Southwick Trails and Maps

Looking for the best trails around Southwick?

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

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Activities
Length
Surfaces
Type
43 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

55.9 mi
State: CT
Gravel

Ashuwillticook Rail Trail

11.2 mi
State: MA
Asphalt

Billings Trail

3.3 mi
State: CT
Dirt

Bridge of Flowers

0.08 mi
State: MA
Gravel

CTfastrak Multi-Use Trail

4.4 mi
State: CT
Asphalt, Concrete
Accordion

Canalside Trail

3.3 mi
State: MA
Asphalt

Charter Oak Greenway

11.1 mi
State: CT
Asphalt

Cheney Rail Trail

1 mi
State: CT
Crushed Stone

Chicopee River Canal Rail Trail

0.21 mi
State: MA
Asphalt

Columbia Greenway Rail Trail

2 mi
State: MA
Asphalt

Connecticut Riverwalk and Bikeway

5.4 mi
State: MA
Asphalt

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

East Branch Trail (VT)

5.1 mi
State: VT
Gravel

Farmington Canal Heritage Trail

40 mi
State: CT
Asphalt, Cinder, Crushed Stone, Grass, Gravel

Farmington River Trail

14.9 mi
State: CT
Asphalt, Cinder, Crushed Stone, Dirt

Grand Trunk Trail

4.4 mi
State: MA
Crushed Stone, Gravel

Harlem Valley Rail Trail

17.3 mi
State: NY
Asphalt, Crushed Stone

Harrisville Rail Trail

1.6 mi
State: NH
Dirt

Hoot, Toot and Whistle Trail

0.5 mi
State: VT
Dirt

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

Kress Family Trail

2.5 mi
State: CT
Dirt

Larkin State Park Trail

10.4 mi
State: CT
Cinder, Crushed Stone, Dirt, Gravel

Manhan Rail-Trail

9 mi
State: MA
Asphalt

Mass Central Rail Trail

31.9 mi
State: MA
Crushed Stone, Dirt, Grass

Middlebury Greenway

4.4 mi
State: CT
Asphalt

New Milford River Trail

5 mi
State: CT
Asphalt, Crushed Stone, Dirt

Putnam River Trail

2 mi
State: CT
Asphalt

Quinebaug River Trail

4 mi
State: CT
Asphalt

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Redstone Rail Trail

1.4 mi
State: MA
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

Southwick Rail Trail

7.1 mi
State: MA
Asphalt

Stratton Brook State Park Trail

1.2 mi
State: CT
Asphalt, Cinder, Crushed Stone

Sue Grossman Still River Greenway

2.9 mi
State: CT
Asphalt

Trolley Trail (CT)

