Bennington, VT Mountain Biking Trails and Maps

542 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

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...

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...

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,...

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...

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...

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...

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...

Accordion

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...

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...

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,...

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,...

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...

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...

Accordion

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...

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,...

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...

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...

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...

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...

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...

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...

Recent Trail Reviews

Warren County Bikeway

great ride!

July, 2021 by jonathan.p.wilkerson

Really nice trail! Very much enjoyed the ride. Would highly recommend

Albany-Hudson Electric Trail

we’ll maintained

July, 2021 by eckinois

We rode 50 miles on trail and had best rail trail experience ever. Maybe next weeks Rail Trails .org inaugural 5 day ride sponsored to go from NYC to Buffalo NY was reason for pristine surface & great signage but every part of trail was in immaculate condition even after last five days heavy rains.

Manhan Rail Trail

Great! Flat, paved, fairly picturesque

July, 2021 by ajgreenhalgh

I like this trail to walk because it is well paved, flat, no hills, and friendly considerate people especially the bike riders who usually indicate when they are passing me. There is some industrial and kind of dumpy areas that abut the trail unlike where I came from, Woodstock NY, where the paths are pristine and beautiful. However, I like where the trail crosses a bridge across the Mill River just past Veterans Field in Northampton.

Accordion

Delaware and Hudson Rail-Trail

Nice ride

July, 2021 by bert15

Thanks to Jimbo's review, we lowered our expectations for this trail and had an enjoyable ride. We parked in Granville, NY, and took the trail southerly into Vermont. In NY, the trail includes stretches of grass, packed earth, and well-packed gravel. In VT, it switches to gravel. It certainly wasn't paved asphalt, and the ride had more vibration and required more effort than it would have been on a paved path, but riding our hybrids, we did not find it excessively bouncy, or even particularly uncomfortable. And although there were horseshoe prints, we didn't see any deep divots. At the same time, the ride passes through beautiful countryside and tidy farmland. We rode it on the Monday of a 3-day holiday, and saw virtually no one on the trail.

Fort Hill Recreational Rail Trail

Prospect Street to Brattleboro Bridge

July, 2021 by aldcon_tl

Started at Prospect Street boat launch and road north. First mile or two of trail is wide and gravel with potholes. Nice scenery next to river. I'd score this part of the trail a 3. From mile 2 to 3 the trail is still wide but mostly grass with two dirt tracks (a car width apart). Grass is about 8 to 12" tall. Hard to see some bumps and defects. I'd score this part of the trail a 2. From mile 3.2 to the bridge at mile 4.4 (all distances from Prospect Street) boat launch the trail is in poor condition and a single track. I'd score this a 1. The bridge is the remnant of an impressive structure. The steel is rusty but in good shape. The timbers are rotting but for those not intimidated they can be walked. It's a shame the bridge isn't being saved for rail trail users. This is a dead end. I wanted to get back on to Route 119. I needed to go back 1.2 miles to find a poor quality side trail that dumped me out behind the Sunoco gas station.
The scenery on the ride was the best for the first 2 miles of the trip. After that, in general, you are inland and not looking to the side. Your focus is on navigating the trail.

Ashuwillticook Rail Trail

Amazing Trail

July, 2021 by cklewis24

We just rode this trail for the first time and we will certainly be back. Amazing views, paved surface, and plenty of opportunities to stop and sit. The only improvement I would suggest would be to add mile markers.

Ballston Veterans Bike Path

quick stop for a ride

July, 2021 by lindarkv

Easy parking. Short, flat straight ride along the water. Very exposed, not great for a hot day.

Albany-Hudson Electric Trail

Parking for trail heading southeast

June, 2021 by ellavigna

Per the advice of the other reviewers, we started from Schodack. We parked at the SEFCU right off the I90 exit for Schodack (if heading from west take right off exit). There is gas station/Dunkin’ Donuts right next to the exit and the SEFCU is right next to that. This way we avoided on road sections in East Greenbush. There are some hills between Schodack and Nassau but they weren’t terrible. After Nassau the trail to Kinderhook was much easier (aka flatter). We didn’t go all the way to Kinderhook but I’m looking forward to that another day. Beautiful trail.

Ashuwillticook Rail Trail

My home town trail is the best we have ridden yet!

June, 2021 by jsolon3680

This beautiful trail runs about 12.5 miles up to Adams, along wetlands, lakes and river! Wildlife abundant! So excited that is it being expanded!

Albany-Hudson Electric Trail

Beautiful Trail through wetlands and farmland, with abundant wildlife!

June, 2021 by jsolon3680

Rode the 25 mile stretch (50 miles RT) between Nasau Lake and Hudson. Nicely maintained and signed trail. Some stretches sharing the road, but in most cases, very easy to navigate! Many historical markers throughout that explain the rich history of this line and area!

Zim Smith Mid-County Trail

GREAT RIDE

June, 2021 by gtmskier

Rode today with my wife and adult son. Beautiful day, and trail is excellent.

Erie Canalway Trail

Rome and Utica areas.

June, 2021 by jlappen

Signage coming into Rome traveling east, or leaving Rome traveling west, is non-existent. Expect to travel on busy city roads. Trail Links is a bit better than the Erie Canalway booklet in navigating this, but it’s still a challenge. Lots of construction in Utica and the trail east of Leland Ave is closed.

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