Pittsfield Trails and Maps

653 Reviews

Looking for the best trails around Pittsfield?

Find the top rated trails in Pittsfield, 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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  • Length
Activities
Length
Surfaces
Type
42 Results
Activities
Length
Surfaces
Type

Albany County Rail Trail

8.4 mi
State: NY
Asphalt, Crushed Stone, Gravel

Ashuelot Recreational Rail Trail

21.5 mi
State: NH
Asphalt, Ballast, Cinder, Crushed Stone, Dirt

Ashuwillticook Rail Trail

11.9 mi
State: MA
Asphalt

Ballston Veterans Bike Path

3.5 mi
State: NY
Asphalt

Billings Trail

3.3 mi
State: CT
Dirt

Black Bridge Trail

2.1 mi
State: NY
Asphalt

Bog Meadow Brook Nature Trail

2 mi
State: NY
Ballast, Dirt

Bridge of Flowers

0.1 mi
State: MA
Concrete

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Champlain Canalway Trail: Saratoga

1.5 mi
State: NY
Crushed Stone, Dirt

Champlain Canalway Trail: Schuylerville

2 mi
State: NY
Crushed Stone

Chicopee River Canal Rail Trail

0.21 mi
State: MA
Asphalt

Columbia Greenway Rail Trail

2.4 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)