0.75 mi
State: CT
Asphalt

Valley Trail

0.8 mi
State: VT
Asphalt

Ware River Rail-Trail

12 mi
State: MA
Ballast, Dirt, Grass, Gravel
Trail Image Trail Name States Length Surface Rating
Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state border, ...
CT 55.9 mi Gravel
Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant river ...
MA 11.2 mi Asphalt
Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of the ...
CT 3.3 mi Dirt
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 Shelburne ...
MA 0.08 mi Gravel
A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The paved ...
CT 4.4 mi Asphalt, Concrete
Canalside Trail begins at McClelland Farm Road and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a half mile north of ...
MA 3.3 mi Asphalt
The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently ...
CT 11.1 mi Asphalt
Accordion
The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill ...
CT 1 mi Crushed Stone
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 is ...
MA 0.21 mi Asphalt
Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the Southwick ...
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 Bridge ...
MA 5.4 mi Asphalt
The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts ...
NY 3.8 mi Dirt
The East Branch Trail is a 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 Searsburg ...
VT 5.1 mi Gravel
Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles ...
CT 40 mi Asphalt, Cinder, Crushed Stone, Grass, Gravel
The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A short ...
CT 14.9 mi Asphalt, Cinder, Crushed Stone, Dirt
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 the ...
MA 4.4 mi Crushed Stone, Gravel
Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham. The rail-trail is being ...
NY 17.3 mi Asphalt, 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 Center ...
NH 1.6 mi 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 railroad ...
VT 0.5 mi Dirt
The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak Greenway, ...
CT 20 mi Crushed Stone
The Kress Family Trail follows an old rail bed of the former Shepaug Railroad, which winds along the Shepaug River. The flat, 2.5-mile trail is popular with cross-country skiers and snowshoers in winter, ...
CT 2.5 mi Dirt
Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse residential ...
CT 10.4 mi Cinder, Crushed Stone, Dirt, Gravel
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 and ...
MA 9 mi Asphalt
A 104 mile rail line was shattered by hurricane in 1938. Now, more than 60 years later, dedicated volunteers in 33 communities are working to reconnect it. Instead of trains there will be cross-country ...
MA 31.9 mi Crushed Stone, Dirt, Grass
The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an off-road ...
CT 4.4 mi Asphalt
The Naugatuck River Greenway segment in Beacon Falls offers a short, but scenic route along the river that is paved and well-lighted. Just north of the trail's end at the Depot Street Bridge, lies Volunteer ...
CT 0.3 mi Asphalt
The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles. Thanks ...
CT 5 mi Asphalt, Crushed Stone, Dirt
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. Whether ...
MA 4.9 mi Asphalt
Stretching east from Northampton, the 10-mile Mass Central Section of the Norwottuck Rail-Trail connects the towns of Northampton, Hadley and Amherst. Part of the Connecticut River Greenway State Park, ...
MA 10 mi Asphalt
The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy Drive, ...
CT 2 mi Asphalt
As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect Avenue, ...
CT 4 mi Asphalt
The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind the ...
CT 1.7 mi Asphalt, Dirt, Grass
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 red ...
MA 1.4 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 spur ...
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 Midland ...
MA 21 mi Asphalt, Ballast, Crushed Stone
The Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end, the trail extends to the Westfield ...
MA 7.1 mi Asphalt
The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The ...
CT 1.2 mi Asphalt, Cinder, Crushed Stone
The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New York, ...
CT 2.9 mi Asphalt
...
CT 0.75 mi Asphalt
The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to ...
VT 0.8 mi Asphalt
Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns and ...
CT 4 mi Crushed Stone
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
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30."  The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks Canal ...
CT 4.5 mi Asphalt

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Trails by activity

Air Line State Park Trail

CT - 55.9 miles

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state border, ...

Ashuwillticook Rail Trail

MA - 11.2 miles

Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant river ...

Billings Trail

CT - 3.3 miles

Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of the ...

CTfastrak Multi-Use Trail

CT - 4.4 miles

A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The paved ...

Accordion

CTfastrak Multi-Use Trail

CT - 4.4 miles

A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The paved ...

Canalside Trail

MA - 3.3 miles

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

Charter Oak Greenway

CT - 11.1 miles

The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently ...

Cheney Rail Trail

CT - 1 miles

The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill ...

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 is ...

Columbia Greenway Rail Trail

MA - 2 miles

Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the Southwick ...

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 Bridge ...

Farmington Canal Heritage Trail

CT - 40 miles

Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles ...

Farmington River Trail

CT - 14.9 miles

The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A short ...

Harlem Valley Rail Trail

NY - 17.3 miles

Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham. The rail-trail is being ...

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 Center ...

Hop River State Park Trail

CT - 20 miles

The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak Greenway, ...

Manhan Rail-Trail

MA - 9 miles

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 and ...

Middlebury Greenway

CT - 4.4 miles

The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an off-road ...

Naugatuck River Greenway (Beacon Falls)

CT - 0.3 miles

The Naugatuck River Greenway segment in Beacon Falls offers a short, but scenic route along the river that is paved and well-lighted. Just north of the trail's end at the Depot Street Bridge, lies Volunteer ...

