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Find Trails > New Hampshire > Chester > Chester Walking Trails

Chester, NH Walking Trails and Maps

902 Reviews

Looking for the best Walking trails around Chester?

Find the top rated walking trails in Chester, 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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Activities
Length
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Type
78 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

Roland Bergeron Bike Path
6 mi
State: NH
Asphalt

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
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
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

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...

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...

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...

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...

Accordion

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...

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...

Mass Central Rail Trail

MA - 38 miles

The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...

East Boston Greenway

MA - 2.8 miles

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

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 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...

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...

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...

Charles River Bike Path

MA - 22.9 miles

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...

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...

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...

Haggetts Rail Trail

MA - 2 miles

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...

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...

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...

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...

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...

More Chester bike trailsView Fewer Chester bike trails

Piscataquog Trail

NH - 2.1 miles

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...

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...

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...

Rockingham Recreational Rail Trail (Fremont Branch)

NH - 18.3 miles

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...

Accordion

Concord River Greenway

MA - 2 miles

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

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...

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...

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,...

Goffstown Rail Trail

NH - 5.5 miles

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Sanford-Springvale Rail Trail

ME - 5.9 miles

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...

Mason Railroad Trail

NH - 6.7 miles

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...

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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...

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...

Mine Falls Park

NH - 9.7 miles

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...

Accordion

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...

Mass Central Rail Trail

MA - 38 miles

The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...

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...

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...

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...

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...

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...

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...

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...

Charles River Bike Path

MA - 22.9 miles

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...

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...

Mason Railroad Trail

NH - 6.7 miles

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...

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...

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...

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...

Head’s Pond Trail

NH - 1.75 miles

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...

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Recent Trail Reviews

Bay Colony Rail Trail

Nice but short

December, 2018 by tom.dauria88

Not a very long trail and not a lot of scenery, but it's connected to the Needham town forest (High Rock) on one side so if you are mountain biking then that adds more trail. If you are street biking then it's kind of a short ride.

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Northern Rail Trail

Northern Rail Trail.

December, 2018 by maryleefoster

Biked from Potter place to Hoyt Road. Nice trail...hope to do it all in spring 2019!

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North Central Pathway

Autumn on the North Central Pathway!

December, 2018 by maryleefoster

Can be busy, but worth the trip...Autumn is the best time of year for this sweet little rail trail. Good for children and dogs!

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Accordion

Rockingham Recreational Rail Trail (Fremont Branch)

Not for Bicycles

December, 2018 by angrybiker

The trail is nice from Epping to Fremont...that section is closed to ATVs and in the Fall, offers a stunning 'tunnel through the woods' for a ride. At Fremont...across from the Library...the large parking lot makes it easy to park your trailer and get your ATV ready. Consequently, the trail is completely torn up and virtually impassible for bikes: I'm on 1.5 inch 'knobby' tires and still can't maintain traction in the soft sand.

read more …

Salem Bike-Ped Corridor

Trail Pavement Expanded 11-27-18

November, 2018 by tricon23

The Salem Bike- Ped is now paved and open to Tuscan Kitchen!

read more …

Cotton Valley Rail-Trail

Beautiful serene trail - but yes, be careful crossing the rails!

October, 2018 by bobwhite

I rode this trail several years ago, when it only extended 3-4 miles east from Wolfeboro. However, this summer I rediscovered the trail, which is now 12 miles long extending all the way to Turntable Park in Sanbornville (completed summer of 2017). What a beautiful trail it is now. I have ridden the trail 7-8 times this summer and am really hooked on it! The natural beauty from causeway lake crossings to very bucolic meadows & wetlands on the western end are some of the best I've ridden in awhile!

As far as trailside features, you have the lakeside Town of Wolfeboro with many restaurants and a great bike shop (Nordic Skier) in town. When leaving Wolfeboro you pass by the restored train depot (restrooms, tourist info) close to town. This first 2 miles tends to be busy with walkers, cyclists, and people sailing remote controlled sailboats by the soccer fields (kind of neat).

The trail continues east crossing Route 28 (kind of busy, but slower traffic with a painted crosswalk so cars tend to stop for pedestrians and cyclists) but still use caution because it is hard for motorists to see around the foliage and buildings close to the road.

After Route 28, the trail continues on to two lake crossings on old railroad causeways, this is where cyclists must start to pay attention for the rest of the trail in regards to the trail width. Due to the narrowness of the RR causeway, and the fact the tracks have not been removed, cyclists must ride on a wonderful hard dirt surface , BUT as good as the surface is, the path is less than 5 feet wide between the two rails. It's great if it's just you on the trail and no-one else is around, but the trail tends to be busy near Wolfeboro. Oncoming cyclists must be very careful passing each other, I have seen many have dismounted to pass, and also you must call out a friendly warning when approaching other users on the trail.

The trail alternates from between the rails to being beside the rails, and a few times the trail will meander away from the rails altogether (especially near Albee Beach (restrooms, beach). This is where CAUTION must be exercised when crossing rails. Signs on the trail suggest dismounting when you must cross the steel rails. Even though there are wooden platforms built up at the crossings, riders must hit the rails as close to a 90 degree angle as they can (I seem to do fine at 45 degrees with 26" x 2.1" tires). The 7-8 times I rode this trail I came across minimum of 4 cyclists that went down, and they had the bruises and cuts to show for it!! (BTW, I counted, and I think 30 crossings of the steel rails is pretty accurate count for the whole trail)

About 3 miles from Wolfeboro, you will cross State Route 109, a bit quieter than Rt 28, but traffic tends to be a little faster.

