Bennington, VT Inline Skating Trails and Maps

509 Reviews

Looking for the best Inline Skating trails around Bennington?

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

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Activities
Length
Surfaces
Type
17 Results
Activities
Length
Surfaces
Type

Appel Way Trail

1.3 mi
State: NH
Asphalt

Ashuwillticook Rail Trail

11.9 mi
State: MA
Asphalt

Ballston Veterans Bike Path

3.5 mi
State: NY
Asphalt

Black Bridge Trail

2.1 mi
State: NY
Asphalt

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Erie Canalway Trail

291.9 mi
State: NY
Asphalt, Concrete, Crushed Stone

Keene Industrial Heritage Trail

1 mi
State: NH
Asphalt

Manhan Rail Trail

9.6 mi
State: MA
Asphalt

Mass Central Rail Trail

38 mi
State: MA
Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Railroad Run

0.5 mi
State: NY
Asphalt

Rocky Hill Trail

0.9 mi
State: MA
Asphalt

Spring Run Trail

1 mi
State: NY
Asphalt

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Uncle Sam Bikeway

3.1 mi
State: NY
Asphalt

Warren County Bikeway

10 mi
State: NY
Asphalt

Zim Smith Mid-County Trail

8.9 mi
State: NY
Asphalt, Crushed Stone
Trail Image Trail Name States Length Surface Rating
Following the route of the former Delaware & Hudson (D&H) Railway, the Albany County Helderberg-Hudson Rail Trail serves as a scenic oasis and community connector for residents living southwest of...
NY 9 mi Asphalt
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
Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...
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
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
The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...
MA 3.6 mi Asphalt
When complete, 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,...
NY 291.9 mi Asphalt, Concrete, 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 Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...
MA 9.6 mi Asphalt
The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...
MA 38 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
The Railroad Run trail runs for just a half mile between West Circular Street and Congress Avenue in Saratoga Springs. The trail is part of a growing network throughout the town and county. There are...
NY 0.5 mi Asphalt
The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...
MA 0.9 mi Asphalt
Currently, the 1-mile Spring Run Trail extends between East Street just south of Excelsior Avenue and I-87, or the Northway, near Exit 15. Eventually, the trail will begin in Congress Park and run...
NY 1 mi Asphalt
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
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
Visitors can expect a couple of easy climbs as they travel on the Warren County Bikeway through the southern Adirondacks for 10 miles between Glens Falls and Lake George. It’s well worth the effort,...
NY 10 mi Asphalt
Popular with residents of Saratoga County who commute under their own power or love to exercise outdoors, the nearly 9-mile Zim Smith Mid-County Trail is considered the backbone of a growing trail...
NY 8.9 mi Asphalt, Crushed Stone

Now, More Than Ever, Trails Matter!

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Trails by activity

Canalside Rail Trail

MA - 3.6 miles

The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...

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...

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...

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...

Accordion

Mass Central Rail Trail

MA - 38 miles

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

Railroad Run

NY - 0.5 miles

The Railroad Run trail runs for just a half mile between West Circular Street and Congress Avenue in Saratoga Springs. The trail is part of a growing network throughout the town and county. There are...

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 Helderberg-Hudson Rail Trail

NY - 9 miles

Following the route of the former Delaware & Hudson (D&H) Railway, the Albany County Helderberg-Hudson Rail Trail serves as a scenic oasis and community connector for residents living southwest of...

Manhan Rail Trail

MA - 9.6 miles

The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...

Ashuwillticook Rail Trail

MA - 11.9 miles

Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...

Zim Smith Mid-County Trail

NY - 8.9 miles

Popular with residents of Saratoga County who commute under their own power or love to exercise outdoors, the nearly 9-mile Zim Smith Mid-County Trail is considered the backbone of a growing trail...

Erie Canalway Trail

NY - 291.9 miles

When complete, 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,...

Rocky Hill Trail

MA - 0.9 miles

The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...

Spring Run Trail

NY - 1 miles

Currently, the 1-mile Spring Run Trail extends between East Street just south of Excelsior Avenue and I-87, or the Northway, near Exit 15. Eventually, the trail will begin in Congress Park and run...

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...

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...

Warren County Bikeway

NY - 10 miles

Visitors can expect a couple of easy climbs as they travel on the Warren County Bikeway through the southern Adirondacks for 10 miles between Glens Falls and Lake George. It’s well worth the effort,...

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...

Warren County Bikeway

NY - 10 miles

Visitors can expect a couple of easy climbs as they travel on the Warren County Bikeway through the southern Adirondacks for 10 miles between Glens Falls and Lake George. It’s well worth the effort,...

Albany County Helderberg-Hudson Rail Trail

NY - 9 miles

Following the route of the former Delaware & Hudson (D&H) Railway, the Albany County Helderberg-Hudson Rail Trail serves as a scenic oasis and community connector for residents living southwest of...

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...

Accordion

Zim Smith Mid-County Trail

NY - 8.9 miles

Popular with residents of Saratoga County who commute under their own power or love to exercise outdoors, the nearly 9-mile Zim Smith Mid-County Trail is considered the backbone of a growing trail...

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...

Mass Central Rail Trail

MA - 38 miles

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

Erie Canalway Trail

NY - 291.9 miles

When complete, 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,...

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...

Canalside Rail Trail

MA - 3.6 miles

The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...

Spring Run Trail

NY - 1 miles

Currently, the 1-mile Spring Run Trail extends between East Street just south of Excelsior Avenue and I-87, or the Northway, near Exit 15. Eventually, the trail will begin in Congress Park and run...

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...

Rocky Hill Trail

MA - 0.9 miles

The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...

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...

Manhan Rail Trail

MA - 9.6 miles

The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...

