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Winchendon Walking Trails and Maps

943 Reviews

Looking for the best Walking trails around Winchendon?

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

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Length
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74 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail
54.6 mi
State: CT
Ballast, Dirt, Gravel

Appel Way Trail
1.3 mi
State: NH
Asphalt

Ashburnham Rail Trail
1.3 mi
State: MA
Dirt

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

Blackstone River Greenway (MA)
3 mi
State: MA
Asphalt

Blackstone River and Canal Heritage State Park Trail
3.5 mi
State: MA
Dirt

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

Bradford Rail Trail
1.3 mi
State: MA

Bridge of Flowers
0.1 mi
State: MA
Concrete

Bruce Freeman Rail Trail
11.7 mi
State: MA
Asphalt

Canalside Rail Trail
3.6 mi
State: MA
Asphalt

Center Trail
0.6 mi
State: MA
Crushed Stone

Charles River Bike Path
22.9 mi
State: MA
Asphalt

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

Chicopee River Canal Rail Trail
0.21 mi
State: MA
Asphalt

Cochituate Rail Trail
1.1 mi
State: MA
Asphalt, Concrete

Common Pathway
5.5 mi
State: NH
Asphalt, Crushed Stone
Accordion

Concord River Greenway
2 mi
State: MA
Asphalt

Connecticut Riverwalk and Bikeway
5.4 mi
State: MA
Asphalt

Derry Rail Trail
3.6 mi
State: NH
Asphalt

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

Fort Hill Recreational Rail Trail

7 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Fort Hill Recreational Rail Trail

7 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

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

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

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

Hoot, Toot and Whistle Trail
0.5 mi
State: VT
Dirt

Jonathan Daniels Trail
0.9 mi
State: NH
Crushed Stone

Keene Industrial Heritage Trail

1 mi
State: NH
Asphalt

Londonderry Rail Trail
3.3 mi
State: NH
Asphalt

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

Manhan Rail Trail
9.6 mi
State: MA
Asphalt

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

Mass Central Rail Trail
38 mi
State: MA
Crushed Stone, Dirt, Grass

Mass Central Rail Trail (Norwottuck Branch)
10 mi
State: MA
Asphalt

Methuen Rail Trail
2.4 mi
State: MA
Crushed Stone

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

Minuteman 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

New Boston Rail Trail
3.9 mi
State: NH
Dirt

North Central Pathway
8.9 mi
State: MA
Asphalt

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

Norwottuck Rail-Trail (Francis P. Ryan Section)
4.9 mi
State: MA
Asphalt

Piscataquog Trail
2.1 mi
State: NH
Asphalt

Redstone Rail Trail
1.4 mi
State: MA
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

