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Find Trails > New Hampshire > Pittsfield Trails

Pittsfield, NH Trails and Maps

795 Reviews

Looking for the best trails around Pittsfield?

Explore the best rated trails in Pittsfield, NH. Whether you're looking for an easy walking trail or a bike trail like the Stevens Rail Trail and Sugar River Trail. With more than 63 trails covering 391 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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Type
63 Results
Activities
Length
Surfaces
Type

Amesbury Riverwalk
1.3 mi
State: MA
Asphalt

Barker Road Trail
0.9 mi
State: MA
Dirt, Grass

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

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
Asphalt

Bruce Freeman Rail Trail
11.7 mi
State: MA
Asphalt

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

Common Pathway
5.5 mi
State: NH
Asphalt, Crushed Stone

Concord River Greenway
2 mi
State: MA
Asphalt

Conway Branch
21 mi
State: NH
Ballast, Gravel

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

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

Guinea Pond and Flat Mountain Trails
11.5 mi
State: NH
Ballast, Dirt, Grass
Accordion

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

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

Lake Winnisquam Scenic Trail
1.8 mi
State: NH
Asphalt

Londonderry Rail Trail
4.5 mi
State: NH
Asphalt

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

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

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

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

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

Nanamocomuck Trail
12 mi
State: NH
Ballast

Nashua Heritage Rail-Trail
1.3 mi
State: NH
Asphalt

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

New Boston Rail Trail
3.9 mi
State: NH
Dirt

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

Old Eastern Marsh Trail
1.4 mi
State: MA
Asphalt

Old Railroad Trail
2.7 mi
State: NH
Dirt

Oliverian Brook Trail
3.5 mi
State: NH
Dirt

Peanut Trail
1.5 mi
State: NH
Cinder

Piscataquog Trail
2.1 mi
State: NH
Asphalt

Rob Brook Trail
2 mi
State: NH
Dirt, Gravel

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

Salem Bike-Ped Corridor
1.2 mi
State: NH
Asphalt

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

Sawyer River Trail / Sawyer River Road
7.5 mi
State: NH
Ballast, Dirt, Grass, Sand

South Manchester Rail Trail
0.89 mi
State: NH
Asphalt

Spicket River Greenway
3.5 mi
State: MA
Asphalt

Squannacook River Rail Trail
1.1 mi
State: MA
Crushed Stone

Stevens Rail Trail
1.3 mi
State: NH
Dirt, Gravel

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

WOW Trail
2.7 mi
State: NH
Asphalt

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
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 Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
 NH 1.7 mi Dirt, Gravel
The 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 Bradford Rail Trail occupies a former Pan Am rail corridor, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the mile-long path...
 MA 1.3 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 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 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 Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...
 NH 21 mi Ballast, Gravel
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
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
These connecting trails follow the bed of the old Beebe River Railroad up to Flat Mountain Pond, a large, remote pool high in the Sandwich Range Wilderness. This is a great trip for advanced mountain...
 NH 11.5 mi Ballast, Dirt, Grass
Accordion
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
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 4.5-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...
 NH 4.5 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 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
Methuen Rail Trail connects three communities in northeastern Massachusetts as it follows the route of the former Manchester and Lawrence Branch of the Boston and Maine Railroad. The rail-trail's...
 MA 2.4 mi Asphalt, Crushed Stone
Mine Falls Park in Nashua is a 300-acre-plus urban park with a network of approximately 9.7 miles of a variety of trail types. This forested park offers an extraordinary nature experience in the heart...
 NH 9.7 mi Asphalt, Crushed Stone, Dirt, Grass
The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...
 NH 7.5 mi Asphalt, Gravel
The Upper and Lower Nanamocomuck Trails in White Mountain National Forest are accessible from Kancamagus Highway (SR 112) west of Conway. The trails are open for hiking in summer and cross-country...
 NH 12 mi Ballast
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 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
Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...
 NH 57.6 mi Cinder, 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 Old Railroad, as its name suggests, is a multi-use trail that occupies a former Boston & Maine Railroad corridor. The trail picks up at the northern trailhead of the Common Pathway, a paved...
 NH 2.7 mi Dirt
The Oliverian Brook Trail follows the course of Oliverian Brook through the dense forest of White Mountain National Forest. The trail, open to cross-country skiing in winter, heads toward Passaconaway...
 NH 3.5 mi Dirt
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 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 Rob Brook Trail is mostly flat, following the bottomlands of its namesake creek through the White Mountains National Forest. The trail is open to mountain biking and hiking, with cross-country...
 NH 2 mi Dirt, Gravel
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
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 1.2 mi Asphalt
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 Sawyer River Trail/Sawyer River Road lies deep in the forested heart of the 1,200-square-mile White Mountain National Forest. The 7.5-mile route traces an old logging railroad that’s now part...
 NH 7.5 mi Ballast, Dirt, Grass, Sand
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 Spicket River begins in Derry, New Hampshire, through Methuen and Lawrence, Massachusetts, before draining into the Merrimack River. Like many mill towns of the late 19th and 20th centuries, the...
 MA 3.5 mi Asphalt
The Squannacook River Rail Trail is presently 1.1 miles long, from Depot St. to Old Meetinghouse Road in Townsend, Massachusetts. The trail occupies the Greenville Branch of the Boston and Maine...
 MA 1.1 mi Crushed Stone
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
Visitors to the Sugar River Trail (also known as the Sugar River Recreational Rail Trail) can be forgiven if they lose track of which side of the river they’re traveling. The 9.5-mile trail crosses...
 NH 9.5 mi Ballast, Gravel, Sand
The 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
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