Also at this crossing there's the restored Fernald Station (parking,porta-potty), which is also home to the "Putt-Putt cars" (Cotton Valley Rail Trail Club). The putt-putt cars on this trail is very unique, they are motorized 2-person railcars that run from Fernald Station 8 miles to the west and State Route 16. I only saw them in action on one of my rides, they always give a big wave and travel at about 10mph. This is why the rails are still in place on this rail trail, and we owe the 80 member club a big thank you for the maintenance of overgrowth they perform.

Beyond Fernald Station, the trail continues west for another 8 miles to very busy SR 16. The trail continues to alternate "between the rails" and "beside the rails" for this section. This is my favorite section, the 8 mile stretch is very quiet and features natural meadows and wetlands, and there are just minor road crossings with one section of 4 miles with no road crossings at all - it is very enjoyable!!

The last mile before reaching busy State Route 16 features some pretty good short up and down whoopee hills. At Route 16, there is a parking area, and the Miss Wakefield Diner is just south of the trail on Route 16 (no need to cross the highway).

If you do decide to cross 16, be aware traffic travels faster than it's 55mph posted limit, and tends to carry a lot of traffic. Crossing the highway gives you one more mile of trail to downtown Sanbornville and it's Turntable Park, featuring an old turntable used to turn locomotives around. There are also restaurants located in Sanbornville. I have crossed the highway a few times, but in all honestly, the last mile on the other side of Route 16 is not that attractive, even though the Town of Sanbornville is kind of nice, it may not be worth crossing the busy road.

(There is parking on Route 16 on the west side of the highway, so a good option is to park on 16 and ride to Wolfeboro!)

Overall, this is a great and beautiful ride, just watch the rail crossings!

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Sanford-Springvale Rail Trail

Closed

October, 2018 by paoil

Went to this trail today. Waste of time. It’s only open for about .5 miles and stops. Nothing like the description of this trail.

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Nashua River Rail Trail

Ride the old Worcester and Nashua RR

October, 2018 by ayerjunction

The Worcester and Nashua RR is long gone but the end of the trail in Ayer is still served by MBTA Commuter Rail which provides daily service. You can take your bike aboard all off-peak trains. Enjoy the currently-offered $10.00 unlimited weekend pass to get you there.

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East Boston Greenway

The “Easty” Trail

October, 2018 by psl8963_tl

This is a city trail with views of the seashore. It goes through the Bremen St. Park which is used by children and adults skating, running and walking. At one terminus is a stunning view of Boston over the harbor, with easy access to the harbor walk and Piers Park. The other end is at Constitution Beach, from which you can watch airplanes take-off and get pizza or a hot dog in the summer. There is also a stopping point overlooking the wetlands. Lots of local restaurants around: Italian, Salvadorian, and more. If you’re a cyclist don’t expect a long, fast experience. It is scenic and gives you a great sense of “Easty”

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Cotton Valley Rail-Trail

Beautiful trail, no problems with crossings

October, 2018 by keithmalcolmmonk

Our family rode the trail from Wolfeboro to around mile marker 4, a while past the Cotton Valley Rail Trail Club on Rt. 109, in October 2018. There were a lot of great water views including a couple stretches with water on both sides, and winding parts through very pretty woods from about 1.5 miles just before Albee Beach onwards. The trail surface was very hard and not bumpy and presented no problem for hybrid-style bikes, basically as good as pavement (or even better than some paved trails I have been on that haven't been resurfaced recently). All of the crossings over the rails were clearly marked with signs instructing to walk your bikes and painted arrows indicating to do so at a right angle. After walking over many of them and them seeming very solid I began to slowly ride over them at 45 degree angles and never had a problem, and none of the several kids in my group did either. The parts of the trail in between the rails are narrow enough that you need to take extra care. If you are looking to go fast I wouldn't recommend this trail but if you are looking for a very scenic and leisurely ride I would highly recommend it. On the return ride I noticed that there were no signs for westbound bikers so this might explain some other peoples' complaints (although I still found the crossings vey obvious and good). I hope to return and ride the eastern portion of the trail another time.

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Nashua River Rail Trail

Quiet scenic for a full workout

October, 2018 by ptk6660

What a pleasure to ride this excellent trail from end to end. My only wish is for mile markers or mile cairns!

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Rockingham Recreational Rail Trail (Portsmouth Branch)

Nice Ride

October, 2018 by slipsoup

It's early fall and a great time to ride this trail. The leaves are turning, the surface is dry and flat. There are many street crossings, most of them easy. We started in Raymond, off Onway Lake Road. If you map this using the RTC map, it gives you the address for the Gordon Cammett Recreation Area. If you turn in here, it takes you to a large parking lot and ball fields. This is where we started. The trail runs parallel to the ball fields but you can't see it from the parking lot. If you ride your bikes back up the hill you drove down, to the left at the top of the hill, there's a small cut-through. The trail is right there. If you look to your right, you'll see a tunnel (Manchester, or westbound). We rode to our left (Newfields, or eastbound). This is a 30-mile roundtrip ride. The trail has a few different surfaces, most well-packed and rideable with a hybrid. Some of the sandy patches and looser gravel (not many) might be more difficult with road bike tires. In Raymond, there is an old train station with train cars, a one-room schoolhouse, as well as stocks and a jail cell. There are 2 or 3 street crossings near various services if you need a drink or bite to eat. The trail ends at a parking lot, and fittingly, at the railroad tracks. There are no mileage markers along the trail. A trail kiosk in Epping will tell you the mileage to your destination in both directions.

read more …
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