Salem Bike-Ped Corridor
1.15 mi
State: NH
Asphalt

South Manchester Rail Trail
0.89 mi
State: NH
Asphalt

South Spencer Rail Trail
1.62 mi
State: MA
Crushed Stone

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

Spicket River Greenway
3.5 mi
State: MA
Asphalt

Stevens Rail Trail
1.3 mi
State: NH
Dirt, Gravel

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

Toonerville Rail-Trail
3.2 mi
State: VT
Asphalt

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

Upper Falls Greenway
1 mi
State: MA
Crushed Stone

Valley Trail
9.1 mi
State: VT
Asphalt

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

West River Trail

16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand

Westville Lake Community Trail
0.7 mi
State: MA
Crushed Stone

Windham Rail Trail
4.3 mi
State: NH
Asphalt
Trail Image Trail Name States Length Surface Rating
The Air Line State Park Trail winds nearly 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. The pathway is...
 CT 54.6 mi Ballast, Dirt, Gravel
Appel Way Trail offers a paved route of about a mile through woodlands on the north end of Keene. Most notably, it offers a connection between Wheelock Park on the trail's west end and Ashuelot River...
 NH 1.3 mi Asphalt
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 Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...
 NH 21.5 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
The Assabet River Rail Trail provides a forested escape from the surrounding urban bustle. Traveling 8.6 miles (with plans to expand it) the trail connects the towns of Hudson and Marlborough and...
 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 Blackstone River Greenway (previously known as the Blackstone River Bikeway) is a 3-mile trail that represents the first open segment of the Massachusetts portion of a pathway that will eventually...
 MA 3 mi Asphalt
The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and manufactured goods between emerging industrial centers. Walk along restored sections of...
 MA 3.5 mi Dirt
The Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
 NH 1.7 mi Dirt, Gravel
The 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 of Flowers is a 400-foot-long former trolley line bridge that has been converted into a garden pathway. Open from April 1 to October 31, the bridge spans the Deerfield River between...
 MA 0.1 mi Concrete
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 11.7 mi Asphalt
Canalside Rail Trail begins at McClelland Farm Road in Deerfield and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a...
 MA 3.6 mi Asphalt
The Center Trail runs for less than a mile from Hopkinton's downtown to its high school and middle school, providing a safe route to school for thousands of students. The wooded trail, which once...
 MA 0.6 mi Crushed Stone
The Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 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 Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
 MA 0.21 mi Asphalt
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
Accordion
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 Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...
 MA 5.4 mi Asphalt
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 East Branch Trail is a 0.5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
 VT 0.5 mi Gravel
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
 NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
 NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
The 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
Grand Trunk Trail is part of a larger trail network, the Titanic Rail Trail, which will stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along...
 MA 6.2 mi Crushed Stone, Dirt, Gravel
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
Although short, the Hoot, Toot and Whistle Trail provides an enjoyable journey through peaceful woodlands on Wilmington's west end. As you might guess, the rail-trail gets its name from the former...
 VT 0.5 mi Dirt
Jonathan Daniels Trail travels the length of Ashuelot River Park through Keene. Along the stone-dust trail, you can enjoy the park’s beautiful natural backdrop and flower garden. The trail was named...
 NH 0.9 mi Crushed Stone
The Keene Industrial Trail links the county's Cheshire Rail-Trail in the city of Keene. The paved path is a 1-mile segment through downtown Keene, which passes among some of the city's old mill...
 NH 1 mi Asphalt
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 Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...
 MA 9.6 mi Asphalt
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 38 mi Crushed Stone, Dirt, Grass
Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...
 MA 10 mi Asphalt
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
You won't get lonely on the Minuteman Bikeway. The just over 10-mile rail-trail through suburban Boston is one of New England's most popular trails. Warm summer weekends in particular bring folks of...
 MA 10.1 mi Asphalt
The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...
 NH 7.5 mi Asphalt, Gravel
The 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 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 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
The New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
 NH 3.9 mi Dirt
The North Central Pathway 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 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
In central Massachusetts, the Norwottuck Rail-Trail (formerly the Northampton Bikeway) runs between New South Street in Northampton and the neighborhood north of Look Memorial Park in Florence....
 MA 4.9 mi Asphalt
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 Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...
 MA 1.4 mi Asphalt
The 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 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
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
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 South Spencer Rail Trail runs for less than 2 miles from downtown Spencer to an area south of town near Spencer State Forest. The path, which is also known as the Depot Trail, occupies a former...
 MA 1.62 mi Crushed Stone
The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...
 MA 21 mi Asphalt, Ballast, Crushed Stone
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
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 Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...
 VT 3.2 mi Asphalt
The Upper Charles Trail will one day span more than 20 miles, connecting the communities of Milford, Ashland, Hopkinton, Sherborn and Holliston along a former CSX rail bed. The trail is being...
 MA 12.3 mi Asphalt, Crushed Stone
The Upper Falls Greenway is a short rail-trail that cuts through the charming village of Newton Upper Falls in Newton, Massachusetts. The trail occupies the same former rail corridor as the developing...
 MA 1 mi Crushed Stone
The scenic Valley Trail spans 9 miles connecting Dover and Wilmington in southern Vermont along the Green Mountain National Forest. It provides a critical off-road pathway for bypassing Route 100....
 VT 9.1 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 West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...
 VT 16.1 mi Asphalt, Dirt, Gravel, Sand
The Westville Lake Community Trail offers a short, scenic excursion along the east bank of Westville Lake in Southbridge. Much of the crushed-stone pathway is under a lush tree canopy. Along the way,...
 MA 0.7 mi Crushed Stone
The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. Its connections to the...
 NH 4.3 mi Asphalt