New Milford River Trail

CT - 5 miles

The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles. Thanks ...

Norwottuck Rail-Trail (Francis P. Ryan Section)

MA - 4.9 miles

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. Whether ...

Norwottuck Rail-Trail (Mass Central Section)

MA - 10 miles

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

Putnam River Trail

CT - 2 miles

The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy Drive, ...

Quinebaug River Trail

CT - 4 miles

As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect Avenue, ...

Railroad Ramble

CT - 1.7 miles

The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind the ...

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 red ...

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 spur ...

Southwick Rail Trail

MA - 7.1 miles

The Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end, the trail extends to the Westfield ...

Stratton Brook State Park Trail

CT - 1.2 miles

The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The ...

Sue Grossman Still River Greenway

CT - 2.9 miles

The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New York, ...

Valley Trail

VT - 0.8 miles

The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to ...

Vernon Rails-to-Trails (Hop River State Park Rockville Spur)

CT - 4 miles

Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns and ...

Windsor Locks Canal State Park Trail (WIndsor Locks Canal Towpath)

CT - 4.5 miles

Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30."  The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks Canal ...

Air Line State Park Trail

CT - 55.9 miles

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state border, ...

Ashuwillticook Rail Trail

MA - 11.2 miles

Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant river ...

Billings Trail

CT - 3.3 miles

Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of the ...

Bridge of Flowers

MA - 0.08 miles

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 Shelburne ...

Accordion

Bridge of Flowers

MA - 0.08 miles

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 Shelburne ...

CTfastrak Multi-Use Trail

CT - 4.4 miles

A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The paved ...

Canalside Trail

MA - 3.3 miles

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

Charter Oak Greenway

CT - 11.1 miles

The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently ...

Cheney Rail Trail

CT - 1 miles

The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill ...

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 is ...

Columbia Greenway Rail Trail

MA - 2 miles

Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the Southwick ...

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 Bridge ...

Corkscrew Rail Trail

NY - 3.8 miles

The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts ...

East Branch Trail (VT)

VT - 5.1 miles

The East Branch Trail is a 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 Searsburg ...

Farmington Canal Heritage Trail

CT - 40 miles

Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles ...

Farmington River Trail

CT - 14.9 miles

The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A short ...

Grand Trunk Trail

MA - 4.4 miles

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 the ...

Harlem Valley Rail Trail

NY - 17.3 miles

Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham. The rail-trail is being ...

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 Center ...

Hoot, Toot and Whistle Trail

VT - 0.5 miles

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 railroad ...

Hop River State Park Trail

CT - 20 miles

The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak Greenway, ...

Kress Family Trail

CT - 2.5 miles

The Kress Family Trail follows an old rail bed of the former Shepaug Railroad, which winds along the Shepaug River. The flat, 2.5-mile trail is popular with cross-country skiers and snowshoers in winter, ...

Larkin State Park Trail

CT - 10.4 miles

Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse residential ...

Manhan Rail-Trail

MA - 9 miles

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 and ...

Mass Central Rail Trail

MA - 31.9 miles

A 104 mile rail line was shattered by hurricane in 1938. Now, more than 60 years later, dedicated volunteers in 33 communities are working to reconnect it. Instead of trains there will be cross-country ...

Middlebury Greenway

CT - 4.4 miles

The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an off-road ...

Naugatuck River Greenway (Beacon Falls)

CT - 0.3 miles

The Naugatuck River Greenway segment in Beacon Falls offers a short, but scenic route along the river that is paved and well-lighted. Just north of the trail's end at the Depot Street Bridge, lies Volunteer ...

New Milford River Trail

CT - 5 miles

The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles. Thanks ...

Norwottuck Rail-Trail (Francis P. Ryan Section)

MA - 4.9 miles

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. Whether ...

Norwottuck Rail-Trail (Mass Central Section)

MA - 10 miles

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

Putnam River Trail

CT - 2 miles

The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy Drive, ...

Quinebaug River Trail

CT - 4 miles

As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect Avenue, ...