0.5 mi
State: VT
Gravel

Erie Canalway Trail

279.5 mi
State: NY
Asphalt, Concrete, Crushed Stone

Farmington Canal Heritage Trail

48.3 mi
State: CT
Asphalt

Farmington River Trail

16.5 mi
State: CT
Asphalt, Crushed Stone

Fort Hill Recreational Rail Trail

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

Fort Hill Recreational Rail Trail

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

Harlem Valley Rail Trail

17.3 mi
State: NY
Asphalt, Crushed Stone

Hoosic River Greenway

2.5 mi
State: NY
Gravel

Hoot, Toot and Whistle Trail

0.5 mi
State: VT
Dirt

Jim Tedisco Fitness Trail

0.5 mi
State: NY
Asphalt

Kaaterskill Rail Trail

2 mi
State: NY
Concrete, Dirt, Grass, Gravel

Lye Brook Falls Trail

2.2 mi
State: VT
Gravel

Manhan Rail Trail

9.6 mi
State: MA
Asphalt

Mass Central Rail Trail

38 mi
State: MA
Crushed Stone, Dirt, Grass

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Redstone Rail Trail

1.4 mi
State: MA
Asphalt

Southwick Rail Trail

6.5 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

Uncle Sam Bikeway

3.1 mi
State: NY
Asphalt

Valley Trail

9.1 mi
State: VT
Asphalt

West River Trail

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

Zim Smith Trail

9.2 mi
State: NY
Asphalt, Crushed Stone, Dirt
Trail Image Trail Name States Length Surface Rating
About 8 miles of the planned 9-mile Albany County Rail Trail (also known as the Helderberg-Hudson Rail Trail) is now open. Pedestrians and bicyclists may use the trail and, in the winter months, the...
NY 8.4 mi Asphalt, Crushed Stone, Gravel
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
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...
MA 11.9 mi Asphalt
This asphalt trail is the legacy of an inter-urban trolley system operated by Schenectady Railway Company (SRC) in the early 1900s. To attract visitors on weekends, SRC built an amusement park at...
NY 3.5 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...
CT 3.3 mi Dirt
Just north of Albany, the Black Bridge Trail connects the communities of Waterford, Cohoes, and Green Island in eastern New York. As it parallels Delaware Avenue, it is sometimes referred to as the...
NY 2.1 mi Asphalt
This out-and-back rail-trail's beautiful natural setting and informative signage invite visitors to appreciate the importance of wetland habitats. Located just east of downtown Saratoga Springs, the...
NY 2 mi Ballast, 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...
MA 0.1 mi Concrete
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 Saratoga segment of the 71-mile Champlain Canalway Trail includes three disconnected segments near the Hudson River, from Stillwater Township to the town of Saratoga. The longest section is under...
NY 1.5 mi Crushed Stone, Dirt
The Schuylerville segment of the 71-mile Champlain Canalway Trail rail runs between Schuyler House, past Lock 5 of the canal and does a loop around the island (Hudson Crossing Park). As of 2011, only...
NY 2 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...
MA 0.21 mi Asphalt
The Columbia Greenway Rail Trail offers just over 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts. The trail runs from Main Street, across the Great River Bridge...
MA 2.4 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
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 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
The Erie Canalway Trail will run for 360 miles in upstate New York—from Buffalo in the west to Albany in the east—linking many other communities along the way, including Rochester, Syracuse, Rome,...
NY 279.5 mi Asphalt, Concrete, Crushed Stone
First a canal, then a railroad, and now a trail define the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the Massachusetts...
CT 48.3 mi Asphalt
A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...
CT 16.5 mi Asphalt, Crushed Stone
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
Accordion
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
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...
NY 17.3 mi Asphalt, Crushed Stone
The Hoosic River Greenway spans 2.5 miles along the river’s east bank through the Village of Hoosick Falls. The gravel pathway follows the former route of the Boston Hoosac Tunnel & Western Railway,...
NY 2.5 mi Gravel
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
Ballston Spa's Jim Tedisco Fitness Trail spans 0.5 mile between Front Street and Prospect Street on what was once a railroad bed.
NY 0.5 mi Asphalt
The Kaaterskill Rail Trail offers a beautiful wooded walk through Haines Falls in eastern New York, nestled in the northern Catskills. It begins at the historical Ulster & Delaware Train Station,...
NY 2 mi Concrete, Dirt, Grass, Gravel
The heavily wooded Lye Brook Falls Trail runs for 2 miles through the Lye Brook Wilderness of the Green Mountain National Forest near Manchester. The blue-blazed hiking trail follows the bed of a...
VT 2.2 mi 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...
MA 9.6 mi Asphalt
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
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 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...
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...
MA 1.4 mi Asphalt
The Southwick Rail Trail extends from the Massachusetts–Connecticut state line north to the Westfield town line and connects to the Columbia Greenway Rail Trail. Along the way, it travels through...
MA 6.5 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
Coming in at just under 3 miles, the Sue Grossman Still River Greenway is anchored by the towns of Winchester to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck...
CT 2.9 mi Asphalt
For family riding and walking, the Tannersville Bike Path offers a 2.7 mile stretch of graded dirt path starting on Clum Hill Road directly across from Cortina Valley. The opposite end is on Bloomer...
NY 2.7 mi Dirt, Gravel
Inland and east of the Hudson River, the Uncle Sam Bike Trail (also called the Uncle Sam Trail or Uncle Sam Bikeway) largely serves as a trail for residents of Troy. If, however, you are traveling in...
NY 3.1 mi Asphalt
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
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
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk April 1–November 14. Eagle nesting activities can delay the opening of the southern trail head in Windsor Locks. Due...
CT 5.4 mi Asphalt
Considered "the backbone" of an emerging network of trails in Saratoga County, the Zim Smith Trail, sometimes called the Zim Smith Mid-County Trail, connects the towns of Halfmoon, Round Lake Village,...
NY 9.2 mi Asphalt, Crushed Stone, Dirt

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Trails by activity

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...

Zim Smith Trail

NY - 9.2 miles

Considered "the backbone" of an emerging network of trails in Saratoga County, the Zim Smith Trail, sometimes called the Zim Smith Mid-County Trail, connects the towns of Halfmoon, Round Lake Village,...

Ashuwillticook Rail Trail

MA - 11.9 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...

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...

Accordion

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...

Farmington River Trail

CT - 16.5 miles

A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...

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....

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...

Southwick Rail Trail

MA - 6.5 miles

The Southwick Rail Trail extends from the Massachusetts–Connecticut state line north to the Westfield town line and connects to the Columbia Greenway Rail Trail. Along the way, it travels through...

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....

Black Bridge Trail

NY - 2.1 miles

Just north of Albany, the Black Bridge Trail connects the communities of Waterford, Cohoes, and Green Island in eastern New York. As it parallels Delaware Avenue, it is sometimes referred to as the...

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...

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...

Ballston Veterans Bike Path

NY - 3.5 miles

This asphalt trail is the legacy of an inter-urban trolley system operated by Schenectady Railway Company (SRC) in the early 1900s. To attract visitors on weekends, SRC built an amusement park at...

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...

Uncle Sam Bikeway

NY - 3.1 miles

Inland and east of the Hudson River, the Uncle Sam Bike Trail (also called the Uncle Sam Trail or Uncle Sam Bikeway) largely serves as a trail for residents of Troy. If, however, you are traveling in...