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Trails by activity

Fort Hill Recreational Rail Trail

NH - 7 miles

Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...

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...

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...

Redstone Rail Trail

MA - 1.4 miles

The Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...

Accordion

Canalside Rail Trail

MA - 3.6 miles

Canalside Rail Trail begins at McClelland Farm Road in Deerfield and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a...

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...

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...

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...

Valley Trail

VT - 9.1 miles

The scenic Valley Trail spans 9 miles connecting Dover and Wilmington in southern Vermont along the Green Mountain National Forest. It provides a critical off-road pathway for bypassing Route 100....

Keene Industrial Heritage Trail

NH - 1 miles

The Keene Industrial Trail links the county's Cheshire Rail-Trail in the city of Keene. The paved path is a 1-mile segment through downtown Keene, which passes among some of the city's old mill...

South Spencer Rail Trail

MA - 1.62 miles

The South Spencer Rail Trail runs for less than 2 miles from downtown Spencer to an area south of town near Spencer State Forest. The path, which is also known as the Depot Trail, occupies a former...

Chicopee River Canal Rail Trail

MA - 0.21 miles

The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...

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...

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...

Nashua River Rail Trail

MA,NH - 12.3 miles

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...

Appel Way Trail

NH - 1.3 miles

Appel Way Trail offers a paved route of about a mile through woodlands on the north end of Keene. Most notably, it offers a connection between Wheelock Park on the trail's west end and Ashuelot River...

Mass Central Rail Trail (Norwottuck Branch)

MA - 10 miles

Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...

Upper Falls Greenway

MA - 1 miles

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...

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...

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 Winchendon bike trailsView Fewer Winchendon bike trails

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...

Northern Rail Trail

NH - 57.6 miles

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

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,...

Toonerville Rail-Trail

VT - 3.2 miles

The Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...

Accordion

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...

Blackstone River Greenway (MA)

MA - 3 miles

The Blackstone River Greenway (previously known as the Blackstone River Bikeway) is a 3-mile trail that represents the first open segment of the Massachusetts portion of a pathway that will eventually...

Ware River Rail-Trail

MA - 12 miles

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...

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...

Canalside Rail Trail

MA - 3.6 miles

Canalside Rail Trail begins at McClelland Farm Road in Deerfield and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately 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...

Westville Lake Community Trail

MA - 0.7 miles

The Westville Lake Community Trail offers a short, scenic excursion along the east bank of Westville Lake in Southbridge. Much of the crushed-stone pathway is under a lush tree canopy. Along the way,...

Sugar River Trail

NH - 9.5 miles

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...

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...

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...

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...

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...

Center Trail

MA - 0.6 miles

The Center Trail runs for less than a mile from Hopkinton's downtown to its high school and middle school, providing a safe route to school for thousands of students. The wooded trail, which once...

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,...

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...

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...

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Narrow-Gauge Rail-Trail

MA - 3 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...

Appel Way Trail

NH - 1.3 miles

Appel Way Trail offers a paved route of about a mile through woodlands on the north end of Keene. Most notably, it offers a connection between Wheelock Park on the trail's west end and Ashuelot River...

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...

Accordion

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...

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...

Connecticut Riverwalk and Bikeway

MA - 5.4 miles

The Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...