Railroad Ramble

CT - 1.7 miles

The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind the ...

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 red ...

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 spur ...

Southern New England Trunkline Trail

MA - 21 miles

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 Midland ...

Southwick Rail Trail

MA - 7.1 miles

The Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end, the trail extends to the Westfield ...

Stratton Brook State Park Trail

CT - 1.2 miles

The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The ...

Sue Grossman Still River Greenway

CT - 2.9 miles

The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New York, ...

Valley Trail

VT - 0.8 miles

The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to ...

Vernon Rails-to-Trails (Hop River State Park Rockville Spur)

CT - 4 miles

Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns and ...

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 ...

Windsor Locks Canal State Park Trail (WIndsor Locks Canal Towpath)

CT - 4.5 miles

Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30."  The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks Canal ...

Air Line State Park Trail

CT - 55.9 miles

Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state border, ...

Ashuwillticook Rail Trail

MA - 11.2 miles

Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant river ...

Billings Trail

CT - 3.3 miles

Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of the ...

Bridge of Flowers

MA - 0.08 miles

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 Shelburne ...

Accordion

CTfastrak Multi-Use Trail

CT - 4.4 miles

A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The paved ...

Canalside Trail

MA - 3.3 miles

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

Charter Oak Greenway

CT - 11.1 miles

The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently ...

Cheney Rail Trail

CT - 1 miles

The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill ...

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 is ...

Columbia Greenway Rail Trail

MA - 2 miles

Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the Southwick ...

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 Bridge ...

Corkscrew Rail Trail

NY - 3.8 miles

The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts ...

East Branch Trail (VT)

VT - 5.1 miles

The East Branch Trail is a 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 Searsburg ...

Farmington Canal Heritage Trail

CT - 40 miles

Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles ...

Farmington River Trail

CT - 14.9 miles

The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A short ...

Grand Trunk Trail

MA - 4.4 miles

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 the ...

Harlem Valley Rail Trail

NY - 17.3 miles

Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham. The rail-trail is being ...

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 Center ...

Hoot, Toot and Whistle Trail

VT - 0.5 miles

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 railroad ...

Hop River State Park Trail

CT - 20 miles

The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak Greenway, ...

Kress Family Trail

CT - 2.5 miles

The Kress Family Trail follows an old rail bed of the former Shepaug Railroad, which winds along the Shepaug River. The flat, 2.5-mile trail is popular with cross-country skiers and snowshoers in winter, ...

Larkin State Park Trail

CT - 10.4 miles

Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse residential ...

Manhan Rail-Trail

MA - 9 miles

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 and ...

Mass Central Rail Trail

MA - 31.9 miles

A 104 mile rail line was shattered by hurricane in 1938. Now, more than 60 years later, dedicated volunteers in 33 communities are working to reconnect it. Instead of trains there will be cross-country ...

Middlebury Greenway

CT - 4.4 miles

The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an off-road ...

Naugatuck River Greenway (Beacon Falls)

CT - 0.3 miles

The Naugatuck River Greenway segment in Beacon Falls offers a short, but scenic route along the river that is paved and well-lighted. Just north of the trail's end at the Depot Street Bridge, lies Volunteer ...

New Milford River Trail

CT - 5 miles

The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles. Thanks ...

Norwottuck Rail-Trail (Francis P. Ryan Section)

MA - 4.9 miles

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. Whether ...

Norwottuck Rail-Trail (Mass Central Section)

MA - 10 miles

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

Putnam River Trail

CT - 2 miles

The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy Drive, ...

Quinebaug River Trail

CT - 4 miles

As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect Avenue, ...

Railroad Ramble

CT - 1.7 miles

The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind the ...

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 red ...

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 spur ...

Southern New England Trunkline Trail

MA - 21 miles

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 Midland ...

Southwick Rail Trail

MA - 7.1 miles

The Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end, the trail extends to the Westfield ...