Common Pathway

NH - 5.5 miles

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...

South Manchester Rail Trail

NH - 0.89 miles

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

Salem Bike-Ped Corridor

NH - 1.2 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...

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...

Accordion

Bruce Freeman Rail Trail

MA - 11.7 miles

Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...

Bradford Rail Trail

MA - 1.3 miles

The Bradford Rail Trail occupies a former Pan Am rail corridor, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the mile-long path...

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...

Border to Boston Trail

MA - 10.7 miles

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

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...

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...

Northern Rail Trail

NH - 57.6 miles

Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...

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...

Derry Rail Trail

NH - 3.6 miles

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,...

WOW Trail

NH - 2.7 miles

The 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...

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...

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...

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...

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...

Windham Rail Trail

NH - 4.3 miles

The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. Its connections to the...

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...

More Pittsfield bike trailsView Fewer Pittsfield bike trails

Derry Rail Trail

NH - 3.6 miles

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,...

New Boston Rail Trail

NH - 3.9 miles

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,...

Guinea Pond and Flat Mountain Trails

NH - 11.5 miles

These connecting trails follow the bed of the old Beebe River Railroad up to Flat Mountain Pond, a large, remote pool high in the Sandwich Range Wilderness. This is a great trip for advanced mountain...

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...

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...

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...

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...

Bruce Freeman Rail Trail

MA - 11.7 miles

Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...

Cotton Valley Rail-Trail

NH - 12 miles

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

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...

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...

Roland Bergeron Bike Path

NH - 6 miles

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...

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...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...

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...

Oliverian Brook Trail

NH - 3.5 miles

The Oliverian Brook Trail follows the course of Oliverian Brook through the dense forest of White Mountain National Forest. The trail, open to cross-country skiing in winter, heads toward Passaconaway...

Old Railroad Trail

NH - 2.7 miles

The Old Railroad, as its name suggests, is a multi-use trail that occupies a former Boston & Maine Railroad corridor. The trail picks up at the northern trailhead of the Common Pathway, a paved...

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...

West Foss Farm Trail

NH - 1.6 miles

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

Jay McLaren Memorial Trail

MA - 2 miles

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...

More Pittsfield walking trails View Fewer Pittsfield walking trails

Squannacook River Rail Trail

MA - 1.1 miles

The Squannacook River Rail Trail is presently 1.1 miles long, from Depot St. to Old Meetinghouse Road in Townsend, Massachusetts. The trail occupies the Greenville Branch of the Boston and Maine...

Bruce Freeman Rail Trail

MA - 11.7 miles

Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...

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...

Martin H. Burns Wildlife Management Area Trail

MA - 3.4 miles

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

Accordion

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...

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...

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...

Jay McLaren Memorial Trail

MA - 2 miles

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...

Clipper City Rail Trail & Harborwalk

MA - 3.9 miles

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

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...

Rob Brook Trail

NH - 2 miles

The Rob Brook Trail is mostly flat, following the bottomlands of its namesake creek through the White Mountains National Forest. The trail is open to mountain biking and hiking, with cross-country...

Methuen Rail Trail

MA - 2.4 miles

Methuen Rail Trail connects three communities in northeastern Massachusetts as it follows the route of the former Manchester and Lawrence Branch of the Boston and Maine Railroad. The rail-trail's...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; 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...

Bradford Rail Trail

MA - 1.3 miles

The Bradford Rail Trail occupies a former Pan Am rail corridor, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the mile-long path...

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...

Salem Bike-Ped Corridor

NH - 1.2 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...