Keene Industrial Heritage Trail

NH - 1 miles

The Keene Industrial Trail links the county's Cheshire Rail-Trail in the city of Keene. The paved path is a 1-mile segment through downtown Keene, which passes among some of the city's old mill...

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...

Hillsborough Recreational Rail Trail

NH - 7.8 miles

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...

Jonathan Daniels Trail

NH - 0.9 miles

Jonathan Daniels Trail travels the length of Ashuelot River Park through Keene. Along the stone-dust trail, you can enjoy the park’s beautiful natural backdrop and flower garden. The trail was named...

North Central Pathway

MA - 8.9 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...

Canalside Rail Trail

MA - 3.6 miles

Canalside Rail Trail begins at McClelland Farm Road in Deerfield and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a...

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...

West River Trail

VT - 16.1 miles

The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...

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...

Chicopee River Canal Rail Trail

MA - 0.21 miles

The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...

Blackstone River Greenway (MA)

MA - 3 miles

The Blackstone River Greenway (previously known as the Blackstone River Bikeway) is a 3-mile trail that represents the first open segment of the Massachusetts portion of a pathway that will eventually...

Mass Central Rail Trail (Norwottuck Branch)

MA - 10 miles

Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...

Minuteman Bikeway

MA - 10.1 miles

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

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Recent Trail Reviews

Upper Charles Trail

Great walking trail

May, 2018 by vito709

Today was the fourth time I walked this trail from holliston walked 2.5 miles and back.

Very easy walking the packed stone and dust pavement. I walk the Henry Hudson trail in NJ nearly every day 5 miles and both these trails provide some of the most interesting sites.

When visiting my family here this provides me a great walk. Wonderful

read more …

Cheshire Rail Trail (Cheshire Branch Rail Trail)

North End - Walpole trail head

May, 2018 by ryoung_tl

Clear sunny day in May. Excellent conditions with sunshine and a gentle breeze to keep away the bugs. No ticks encountered. Walked 3.5 miles from the Blackjack Crossing trailhead.

Trail is in great shape although the first .25 mile (going north to the very end from the parking area at the end of Blackjack Crossing) is overgrown and a bit muddy. The first .25 mile stretch going south is the same, but then the surface is very good with crushed rock. There are muddy spots as you pass through the deep cut areas, but other wise, excellent. We walked but mountain bikes would fare very well. Road bikes NOT recommended.

read more …

Upper Charles Trail

A great long trail in very good condition

May, 2018 by davidbornstein302

Rode the trail this morning (a Wednesday). Very light and friendly walkers with few bikers. Trail is in very good condition -- both the gravel portion in Holliston and the paved portion in Milford. Plenty of benches to pull over and rest if you want...but the trail is about as flat as you get so the riding is easy. Will return many times.

read more …
Accordion

Goffstown Rail Trail

not for children who dont have years of bike riding

May, 2018 by can8dns

Great trail but not for younger children around Goffstown part of the trail. Hope they can add railings to the trail near the lake as there is around a 30 foot drop in several areas.

read more …

Blackstone River Greenway (MA)

Trash

May, 2018 by jruggieri6568

I’ve been walking the millbury Worcester trail since it opened. It’s so sad what’s become of it. Loaded with trash and broken glass. The trail is now under construction to include a center and lengthening the trail! Why bother if it’s not going to be maintained.

read more …

Air Line State Park Trail

Flooded trail

April, 2018 by blueskye

After heavy rain on April 16th, the trail along the Willimantic River is temporarily flooded and impassable,

read more …

Bay Colony Rail Trail

Map error

December, 2017 by 23rock

This is a delightful section of trail. But, the map does not match the description. The map only shows a piece between Fisher St. and Charles River St. in Needham. But, the trail (as per the description) extends from the Needham / Dover town line at the Charles River, west of Fisher Road, to just west of High Rock St. I particularly like the railroad cross bucks at the street crossings, which have been changed to read "rail trail crossing" and the crosswalk painting which has the cross bars longer to look line cross ties.

