alewife T-station in Cambridge to Cedar Street in Somerville. The park came about after the Massachusetts Bay...
 MA 2 mi Asphalt
A lovely, albeit short, rail-trail in northeastern Massachusetts, the 1.3-mile Amesbury Riverwalk (a.k.a. Powwow Riverwalk) is the first completed section of the Coastal Trails Network, linking the...
 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 provides a forested escape from the surrounding urban bustle. Traveling 5.6 miles (with plans to expand it) the trail connects the towns of Hudson and Marlborough and...
 MA 5.6 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 Bedford Narrow-Gauge Rail-Trail shares its trailhead at Depot Park in Bedford with the Minuteman Bikeway and Reformatory Branch Trail. Serving mainly as a commuter route, this trail extends just...
 MA 3.1 mi Asphalt, 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
The Bruce Freeman Rail Trail follows the route of the former Framingham and Lowell Railroad. It begins at the Lowell/Chelmsford city line, about 30 miles northwest of Boston, near Cross Point, a major...
 MA 6.8 mi Asphalt
The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...
 NH 32.8 mi Ballast, Cinder, Dirt, Gravel, Sand
The 1.1-mile, multi-use Clipper City Rail Trail and Harbor Walk connects the Massachusetts Bay Transportation Authority (MBTA) commuter rail station and the Merrimack River near downtown Newburyport....
 MA 1.1 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
Common Pathway runs for nearly 7 miles from the south end of Peterborough north to Hancock. The trail is a combination of asphalt and gravel and follows an old railroad right-of-way along the...
 NH 6.5 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 famous Merrimack River continues to be at the heart of the local...
 MA 2 mi Asphalt
On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...
 NH 8.1 mi Crushed Stone
Danvers Rail Trail follows the historic Newburyport Railroad that used to carry goods and passengers between Danvers and Boston in the late 1800s. The abandoned corridor extends just over 5 miles from...
 MA 5.1 mi Crushed Stone
Stretching 3.5 paved miles north from Windham through woodlands to Derry, the Derry Rail Trail runs on the same former rail bed network on which the Rockingham Recreational Trail is built. This...
 NH 3.5 mi Asphalt
Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...
 NH 3.8 mi Asphalt, Crushed Stone
Accordion
Nestled in Boston’s Charles River Reservation, the Dr. Paul Dudley White Bike Path offers a pleasant walk or ride along both sides of the river from the city’s Museum of Science to Watertown. To reach...
 MA 13.6 mi Asphalt
The East Boston Greenway, a linear park made possible by the donation of a disused rail corridor by Conrail in 1997 and the ‘Big Dig’ project in later years, links Boston Harbor with new parks created...
 MA 1.4 mi Asphalt
Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...
 ME 28.4 mi Asphalt, Crushed Stone
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 Goffstown Rail Trail is open, but still in development. About half of the Goffstown Rail Trail has hard packed gravel surface. Goffstown Rail Trail stretches just over 5 miles in length. A bridge...
 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 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
Hooksett Rail-Trail follows a portion of a right-of-way of the Portsmouth & Concord Railroad. This section of the railroad was abandoned in 1862, leaving behind an attractive corridor for the trail....
 NH 1.75 mi Gravel
Independence Greenway offers 8 miles of trail in three disconnected segments through western Peabody. The rail-trail follows the abandoned Salem and Lowell Railroad and offers nice views. It passes by...
 MA 8.1 mi Asphalt, Crushed Stone
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
The first phase of Belmont's Lake Winnisquam Scenic Trail, nicknamed the Winni Trail, opened September 2016. Stretching just shy of 2 miles, the paved trail winds through woodlands and the Leslie...
 NH 1.8 mi Asphalt
The Londonderry Rail Trail will one day stretch 6 miles across Londonderry from Derry to Manchester, New Hampshire's largest city, along the former Manchester and Lawrence Railroad. As of December...
 NH 3.1 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
Shaped like a Y, this 4.1-mile rail-trail connects Marblehead, Salem and Swampscott. From the trail junction in quaint Marblehead, one branch meanders through conservation areas and past harbor...
 MA 4.1 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
A 104-mile rail line was shattered by hurricane in 1938. Today, the corridor is being developed as the Mass Central Rail Trail to be enjoyed by bicyclists, walkers, joggers, and cross-country skiers....
