Bennington, VT Mountain Biking Trails and Maps

519 Reviews

Looking for the best Mountain Biking trails around Bennington?

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

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Activities
Length
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Type
12 Results
Activities
Length
Surfaces
Type

Ashuelot Recreational Rail Trail

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

Cheshire Rail Trail (Cheshire Branch Rail Trail)

32.9 mi
State: NH
Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

Delaware and Hudson Rail-Trail

25.8 mi
State: NY, VT
Asphalt, Cinder, Dirt, Grass, Gravel

East Branch Trail (VT)

0.5 mi
State: VT
Gravel

Erie Canalway Trail

291.9 mi
State: NY
Asphalt, Concrete, Crushed Stone

Fort Hill Recreational Rail Trail

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

Hoosic River Greenway

2.5 mi
State: NY
Gravel

Hoot, Toot and Whistle Trail

0.5 mi
State: VT
Dirt

Mass Central Rail Trail

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

West River Trail

16.1 mi
State: VT
Asphalt, Dirt, Gravel, Sand
Trail Image Trail Name States Length Surface Rating
The Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...
NH 21.5 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 9-mile trail...
NY 9 mi Crushed Stone
Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...
NH 32.9 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
The 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 Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...
NY, VT 25.8 mi Asphalt, Cinder, Dirt, Grass, Gravel
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
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
Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...
NH 7 mi Ballast, Cinder, Dirt, Gravel, Sand
The 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
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 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

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

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,...

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...

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...

Champlain Canalway Trail: Glens Falls Feeder Canal Trail

NY - 9 miles

The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 9-mile trail...

Accordion

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...

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...

Delaware and Hudson Rail-Trail

NY,VT - 25.8 miles

The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...

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...

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...

Accordion

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...

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,...

Champlain Canalway Trail: Glens Falls Feeder Canal Trail

NY - 9 miles

The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 9-mile trail...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.9 miles

Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...

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...

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...

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,...

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...

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...

Champlain Canalway Trail: Glens Falls Feeder Canal Trail

NY - 9 miles

The Glens Falls Feeder Canal Trail begins at the Feeder Dam in Glens Falls and follows the Hudson River through town to the Champlain Canal, then turns south toward Fort Edward. The 9-mile 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,...

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...

Accordion

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...

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...

Delaware and Hudson Rail-Trail

NY,VT - 25.8 miles

The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where you’ll find a 4-mile gap. This border area is known as...

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...

Cheshire Rail Trail (Cheshire Branch Rail Trail)

NH - 32.9 miles

Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...

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...

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...

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,...

Recent Trail Reviews

Albany-Hudson Electric Trail

Best Trail

April, 2021 by cwr2yzfcs6

I do a lot of running and road biking. This trail is great for both. Rolling hill, scenic, great for distant ride/runs. Construction of the trail was completed Fall of 2020. By far my favorite trail in the capital region

Albany-Hudson Electric Trail

Pleasant mix of flats and rolling hills

March, 2021 by earth2wayne

First off — skip the northern part of the trail from the Hampton Manor Lake area if you are a biker — and start your trip at Miller Road (just of interstate 90). You will be greeted by a babbling brooks, rolling hills, and the smell of farms. As you head south through Nassau Lake you will have opportunities for food and drinks. This is a fun ride.

Albany-Hudson Electric Trail

fantastic trail

March, 2021 by ofthepearlgirl

This trail is great. There are paved stretches (from East Greenbush to Nassau) with mostly unpaved from Chatham to Hudson (with short stretches of paved in that area). My favorite part is the Nassau area.

Accordion

Albany County Helderberg-Hudson Rail Trail

A stunning achievement

March, 2021 by rjs12206

I congratulate all who were involved in developing this magnificent route. I rode it from Albany to Voorheesville and back. The way to Voorheesville is 9 miles of gentle up-hill grade until final few miles, which makes the return trip to Albany mostly a gentle downhill ride. This is "rail trail" at it's best!

Canalside Rail Trail

Easy & Flat!

March, 2021 by pianoemily

This is a really pretty trail. The long stretch along the water in Turners Falls is gorgeous and the paved path is wide enough that others can easily pass. As you continue, it narrows and the buildings nearby are kind of junky..... but it's worth it to be able to see the ducks and geese on the large water section.

Bridge of Flowers

Beautiful spot but not much to walk

March, 2021 by pianoemily

Bridge of Flowers is beautiful! It is so short, however, that I just wanted to make sure others knew it is very much a small space to look at flowers but certainly nothing to make a walk out of. Go and enjoy the scenery but I would not look to make this spot a walk of any real substance. It is more for stopping to look & take some photos. By the time you do that, you'll be done with the very short path.

Albany-Hudson Electric Trail

I live this trail, especially the section from Miller Rd in Schodack to the columbia county line. It's nicely paved a few hills, but mostly flat from Nassau south. Looking forward to riding further into columbia county this year.

February, 2021 by gigischolz

I live this trail, especially the section from Miller Rd in Schodack to the columbia county line. It's nicely paved a few hills, but mostly flat from Nassau south. Looking forward to riding further into columbia county this year.

Albany-Hudson Electric Trail

AHET Kinderhook, NY

February, 2021 by bobrick45_tl

I enjoyed biking the trail. I was only able to do areas that construction was completed and the road sections. I used a road bike on the stone dust and did not have a problem. The spots I rode were recently completed and I wonder how the stone dust will fair over the winter. around the Kinderhook area there was a good portion available. Lots of walkers the morning I rode it. I am planning on purchasing a gravel bike with a little wider tires and this will be one of my first rides this summer. I will start in the middle and hopefully make it to both ends the same ride. I want to include both of the train stations in the video even though they are a quarter of a mile from the official endpoints.

I hope to do the complete trail and record sections with a Go Pro in June '21. It will be round trip ride, so it will be double the trail length of 35 miles.

Erie Canalway Trail

Mohawk -Hudson (erie)

December, 2020 by bktourer1

New off road section was created along Broadway in Albany after coming out of the tunnel. Watch for the signs for the Empire Trail also

Albany County Helderberg-Hudson Rail Trail

Perfection

December, 2020 by lennymail

Starting at nearly sea level on Busy So. Pearl st (and there is new path linking the Mowhak Hudson Trail) you enter a curve which takes you on a bridge over So Pearl, and into unfettered nature. First the Normanskill rapids, pass under the Thruway and 9W, cross an 1850s railbridge over the Normanskill, and you begin segments of a 3-5% climb thru the backwoods of Delmar, probably as the Dutch saw it in the 1600s. There is a rest area by Stewarts where it crosses Delaware. By now you climbed about 200'. Then you continue and cross under the Cherry Ave Extension, to the Slingerlands Rest area. The rest of the trail passes thru Suburban backyards and subdivisions, fields, gradual grades, finally crossing rt 155 and vly creek, and ending at Grove and So Main Street in Voorheesville, elevation 330'. There is a replica train station there.

A great paved surface perfect for inline skating or biking. A true Treasure to the community, and there is some talk in planning materials about westward expansion.

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.

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