Albany County Rail Trail

NY - 8.4 miles

About 8 miles of the planned 9-mile Albany County Rail Trail (also known as the Helderberg-Hudson Rail Trail) is now open. Pedestrians and bicyclists may use the trail and, in the winter months, the...

Ashuelot Recreational Rail Trail

NH - 21.5 miles

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...

Tannersville Bike Path (Huckleberry Multi-Use Trail)

NY - 2.7 miles

For family riding and walking, the Tannersville Bike Path offers a 2.7 mile stretch of graded dirt path starting on Clum Hill Road directly across from Cortina Valley. The opposite end is on Bloomer...

Sue Grossman Still River Greenway

CT - 2.9 miles

Coming in at just under 3 miles, the Sue Grossman Still River Greenway is anchored by the towns of Winchester to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck...

Southwick Rail Trail

MA - 6.5 miles

The Southwick Rail Trail extends from the Massachusetts–Connecticut state line north to the Westfield town line and connects to the Columbia Greenway Rail Trail. Along the way, it travels through...

Ballston Veterans Bike Path

NY - 3.5 miles

This asphalt trail is the legacy of an inter-urban trolley system operated by Schenectady Railway Company (SRC) in the early 1900s. To attract visitors on weekends, SRC built an amusement park at...

Farmington River Trail

CT - 16.5 miles

A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...

Uncle Sam Bikeway

NY - 3.1 miles

Inland and east of the Hudson River, the Uncle Sam Bike Trail (also called the Uncle Sam Trail or Uncle Sam Bikeway) largely serves as a trail for residents of Troy. If, however, you are traveling in...

Accordion

Kaaterskill Rail Trail

NY - 2 miles

The Kaaterskill Rail Trail offers a beautiful wooded walk through Haines Falls in eastern New York, nestled in the northern Catskills. It begins at the historical Ulster & Delaware Train Station,...

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...

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...

Jim Tedisco Fitness Trail

NY - 0.5 miles

Ballston Spa's Jim Tedisco Fitness Trail spans 0.5 mile between Front Street and Prospect Street on what was once a railroad bed.

Bog Meadow Brook Nature Trail

NY - 2 miles

This out-and-back rail-trail's beautiful natural setting and informative signage invite visitors to appreciate the importance of wetland habitats. Located just east of downtown Saratoga Springs, the...

Ashuwillticook Rail Trail

MA - 11.9 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...

Ashuelot Recreational Rail Trail

NH - 21.5 miles

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...

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...

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....

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....

Black Bridge Trail

NY - 2.1 miles

Just north of Albany, the Black Bridge Trail connects the communities of Waterford, Cohoes, and Green Island in eastern New York. As it parallels Delaware Avenue, it is sometimes referred to as the...

Bridge of Flowers

MA - 0.1 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...

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...

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...

Columbia Greenway Rail Trail

MA - 2.4 miles

The Columbia Greenway Rail Trail offers just over 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts. The trail runs from Main Street, across the Great River Bridge...

Hoosic River Greenway

NY - 2.5 miles

The Hoosic River Greenway spans 2.5 miles along the river’s east bank through the Village of Hoosick Falls. The gravel pathway follows the former route of the Boston Hoosac Tunnel & Western Railway,...

Erie Canalway Trail

NY - 279.5 miles

The Erie Canalway Trail will run for 360 miles in upstate New York—from Buffalo in the west to Albany in the east—linking many other communities along the way, including Rochester, Syracuse, Rome,...

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...

Ashuelot Recreational Rail Trail

NH - 21.5 miles

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...

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...

Accordion

Champlain Canalway Trail: Saratoga

NY - 1.5 miles

The Saratoga segment of the 71-mile Champlain Canalway Trail includes three disconnected segments near the Hudson River, from Stillwater Township to the town of Saratoga. The longest section is under...

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...

East Branch Trail (VT)

VT - 0.5 miles

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...

Ashuwillticook Rail Trail

MA - 11.9 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...

Black Bridge Trail

NY - 2.1 miles

Just north of Albany, the Black Bridge Trail connects the communities of Waterford, Cohoes, and Green Island in eastern New York. As it parallels Delaware Avenue, it is sometimes referred to as the...

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...

Farmington River Trail

CT - 16.5 miles

A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...

Hoosic River Greenway

NY - 2.5 miles

The Hoosic River Greenway spans 2.5 miles along the river’s east bank through the Village of Hoosick Falls. The gravel pathway follows the former route of the Boston Hoosac Tunnel & Western Railway,...