Railroad Run

NY - 0.5 miles

The Railroad Run trail runs for just a half mile between West Circular Street and Congress Avenue in Saratoga Springs. The trail is part of a growing network throughout the town and county. There are...

Ashuwillticook Rail Trail

MA - 11.9 miles

Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...

Railroad Run

NY - 0.5 miles

The Railroad Run trail runs for just a half mile between West Circular Street and Congress Avenue in Saratoga Springs. The trail is part of a growing network throughout the town and county. There are...

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...

Mass Central Rail Trail

MA - 38 miles

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

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...

Accordion

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 Helderberg-Hudson Rail Trail

NY - 9 miles

Following the route of the former Delaware & Hudson (D&H) Railway, the Albany County Helderberg-Hudson Rail Trail serves as a scenic oasis and community connector for residents living southwest of...

Zim Smith Mid-County Trail

NY - 8.9 miles

Popular with residents of Saratoga County who commute under their own power or love to exercise outdoors, the nearly 9-mile Zim Smith Mid-County Trail is considered the backbone of a growing trail...

Erie Canalway Trail

NY - 291.9 miles

When complete, 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,...

Spring Run Trail

NY - 1 miles

Currently, the 1-mile Spring Run Trail extends between East Street just south of Excelsior Avenue and I-87, or the Northway, near Exit 15. Eventually, the trail will begin in Congress Park and run...

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...

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...

Rocky Hill Trail

MA - 0.9 miles

The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...

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...

Manhan Rail Trail

MA - 9.6 miles

The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...

Canalside Rail Trail

MA - 3.6 miles

The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...

Warren County Bikeway

NY - 10 miles

Visitors can expect a couple of easy climbs as they travel on the Warren County Bikeway through the southern Adirondacks for 10 miles between Glens Falls and Lake George. It’s well worth the effort,...

Ashuwillticook Rail Trail

MA - 11.9 miles

Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along this nearly 12-mile-long paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...

Recent Trail Reviews

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Parked at the Troy depot heading south toward Fitzwilliam and encountered a huge deep puddle a short distance away, there was no way around it and I had to turn around. It had been really dry, surprised to see a puddle

November, 2020 by rsleger73

Parked at the Troy depot heading south toward Fitzwilliam and encountered a huge deep puddle a short distance away, there was no way around it and I had to turn around. It had been really dry, surprised to see a puddle

Ashuwillticook Rail Trail

Entire trail now open and beautiful!

November, 2020 by patdaviau6

This trail is just perfect. Great scenery, relatively flat, newly paved, many areas to park along this trail. We parked at Lanesborough had a great lunch at AJ which is right on trail in Adams.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

No parking in Walpole

October, 2020 by dragoncasanh

I just went to Black Jack Crossing road. There is no parking. Where is someone parking a horse trailer to get on this side of the trail?

Accordion

Ashuwillticook Rail Trail

Beautiful Trail

October, 2020 by cutler273

So happy we found this trail! It’s beautifully paved and nearly all flat. There is a gradual downgrade for the last few miles into Adams ... which means an upgrade on the way back. ¿ We live in northern CT so it takes us about 1.5 hrs to get to the southern Trail Head ... but it’s worth the drive. We’ve ridden this trail twice this year and will be back next year!

Jonathan Daniels Trail

John Daniels Trail Ashuelot River Park, Keene, NH

October, 2020 by gjpeterson60

Short trail but gorgeous trail along the river. Mallard ducks, beautiful fall colors and peaceful at dawn on October 11.

Ashuwillticook Rail Trail

beautiful smooth ride

October, 2020 by tmarisseau5

We did this trail Columbus day weekend, the weather was perfect, the views spectacular and it wasnt very crowded at all. Will definitely do this trail again!

Black Bridge Trail

This is a lovely trail. We ride it to connect to the Champlain canal trail in waterford. The connection is on waterford streets, but very easy to negotiate, just look for the Empire State Trail signs and enjoy the empty gravel tail along the canal

October, 2020 by gigischolz

This is a lovely trail. We ride it to connect to the Champlain canal trail in waterford. The connection is on waterford streets, but very easy to negotiate, just look for the Empire State Trail signs and enjoy the empty gravel tail along the canal

Ashuwillticook Rail Trail

gorgeous!

October, 2020 by lukeynuthmann

Absolutely beautiful trail! I went on October 10, 2020. A warm sunny day, lots of bikers, walkers, And in-line skaters. The trail itself is so smooth - not one pothole. And lovely views along the lake and quieter views of the wetlands. Will definitely go again next year and highly recommend it.

Ashuwillticook Rail Trail

Ashuwillticoook

October, 2020 by bktourer1

The newly refurbished Ashuwillticook opens Friday Oct. 9 @ 3pm

Zim Smith Mid-County Trail

Update

October, 2020 by davidbuckbee1496

From Coons Crossing the trail has been extended 2.5 miles to Mechanicville. Beautiful broad paved trail along the railroad but far enough away to be safe. You may see a freight during your trip.

Ashuwillticook Rail Trail

Amazing Trail!!

September, 2020 by patdaviau6

Trail has beautiful scenery, paved, flat, plenty parking at Berkshire Mall just go, you’ll be glad you did. Ate at Pizza House in Adams, food was great just 1 minute off the trail.

Albany County Helderberg-Hudson Rail Trail

Great trail near the New York State capital

September, 2020 by sschwinn

Great trail in the Albany area! Can't really add to the previous comments. Just note that there is major road construction on Rte 32/ South Pearl St at the eastern end trail head. The parking lot is still open but you may experience delays in getting to it. I would definitely advise not trying to on-road cycle to the trail head.

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