Stratton Brook State Park Trail

CT - 1.2 miles

The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The ...

Sue Grossman Still River Greenway

CT - 2.9 miles

The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New York, ...

Valley Trail

VT - 0.8 miles

The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to ...

Vernon Rails-to-Trails (Hop River State Park Rockville Spur)

CT - 4 miles

Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns and ...

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 ...

Windsor Locks Canal State Park Trail (WIndsor Locks Canal Towpath)

CT - 4.5 miles

Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30."  The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks Canal ...

Recent Trail Reviews

Farmington Canal Heritage Trail

Great ride!

May, 2017 by wilsonk9alex

Took my brand new bicycle on its maiden voyage on this trail. It was great fun. Rode for about 3 hours and loved every minute of it. The historic information posted along the trail is nicely done. The fact that there are restrooms at the trail head is fantastic! They really did a nice job with this trail. Highly recommend it for all. Very kid friendly.

Norwottuck Rail-Trail (Mass Central Section)

Great Ride

May, 2017 by joeleven_tl

Lovely trail in the early spring. Great variety of scenery--fields, wetlands, Amherst College, pine forest. Well maintained, frequent rest areas. Quite lovely.

Manhan Rail-Trail

Happy Spring Saturday

April, 2017 by aeagle1024

Great trail, easy ride. Best part is... It's paved the whole way into center of Northampton. If you end in Northampton make your way to Mimmos. Biggest slice of pizza you'll ever eat for a good price. Enjoy and happy riding!

Accordion

Harlem Valley Rail Trail

Nice! As every trail should be.

April, 2017 by lughnerson

I travel far and wide to get to almost any bike trail, paved or not. This one is asphalt and pretty nice. Starting in Millerton near the refurbished rail station, I went south to Wassaic, end of the line where a noisy, fuel-smelling, working train station is the final stop. (I think there are bathrooms inside.) It is kind of a nice juxtaposition from the trail and village starting point. As described above, the rail trail goes through lovely rural county. A few root-bumps here and there, but nothing terrible. When the northern section has enough miles connected to make it worth my hour+ drive, I will give another review.

Millerton is a lovely village. If you like tea, check out Harney's tea shop, a small cafe, gift shop and tasting room.

Air Line State Park Trail

Airline Trail South

April, 2017 by CW4

Trail Report - The section of the Airline Trail from the dirt parking lot on Route 149 to the Blackledge River is currently under construction, about 1and 1/2 miles. You can ride east but not to the west due the resurfacing work.

New Extension Route 196 in East Hampton to Alden's Crossing (1.6 miles), is about 1/2 done. It has the gravel bedding in place but not the stone dust riding surface. The drainage design is poor and there are 4 large wet areas and erosion spots. It is ride-able but not too scenic or any fun.

Farmington Canal Heritage Trail

Southington-Farmington Construction Updates

December, 2016 by martinip

With the southern section nearly continuous from New Haven to Southington (minus the West Main Street-Cornwall Avenue gap in Cheshire), the next major gap is Plainville and its surroundings. The Curtiss Street-Lazy Lane segment is due to be constructed as part of the SRS Superfund remediation, though it looks like not much has been done yet besides brush-cutting. The small bridge immediately north of Curtiss Street has also been re-decked for trail use. Lazy Lane-West Queen Street is in the early stages of planning as a state project and will bring the trail almost to the end of the active railroad.

Heading north from Plainville, the trail construction from Northwest Drive to Red Oak Hill Road in Farmington is moving right along, with most of the trail already paved. The last major piece here will be the Route 6 bridge, which is due to be installed in 2017.

The active railroad between Birch Street in Southington and Northwest Drive in Plainville will present challenges to resolving the remaining gap, but a study is underway to determine the best possible routing.

Air Line State Park Trail

Construction Update - South

December, 2016 by martinip

Was in East Hampton briefly yesterday - it looks as though work is now underway to extend the trail west from the center of East Hampton to Alden's Crossing. Grading had been done and there were new railings on the footbridge east of Alden's Crossing. The next segment will be from Alden's Crossing to the Portland town line, with Portland also beginning work to build out its portion of the trail.