Sue Grossman Still River Greenway

CT - 2.9 miles

Coming in at just under 3 miles, the Sue Grossman Still River Greenway is anchored by the towns of Winchester to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck...

Windsor Locks Canal State Park Trail

CT - 5.4 miles

Note: Per the State of Connecticut's website, the trail is open from dawn to dusk April 1–November 14. Eagle nesting activities can delay the opening of the southern trail head in Windsor Locks. Due...

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....

Uncle Sam Bikeway

NY - 3.1 miles

Inland and east of the Hudson River, the Uncle Sam Bike Trail (also called the Uncle Sam Trail or Uncle Sam Bikeway) largely serves as a trail for residents of Troy. If, however, you are traveling in...

Champlain Canalway Trail: Schuylerville

NY - 2 miles

The Schuylerville segment of the 71-mile Champlain Canalway Trail rail runs between Schuyler House, past Lock 5 of the canal and does a loop around the island (Hudson Crossing Park). As of 2011, only...

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...

Kaaterskill Rail Trail

NY - 2 miles

The Kaaterskill Rail Trail offers a beautiful wooded walk through Haines Falls in eastern New York, nestled in the northern Catskills. It begins at the historical Ulster & Delaware Train Station,...

Bridge of Flowers

MA - 0.1 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...

Recent Trail Reviews

Farmington River Trail

Worth a long drive

June, 2018 by lughnerson

August 2017
It was a great ride, next to a river, shady, smooth, and there is a parallel Farmington Canal trail that meets this one at the southern end. The north end is near a conjesting roadway and was supposed to continue on a non-paved section, but I could not find it. Go check it out.

Ashuwillticook Rail Trail

Worth a long drive

June, 2018 by lughnerson

Yup. August 2017, hot summer day.
Riding along the lakes or reservoirs, it is nice and flat, paved well. A good trip.

Southwick Rail Trail

A Fine Ride

June, 2018 by lughnerson

Dateline June 21, 2018, 4:00 pm, sunny 81F.
I wish there were more time that day to continue longer, onto the connecting trails. After driving 2.5 hours to another trail only to find the parking lot closed I had little time to enjoy this one, but it is nice.

ADVICE: If you are driving farther than 30 minutes (like I often do for Trailink trails), (1) always review the trail listing on this site for updated information, (2) bring more than one parking lot address, (3) and a second choice trail with 2 parking lot addresses. And/or get the mobile app.

Accordion

Windsor Locks Canal State Park Trail

Wait for 2nd Review

June, 2018 by lughnerson

Always take the directions, address or GPS coordinates to at least 2 parking places from this site. Also, review the trail's site here before driving for any updates.

After waiting a year to go to the Windor Locks trail and driving 2.5 hours, I could not access from the southern parking lot. I asked at 2 stores and a town library about parking and no one could help me. So now I will have to go back another time. That's a long drive for just 11 miles roundtrip bike ride.

West River Trail

Appears to be alot of conflict with landowners

June, 2018 by gregswild

The trail definitely has some potential if there was more participation from landowners, some of whom appear to be quite hostile to the idea. It appears that the trail did or attempted to cross through private land on the Townsend section northward towards a connection with the Jamaica section but you soon run into a labyrinth of blocked trail and more No Trespassing and Posted signs than I have ever seen in one spot anywhere in my life. They did dissuade me that day and I turned around which is most unfortunate. Laws being what they are in Vermont, there is nothing illegal about this of course. In many states, including Texas surprisingly there is a law against closing off a certain amount of shoreline areas to passersby and swimmers etc. in order to promote this activity which is ultimately beneficial to all, locals and visitors alike.

Kaaterskill Rail Trail

Nice walk

June, 2018 by tuckeralice

So glad this railtrail is now complete. Glad we wore hiking boots - old rr ties and tree roots. Great view of the falls - the side trail off this railtrail to view the falls is not well marked. The DEC trail to the top of the falls is well done. Port-a-potties at Laurel House trail head. TrailLink needs to update their map as it is not correct.

Erie Canalway Trail

Resurfacing Green Lakes to Canastota

May, 2018 by cnyriv

I've ridden this section for more than 30 years with no flats. New aggregate has been laid down in this section over the last three weeks. It sparkles in the sun. I've had five flats on the new surface. Each was caused by a tiny glass shard, some clear some brown. The workers said they were putting down crushed limestone. It seems to there may be recycled glass in the mix. I'm running Schwalbe G one 700x60 tires at 30# rear 25# front. It's an admittedly light tire but I've had no problem with flats elsewhere including rough gravel roads. Go belted or tubeless on this section or be prepared to flat. Without the nice smooth new surface I'd have given this trail four stars.