 MA 31.9 mi Crushed Stone, Dirt, Grass
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
You won't get lonely on the Minuteman Bikeway. The nearly 10-mile rail-trail through suburban Boston is one of New England's most popular trails. Warm summer weekends in particular bring folks of all...
 MA 9.7 mi Asphalt
The scenic Monadnock Branch Rail-Trail travels for just over 7 miles from Webster Street in Jaffrey near the ball field to the New Hampshire–Massachusetts border. From Jaffrey to Rindge the trail is...
 NH 7.2 mi Asphalt, Gravel
The Nashua Canal Trail is part of a series of loop trails in Mine Falls Park, Nashua. A total of 6 miles of trails wind along the canal and river in this beautiful, wooded park. Only 1.2 miles of...
 NH 6.05 mi Asphalt, Dirt, Grass, Gravel
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 is a beautiful and peaceful rural trail extending through the Massachusetts communities of Ayer, Groton, Pepperell and Dunstable. The trail continues into New Hampshire...
 MA, NH 12.3 mi Asphalt
Although the Neponset River Greenway totals more than 5 miles in length, it's currently open in several short disconnected sections on the southern outskirts of Boston. The trail is paved and provides...
 MA 5.2 mi Asphalt
The New Boston Rail Trail follows the old railroad line of the same name, running along the Piscataquog River between the Hillsborough County Youth Center in New Boston and Route 114, about 4 miles to...
 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 will one day stretch 16 miles between the cities of Winchendon and Gardner in northern Massachusetts, primarily along a former railroad right-of-way. Three open sections...
 MA 11.4 mi Asphalt
At 58 miles, the Northern Rail Trail spans Grafton and Merrimack counties and is the longest rail-trail in New Hampshire. Along with grass, the surface is dirt, crushed gravel, and cinders in Grafton...
 NH 58 mi Cinder, Crushed Stone, Dirt, Grass, Gravel
Nearly 6 miles of the Northern Strand Community Trail, which follows the former Boston and Maine Railroad, are open to the public. Although this includes two disjointed trail segments, once Revere...
 MA 5.6 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 runs for 2 miles between the east bank of the Merrimack River and Pinard Street at Electric Street. On the east end, the trail begins near the New Hampshire Fisher Cats baseball...
 NH 2.1 mi Asphalt
The rugged and beautiful Reformatory Branch Trail meanders more than 4 miles through three natural areas: Elm Brook Conservation Area, Mary Putnam Webber Wildlife Preserve, and Great Meadows National...
 MA 4.5 mi Dirt
The Fremont Branch of the Rockingham Recreational Rail Trail follows a diagonal, 16.5-mile path from Windham to Epping in the southeastern corner of New Hampshire. As the trail is unpaved (dirt with...
 NH 16.5 mi Dirt, Sand
New Hampshire's largest city, Manchester, boasts relatively quick access to one of the state's longest rail-trails: the 26.5-mile Rockingham Recreational Trail (a.k.a. Portsmouth Branch). The rustic...
 NH 26.5 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 Railroad Trail goes by two other names: the Deering Pond Trail or just plain "Railroad Trail." The trail runs for nearly 5 miles between the town of Lebanon and the University of Southern...
 ME 4.8 mi Cinder, Dirt, Gravel
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
Southwest Corridor Park is a 4.7-mile linear park through the Boston neighborhoods of South End, Roxbury and Jamaica Plain. A recreation and commuter route popular with walkers, runners, and cyclists,...
 MA 3.9 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 trail begins in the small town of Boxford, about 25 miles north of Boston. For just shy of 5 miles, the hard-packed gravel and stone dust pathway follows an abandoned rail bed through Topsfield,...
 MA 4.9 mi Cinder, 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 WOW Trail will one day stretch more than 9 miles in central New Hampshire along the Winnipesaukee Scenic Railroad. Its acronym comes from three regional lakes, which will be seen from the pathway:...
 NH 1.3 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 Windham Rail-Trail occupies a scenic stretch of abandoned rail (Manchester and Lawrence) between Range Road (at Rockingham Rd.) in Salem and Windham Road, about 4 miles to the northwest. At...
 NH 4.1 mi Asphalt
The Winnipesaukee River Trail courses along its namesake river, connecting the towns of Franklin and Tilton-Northfield. The trail passes through an unusual upside-down covered bridge—believed to be...
 NH 5.1 mi Crushed Stone, Dirt