Air Line State Park Trail

Air Line Trail going north.

December, 2016 by trainman1957

Wonderful news, the bridge is in going north in Thompson,Ct it is in finally. Now you can walk only over the bridge. Soon in the spring you will be able to ride from Putnam to the Mass line.

Southern New England Trunkline Trail

December 2016 Status Update

December, 2016 by 23rock

The 3-1/2 mile section in Blackstone, Millville, and Uxbridge that the state contractors have been working on is now complete and open. There are parking lots at Blackstone Depot (off of Canal St.), Central St., Millville, and Adams St., Uxbridge. The now complete trail section extends from just south of St. Paul St. in Blackstone to Adams St. (just before Rte. 146A) in Uxbridge. Very nice. The project also includes a playground at Old Mendon St. in Blackstone where the Friendly Market is adjacent for refreshments.

Also, the Route 126 tunnel in Bellingham is now complete and very nice. In November, DCR employees and FBRTC volunteers cleared 0.3 miles of the trail west from Fox Run Road to a gas line crossing in Bellingham. The surface is still rough.

As to the Castle Hill Way situation, DCR owns an trail easement on the mile or so of right of way from Main St. to Farm St. in Blackstone. This easement is on file with the Worcester County registry of deeds. The condo association owns the surface of the western 1/2 mile, the town of Blackstone owns the eastern 1/2 mile. But, the issue with dogs is that some owners do not clean up after their animals. This is also a continuing issue on the stone dust section between Center St. and Lake St. in Bellingham. So folks resent this. If you do not like the negative attitudes, you only have other dog owners to blame.

Now that the new trail is open, a description of how to span the remaining gap is in order.

Going east from the Depot parking area in Blackstone: Go down the entrance driveway to Canal St. Turn right and follow to St. Paul St. Turn left and follow St. Paul St. past the town offices and across the river to the traffic light at Main St. Turn right and follow Main St. to Castle Hill Way just after the CVS store. Turn left and follow Castle Hill Way to where the pavement curves right. Continue straight ahead through gate on to trail.

Going west, at the end of Castle Hill Way, turn right on Main St. and follow to the first traffic light. Turn left on St. Paul St. and follow to just short of the overpass. Turn right on to Canal St. and follow to the parking lot entrance just before the river bridge. Turn left and enter the parking lot with the trail on the far side. Turn right on to the trail.

Windsor Locks Canal State Park Trail (WIndsor Locks Canal Towpath)

Closed for Eagle Nesting

December, 2016 by lindseylouise24

The trail is closed from November to April for Eagle nesting! Happy for the birds. Made me bike somewhere else and find some delicious roadside turnips.

Larkin State Park Trail

Disappointed

November, 2016 by susanrider

I drove about 50 minutes to the trailhead in Naugatuck and from the parking lot, the trail rose about 40 degrees and was rough and covered with leaves. Perhaps it smooths / levels out a bit later, but it looked as it it were suitable for a mountain bike only. I drove to another trail.

Air Line State Park Trail

Airline Trail - North

October, 2016 by CW4

I started at South Brook ST just west of Route 6. The surface of the trail was improved but with rough rocky gravel (1") on the surface. There was 3 1/2 miles of that, then it changed to a hard packed surface that was fun and easy to ride. I went the remaining 7 miles to Promfret Station, at the Route 169 crossing. From there it was back to the start, just over 11 miles. It was a very pretty ride except for the rough gravel at the start and end of my trip.

The remaining trail to Windham is in fine shape as I have done it on another trip. It is about 6 miles to the Route 6 crossing and another 2.5 to the Frog Bridge in Willimantic.

I hear that a sewer line is to be installed within the last 3 miles of the trail right-of-way in 2017 or 2018. That will complete the trail to the Quinnibaug River in Putnam.

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