Erie Canalway Trail

Erie Canalway Towpath is a Diamond int the Rough

May, 2018 by mdenettesr

Six older couples cycling from East Syracuse to Albany in May, just before the Canal opened. Advantage: Lots of camping. Disadvantage: no boats to watch in the locks and towns. The book was pleasantly wrong and needs a wee bit of an update with the wonderful new additions, trail re-locations, and especially attractions. There was much less on-road cycling than we had worried about. The drivers on the road were suitably accommodating. We camped some nights and stayed in motels as the mood and weather might indicate. When we got to Amsterdam, NY, however, we slept in a CASTLE!! The Amsterdam Castle, a mere 800' from the trail was amazing and worth the few dollars more than the chain motels we had stayed at. There was a breakfast and wonderful rooms. The artwork was worth a museum entrance fee. Everything was AMAZING! We enjoyed a nice meal at Parillo's Italian Restaurant (go through through the Armory Bar and Grill and take a left). Another fun culinary highlight of the ride was Mike's Diner in Fultonville. It's just under the highway on the left. Great food, great fun. Very entertaining proprietor and a fair price. Now, the areas that need improvement: Only one or two cross streets were signed. There were virtually no signs for important trail-side amenities, like, lodging, camping, ice cream, groceries, repair shops, ice cream, attractions, or restaurants with ice cream. [The Great Allegheny Passage really got that right.] ECT should take a look. There were no trail-side tool set-ups like on the Norwootuck or GAP trails. Those were nice. Some of the really cool attractions, like the first bike ridden cross-country, a huge high-wheeler, is in the second floor of a darling historical society in Henniker. Each local Chamber of Commerce should be all over this trail. As multi-day trails go, this one had the most to offer in scenery and museums, but they were often not in the book and hard. We only knew about them from prior research and our AAA Guide. Rome and Fort Stanwix not withstanding. We broke a chain on the tandem in Schenectedy. One bike shop, Plaine and Sons, fortunately has a mobile service van. We called them and explained the issue, and they don't actually use the van. It's basically just a sign. We went to NY Bike on Congress, where an efficient young man repaired the bike in less than five minutes. If an establishment isn't really going to support the trail, they should not be mentioned. My advice would be double your time from other trails of the same length and see the sights which lie not far off the trail. This ride is more of an adventure and less of just a bike ride. To just ride it is to miss the mark. Hope some of this helps. Happy trails.

Sue Grossman Still River Greenway

Love walking

May, 2018 by casiluv1982

I love walking this trail. I have yet to make it to the end with the kids as they get tired we have gone most of the way. I walk there a few times a week with them. They love seeing the turtles in the water. Only thing I dislike is those who dont clean up after their dogs. I have stepped in dog doo on the trail, and alot of those who do clean up throw the colored baggies in the bushes so you always see colored bags oi n the ground and un the tree.if your not going to take the bag with you then leave the pool it will eventually go away your bag on the other hand will go nowhere :(

Harlem Valley Rail Trail

From Millerton to Coleman Station

May, 2018 by thisworksforme

Absolutely beautiful scenery. Asphalt path was in great condition. People on the trail were friendly. Maps were available in Millerton as well as a clean porta potty. Many sections were shaded to provide some relief from the heat! Millerton is a small, quaint village with plenty of nice shops to check out.

Corkscrew Rail Trail

Not that long then

April, 2018 by russnelson_tl

When I rode it in September 2016, it stopped a short way into the town of New Lebanon, dead-ending before it reached the village. It's a nice ride as far as it goes. Hopefully it's now as long as the map says it is.

Erie Canalway Trail

Long Trail with some issues along the road

February, 2018 by sanmartm

Last summer, a group of 10 friends did the trail from Buffalo to Albany. Before we started the trail in Buffalo, we ride our bikes to Niagara Falls in Canada. Great experience and wonderful ride, except for walking the bike over the border.
The "trail" between Buffalo and Albany has some gaps but in general is ok. There is a small section before Rochester where the trail is in horrible condition. The good thing is that there are good hotels in Albany, Buffalo, Syracuse and Rochester (Marriott) so you can accomodate your trip to stay in a nice hotel after a long ride. There is only one stop where you have to sleep in a run-down motel, but, hey! No trip is perfect!

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