Nanamocomuck Trail

NH - 12 miles

The Upper and Lower Nanamocomuck Trails in White Mountain National Forest are accessible from Kancamagus Highway (SR 112) west of Conway. The trails are open for hiking in summer and cross-country...

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...

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...

More Pittsfield running trailsView Fewer Pittsfield running trails

Recent Trail Reviews

Winnipesaukee River Trail

meh

June, 2021 by jimmyfries

Road today July 16, 2021 absolutely bluebird of a day. You definitely want to start in Franklin as other reviews have mentioned. Park inTrestle Brook Park. Which is quite nice beautiful green grass benches to sit on and right on the Winnepesaukee river. When the first section of the trail ends you’ll come to a collection of old cabooses. From that point towards Tilton the trail isn’t that great you have to go through a big section of downtown I believe Tilton to pick up the trail again and at that point you’re on an active track so the trail is next to the tracks which ends near the McDonald’s in Tilton at a kind of sketchy old Motel six

read more …

Salem Bike-Ped Corridor

Connects to Windham and Derry Rail Trails

June, 2021 by mr0b1l

Nice trail, well maintained. Seamless connection to Windham and Derry trails

read more …

Bruce Freeman Rail Trail

great trail

June, 2021 by ccskene

We rode the entire trail, and the construction is finished. The trail was open the entire way. Wide, smooth, beautiful trail

read more …
Accordion

Border to Boston Trail

nice trail

May, 2021 by zt48cdpc6p

I love this trail, well maintained easy to ride and friendly people along the way. Thou I have not completed the entire trail, it’s definitely on my list of riding goals.

read more …

Dover Community Trail

love this trail

May, 2021 by s27dhr9fxp

I have not done the whole trail, but for an out of town cyclist, the section from the train station to fisher street is a stress free option to the narrow, crowded roads of Dover.

read more …

Sanford-Springvale Rail Trail

Wide Tires Are Best

May, 2021 by capekat777

Today marked my first time on the trail after moving to the area at the end of last year. Great for walking/hiking but not so much biking unless you have really wide, sturdy tires. Around the Lebanon line the trail seems to have been heavily sanded, which means very tough going for casual riders. Seasoned riders will appreciate the solitude and scenery. Next time I go I’ll likely walk.

read more …

Stevens Rail Trail

nicely upgraded trail

April, 2021 by wgpaquette

This trail has come a long way. Recently resurfaced with gravel. It is a nice flat and is great for biking or walking. There are a couple of trails off the main one to explore.

read more …

Rockingham Recreational Rail Trail (Fremont Branch)

Started in Epping went as far as Fremont then back. 3 1/2 hours round trip. Nice views of wet lands and forest.

April, 2021 by amramey_tl

Started in Epping went as far as Fremont then back. 3 1/2 hours round trip. Nice views of wet lands and forest.

read more …

Boxford Rail Trail

National Grid Destruction

April, 2021 by prambach

This was once a magnificent five star trail with an astonishing variety of plant species that supported a myriad of mammals, pollinator insects, reptiles and birds, and that did not compromise the power lines that run above it through a large wetland. But this past winter of 2020 National Grid completely decimated every living thing beneath their lines and up to the woods that run parallel. All that's left now are dead sticks and stumps. So far, National Grid has not used herbicides to inhibit regrowth and at least the wood ducks have returned to breed. But the trail is now a depressing sight. I can only hope that in time, nature will endure and re-establish what was once there and that utility companies like National Grid will be prevented by law from ever committing what was tantamount to an environmental crime. This is something I will work to ensure.

read more …

Cotton Valley Rail-Trail

Excellent Ride

March, 2021 by fjg6p22mpx

I rode this trail on my mountain bike with my 3yr old nephew in the rear-mounted toddler seat. Excellent ride with terrific views, plenty of spots to safely pull aside, if necessary. Yes, as others have said, the trail does get narrow on the causeway. However, visibility is excellent. One has plenty of time to adjust their position for oncoming riders & pedestrians. The transitions over the rails are very well marked. The transitions should cause no issues for a mountain bike, hybrid or gravel bike. This would not be a trail for a true road bike with slicks or narrow tires, as a rule. Rode mid-week at the height of summer with no issues navigating other users. Enjoy!

read more …

Bruce Freeman Rail Trail

UNDER CONSTRUCTION

March, 2021 by treverb94

This trail is closed due to construction. The asphalt is broken up into sections exposing the dirt

read more …

Boxford Rail Trail

boxford trail

March, 2021 by ellissalauer

Nice spring walk-full sun, cleared path with side trails that are clearly marked (part of Camp Denison).

read more …
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