read more …

Air Line State Park Trail

Airline Trail - South

November, 2017 by CW4

A note to everyone: The 1 mile section of the Airline Trail From Route 149 in Colchester to the Blackledge River bridge is now resurfaced. The trail is now finished from Alden's Crossing in East Hampton to South Brook Road in Hampton, where a 3.5 mile stretch of rough gravel slows you down, before the trail finishes in Promfret Station at Route 169. Get out and ride!!

read more …

Nashua River Rail Trail

Beautiful trail

October, 2017 by grubb.stephanie

This is a great trail to get a few miles in on a bike. The trail is flat and well maintained. There are plenty of pretty spots along the way for taking breaks.

read more …

Assabet River Rail Trail

Excellent New Northern Portion

October, 2017 by whpetri

We very much enjoyed riding the almost completed northern potion of the the ARRT. Except for a short,maybe, 400 foot section near Summer Street and Rt. 27, the whole length is usable when construction is not occurring.
You can add on an additional almost 2 miles from the southern end of this new section and ride on gravel to Sudbury Road near Honey Pot Hill Orchards.

read more …

Northern Rail Trail

Connection of 2 bike trails

October, 2017 by mtyblueballs

Couple of week ago I took the Winnipesaukee River Trail from my house in Northfield to Franklin and while biking route 3 I came across the Northern Rail Trail going southbound to Concord, then biked back. It was a nice 40 mile bike ride round trip. Next year I would like to bike northbound from the Winnipesaukee River Trail to the North Rail Trail northbound to West Lebanon NH. My only concern is where to connect onto this trail so I am not back tracking too far. I have driven route 11 beside the trail to find the best access to get on after getting off the Winnipesaukee River Trail. Any suggestions or best route would be great. Love both trails and plan to bike them more next season.

read more …

Mason Railroad Trail

Autumn Trail Ride

October, 2017 by ryoung_tl

10/27/2017
Easy to locate by following directions on the trail page.
Park on Rt 23, Mason Rd.- dirt lot on the left. It is a half mi to trailhead on Morse Rd. The orange barrier is about 100 yards in from the road on the left, so if the leaves have not yet fallen, it may be difficult to see, but it should be rather obvious that the trail is there. A very short section also goes further south towards Townsend.
10.4 miles to the Mason Village depot. Average grade 2.8% going northbound. Therefore, you are going up hill, but you hardly notice. The road surface of crushed gravel, as a base, is very flat. With each crossing of a motor vehicle roadway, there are barriers and signs to warn you.
The trail is in excellent shape with some water across the trail, probably collecting in depressions caused by ATVs. This occurs beyond Pratt Pond at the top of the hook, but not so difficult that one cannot get around them. It was probably more obvious due to severe rain over the past 48 hrs.
Nice vistas and scenery along the way. At approximately 4 miles from the trailhead, there is a granite quarry loop on the left. I did not take it, so can offer no report.
At the end of the trail (9 miles), you will encounter a barricade that marks the intersection with Rt. 31. You should walk down to the highway and then you can ride on Rt 31 (take a left) to reach Old Wilton Road on your right. There is a bridge to cross. It is one more mile to the old depot in the center of town. Be careful on Rt. 31. Large trucks go very fast.
This trail is historically significant in that Henry David Thoreau, on September 6, 1852, rode this line (Peterboro’ & Shirley Railroad) from Ayer (Groton Junction at the time) [after riding the Fitchburg line from Concord to Ayer]. Reaching Mason Village (Greenville), he walked to Peterborough, stayed the night and continued on to the summit of Grand Monadnock, on foot. Later in the day, he descended to Troy, NH, and returned the same day to Concord, via the Cheshire RR, and, at Fitchburg, the Fitchburg RR.

read more …
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