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Trails by activity

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...

Londonderry Rail Trail

NH - 3.1 miles

The Londonderry Rail Trail will one day stretch 6 miles across Londonderry from Derry to Manchester, New Hampshire's largest city, along the former Manchester and Lawrence Railroad. As of December...

Granite Town Rail-Trail

NH - 3 miles

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...

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...

Accordion

Assabet River Rail Trail

MA - 5.6 miles

The Assabet River Rail-Trail provides a forested escape from the surrounding urban bustle. Traveling 5.6 miles (with plans to expand it) the trail connects the towns of Hudson and Marlborough and...

Gloria Braunhardt Bike Path

MA - 1.2 miles

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...

Eastern Trail

ME - 28.4 miles

Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...

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...

Lake Winnisquam Scenic Trail

NH - 1.8 miles

The first phase of Belmont's Lake Winnisquam Scenic Trail, nicknamed the Winni Trail, opened September 2016. Stretching just shy of 2 miles, the paved trail winds through woodlands and the Leslie...

Winnipesaukee River Trail

NH - 5.1 miles

The Winnipesaukee River Trail courses along its namesake river, connecting the towns of Franklin and Tilton-Northfield. The trail passes through an unusual upside-down covered bridge—believed to be...

Salisbury Rail Trail Connector

MA - 0.3 miles

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...

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...

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...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.8 miles

The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...

Heritage Trail (Manchester)

NH - 0.9 miles

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...

Bruce Freeman Rail Trail

MA - 6.8 miles

The Bruce Freeman Rail Trail follows the route of the former Framingham and Lowell Railroad. It begins at the Lowell/Chelmsford city line, about 30 miles northwest of Boston, near Cross Point, a major...

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 famous Merrimack River continues to be at the heart of the local...

Neponset River Greenway

MA - 5.2 miles

Although the Neponset River Greenway totals more than 5 miles in length, it's currently open in several short disconnected sections on the southern outskirts of Boston. The trail is paved and provides...

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...

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...

More Chester bike trailsView Fewer Chester bike trails

Windham Rail Trail

NH - 4.1 miles

The Windham Rail-Trail occupies a scenic stretch of abandoned rail (Manchester and Lawrence) between Range Road (at Rockingham Rd.) in Salem and Windham Road, about 4 miles to the northwest. At...

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...

WOW Trail

NH - 1.3 miles

The WOW Trail will one day stretch more than 9 miles in central New Hampshire along the Winnipesaukee Scenic Railroad. Its acronym comes from three regional lakes, which will be seen from the pathway:...

Barker Road Trail

MA - 0.9 miles

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...

Accordion

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...

North Central Pathway

MA - 11.4 miles

The North Central Pathway will one day stretch 16 miles between the cities of Winchendon and Gardner in northern Massachusetts, primarily along a former railroad right-of-way. Three open sections...

New Boston Rail Trail

NH - 3.9 miles

The New Boston Rail Trail follows the old railroad line of the same name, running along the Piscataquog River between the Hillsborough County Youth Center in New Boston and Route 114, about 4 miles to...

Bruce Freeman Rail Trail

MA - 6.8 miles

The Bruce Freeman Rail Trail follows the route of the former Framingham and Lowell Railroad. It begins at the Lowell/Chelmsford city line, about 30 miles northwest of Boston, near Cross Point, a major...

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...

Salisbury Point Ghost Trail

MA - 1.8 miles

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...

Bedford Narrow Gauge Rail-Trail

MA - 3.1 miles

The Bedford Narrow-Gauge Rail-Trail shares its trailhead at Depot Park in Bedford with the Minuteman Bikeway and Reformatory Branch Trail. Serving mainly as a commuter route, this trail extends just...

Granite Town Rail-Trail

NH - 3 miles

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...

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...

Mass Central Rail Trail

MA - 31.9 miles

A 104-mile rail line was shattered by hurricane in 1938. Today, the corridor is being developed as the Mass Central Rail Trail to be enjoyed by bicyclists, walkers, joggers, and cross-country skiers....

Rockingham Recreational Rail Trail (Portsmouth Branch)

NH - 26.5 miles

New Hampshire's largest city, Manchester, boasts relatively quick access to one of the state's longest rail-trails: the 26.5-mile Rockingham Recreational Trail (a.k.a. Portsmouth Branch). The rustic...

Rockingham Recreational Rail Trail (Fremont Branch)

NH - 16.5 miles

The Fremont Branch of the Rockingham Recreational Rail Trail follows a diagonal, 16.5-mile path from Windham to Epping in the southeastern corner of New Hampshire. As the trail is unpaved (dirt with...

Independence Greenway

MA - 8.1 miles

Independence Greenway offers 8 miles of trail in three disconnected segments through western Peabody. The rail-trail follows the abandoned Salem and Lowell Railroad and offers nice views. It passes by...

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...

Salisbury Rail Trail Connector

MA - 0.3 miles

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...

Southwest Corridor Park (Pierre Lallement Bike Path)

MA - 3.9 miles

Southwest Corridor Park is a 4.7-mile linear park through the Boston neighborhoods of South End, Roxbury and Jamaica Plain. A recreation and commuter route popular with walkers, runners, and cyclists,...

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Barker Road Trail

MA - 0.9 miles

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...

Reformatory Branch Trail

MA - 4.5 miles

The rugged and beautiful Reformatory Branch Trail meanders more than 4 miles through three natural areas: Elm Brook Conservation Area, Mary Putnam Webber Wildlife Preserve, and Great Meadows National...

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...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.8 miles

The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...

Accordion

Minuteman Bikeway

MA - 9.7 miles

You won't get lonely on the Minuteman Bikeway. The nearly 10-mile rail-trail through suburban Boston is one of New England's most popular trails. Warm summer weekends in particular bring folks of all...

Heritage Trail (Manchester)

NH - 0.9 miles

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...

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...

Dr. Paul Dudley White Bike Path

MA - 13.6 miles

Nestled in Boston’s Charles River Reservation, the Dr. Paul Dudley White Bike Path offers a pleasant walk or ride along both sides of the river from the city’s Museum of Science to Watertown. To reach...

Amesbury Riverwalk

MA - 1.3 miles

A lovely, albeit short, rail-trail in northeastern Massachusetts, the 1.3-mile Amesbury Riverwalk (a.k.a. Powwow Riverwalk) is the first completed section of the Coastal Trails Network, linking the...

Eastern Trail

ME - 28.4 miles

Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...

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...

East Boston Greenway

MA - 1.4 miles

The East Boston Greenway, a linear park made possible by the donation of a disused rail corridor by Conrail in 1997 and the ‘Big Dig’ project in later years, links Boston Harbor with new parks created...

Neponset River Greenway

MA - 5.2 miles

Although the Neponset River Greenway totals more than 5 miles in length, it's currently open in several short disconnected sections on the southern outskirts of Boston. The trail is paved and provides...

Piscataquog Trail

NH - 2.1 miles

The Piscataquog Trail runs for 2 miles between the east bank of the Merrimack River and Pinard Street at Electric Street. On the east end, the trail begins near the New Hampshire Fisher Cats baseball...

Northern Strand Community Trail

MA - 5.6 miles

Nearly 6 miles of the Northern Strand Community Trail, which follows the former Boston and Maine Railroad, are open to the public. Although this includes two disjointed trail segments, once Revere...

Nashua Canal Trail (Mine Falls Park)

NH - 6.05 miles

The Nashua Canal Trail is part of a series of loop trails in Mine Falls Park, Nashua. A total of 6 miles of trails wind along the canal and river in this beautiful, wooded park. Only 1.2 miles of...

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...

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...

Assabet River Rail Trail

MA - 5.6 miles

The Assabet River Rail-Trail provides a forested escape from the surrounding urban bustle. Traveling 5.6 miles (with plans to expand it) the trail connects the towns of Hudson and Marlborough and...

Common Pathway

NH - 6.5 miles

Common Pathway runs for nearly 7 miles from the south end of Peterborough north to Hancock. The trail is a combination of asphalt and gravel and follows an old railroad right-of-way along the...

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Recent Trail Reviews

Cheshire Rail Trail (Cheshire Branch Rail Trail)

State Line to Troy

August, 2017 by ryoung_tl

This portion of the trail is well maintained and is a pleasure to ride. The slightly (2% grade) uphill run north was of benefit for the obviously downhill ride back to State Line - a ride of just over 20 miles.

This portion of the Cheshire is of interest historically, because it is over this railroad that Henry David Thoreau and companions (as well as R.W. Emerson and many other Concord, Ma residents) used to reach their beloved Mt. Monadnock. Thoreau traveled the rails in 1952, 1858, and in 1860. And the Troy Depot, now a historical museum, is a delight. Call ahead for an appointment.

read more …

Lake Winnisquam Scenic Trail

Superb Trail!

August, 2017 by kc691588

Great trail with some fun up and down hills and curves. Excellent view of lake. Nice smooth paved surface. Excellent view of railroad tracks in several spots. Three parking spots available on the southern end at the Agway, as well as some on-street parking on Rt. 3A there nearby.

read more …

Assabet River Rail Trail

Nice ride.

August, 2017 by ellenkillam

This is not a super long trail but since it is pretty much all up hill going from Hudson to Marlboro, it still gives you a work out. That being said you should start in Hudson so the way back is down hill.
We did not go on the trail that starts in Maynard because it was closed.

read more …
Accordion

Assabet River Rail Trail

well maintained and dog friendly!

August, 2017 by tadlewog

I parked on Sasseville Way in Marlboro and headed toward Hudson with my pooch. We walked only for about a mile and a half, but met nice people, and other dogs as well. It was well marked, clean, and even had a few trash cans along the way!

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Mass Central Rail Trail

Not Dog Friendly

August, 2017 by tadlewog

I didn't find anything about whether dogs were allowed or not anywhere online. I went to two different parking areas near Holden, where they very clearly state "NO DOGS ALLOWED." I was very disappointed, as this was the explicit reason for my trip - to bring my pooch with me!

read more …

Winnipesaukee River Trail

Skip Tilton, Start @ Depot

August, 2017 by me40

Trail through Tilton isn't easy to follow. You best start at the train depot (Merrimack Valley RailRoad) where there is a great assortment of cabooses. Behind the cabooses is a parking lot and a park. At the far end of the playing fields you can pick up the trail and head toward Franklin.

The second of trail on the other side of town is very industrial, crosses under an under construction highway bridge, and then is an overgrown path between a McDonalds and Burger Kind. Not very scenic there. If you want to do this segment, use the trail head and parking lot at ~ 178 E Main St.

read more …

Rockingham Recreational Rail Trail (Fremont Branch)

Don't bother

August, 2017 by hewett_dick

This trail has a massive potential – a viable trail from Manchester to Portsmouth through some interesting scenery and wildlife.
We parked at Sandown, hoping to walk a few miles one afternoon, and were bitterly disappointed. The trail consisted of a churned up, impassable surface, for either walking or biking and neglected artifacts. It was also a haven for ATVs.
The first thing we saw were a couple of ATV’s driven by kids who were out for a good time with absolutely no regard for other trail users. Apparently the ATVs are credited with keeping the trail clear in winter. One wonders for whom – certainly not for walkers or bikers. The usual trail rules seem to be completely inverted - give way to ATVs or risk being mown down.
This, unfortunately, is not the first trail in NH where we have seen this happen.
New Hampshire is unfortunately known for neglecting its rail trails. The trails there have great potential, with great scenery and abundant wildlife, but most are falling into decay.
In short, if you want a decent passable trail, go elsewhere.

read more …

Common Pathway

August 9 2017

August, 2017 by sbabs

Started this trail in Peterborough. There is a parking lot north of town center on town road where we started. It is a very nice trail and would be very scenic in fall. We went way beyond the recycle center where you come to a street and look for the trail , it actually continues across the street which is part of someone's (mail box ) and driveway . That section goes by a couple of farms , cows and farm land then not far beyond that it gets to a point where it becomes a more narrow path maybe more for mountain bike as opposed to hybrid bikes. Up until that point it's a very nice ride , no hills and nothing difficult. Estimate 6-7 miles one way. Only our 3rd time biking so should be easy for most people, we are in our early 60's.

read more …

WOW Trail

pleasant ride

August, 2017 by dbg2

parked at the opecheee inn and rode about 3 miles to Leslie Roberts Drive
and back.
trail is paved, mostly flat, sidewalk sections well marked.

read more …

Ware River Rail-Trail

Quiet but challenging

July, 2017 by ktrenaud

Just did this on 7/30/17. The trail is flat but lots of loose golfball & tennisball sized rocks to keep you alert. There's also a fair amount of of loose surface due to gravel and too much ATV use. If you want peace & quiet this is the trail for you. Beautiful swamp areas & a small cemetery a few yards off the trail. Lots of very old headstones certainly makes for an interesting resting spot. It's intersected by several dirt roads so be careful when crossing. Bring plenty of water on hotter days, you'll need it!

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Northern Rail Trail

July 2017

July, 2017 by scholastica

Rode from Enfield to Lebanon on a weekday. Passed about ten to fifteen people, total. Enjoyed the view of the river several times. Trail was debris-free and well-maintained. It is mostly beneath tree cover. For those of you who are anxious about bathrooms, there is a rec. center right at the end of the trail in Lebanon where you can do your business. It was a relief to me when I discovered this! Nicely convenient.

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Assabet River Rail Trail

Better than expected!

July, 2017 by joanna.launderville

There are road crossings, especially on the Hudson side of the trail, but they are very manageable. The path description doesn't do this path justice. It's a nice ride with frequent benches to take a break. There are hills especially going from Hudson to Marlboro. Enjoy!

read more …
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