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Bennington, VT Running Trails and Maps

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Looking for the best Running trails around Bennington?

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

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Length
Most Popular

Albany County Helderberg-Hudson Rail Trail

9 mi

State: NY

Asphalt

Albany-Hudson Electric Trail

35 mi

State: NY

Asphalt, Crushed Stone

Appel Way Trail

1.3 mi

State: NH

Asphalt

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

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: Glens Falls Feeder Canal Trail

9 mi

State: NY

Crushed Stone

Champlain Canalway Trail: Saratoga

1.5 mi

State: NY

Crushed Stone, Dirt

Champlain Canalway Trail: Schuylerville

2 mi

State: NY

Crushed Stone

Cheshire Rail Trail (Cheshire Branch Rail Trail)

32.9 mi

State: NH

Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Cohoes Heritage Trail

0.6 mi

State: NY

Asphalt

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

Accordion

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

Jonathan Daniels Trail

0.9 mi

State: NH

Crushed Stone

Keene Industrial Heritage Trail

1 mi

State: NH

Asphalt

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

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

Valley Trail

9.1 mi

State: VT

Asphalt, Dirt, Gravel

Warren County Bikeway

10 mi

State: NY

Asphalt

West River Trail

16.1 mi

State: VT

Asphalt, Dirt, Gravel, Sand

Zim Smith Mid-County Trail

11.5 mi

State: NY

Asphalt

Trail Image	Trail Name	States	Length	Surface	Rating
	Albany County Helderberg-Hudson Rail Trail 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	23 reviews
	Albany-Hudson Electric Trail The Albany-Hudson Electric Trail (AHET) follows a 35-mile course through the former Albany-Hudson Electric Trolley corridor from Hudson to Rensselaer in New York State. The electric trolley ran for 30...	NY	35 mi	Asphalt, Crushed Stone	7 reviews
	Appel Way Trail 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	0 reviews
	Ashuelot Recreational Rail Trail 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	34 reviews
	Ashuwillticook Rail Trail 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	78 reviews
	Ballston Veterans Bike Path 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	7 reviews
	Black Bridge Trail 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	4 reviews
	Bog Meadow Brook Nature Trail 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	9 reviews
	Bridge of Flowers The Bridge of Flowers delights the senses of visitors walking among the trees and blossoms on the old trolley bridge spanning the Deerfield River, which connects two communities in northwestern...	MA	0.1 mi	Concrete	4 reviews
	Canalside Rail Trail 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	11 reviews
	Champlain Canalway Trail: Glens Falls Feeder Canal Trail 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	8 reviews
	Champlain Canalway Trail: Saratoga 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	2 reviews
	Champlain Canalway Trail: Schuylerville 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	5 reviews
	Cheshire Rail Trail (Cheshire Branch Rail Trail) 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	30 reviews
	Cohoes Heritage Trail The Cohoes Heritage Trail is less than a mile long but serves as a significant local connector: it provides a way for people to travel between the riverfront to the Mohawk Hudson Bikeway. The northern...	NY	0.6 mi	Asphalt	0 reviews
	Corkscrew Rail Trail 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	3 reviews
	Delaware and Hudson Rail-Trail 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	25 reviews
	East Branch Trail (VT) 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	1 reviews
	Erie Canalway Trail 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	75 reviews
	Fort Hill Recreational Rail Trail 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	8 reviews

Accordion

Hoosic River Greenway 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	2 reviews
Hoot, Toot and Whistle Trail 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	2 reviews
Jim Tedisco Fitness Trail 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	2 reviews
Jonathan Daniels Trail Jonathan Daniels Trail travels the length of Ashuelot River Park through Keene. Along the stone-dust trail, you can enjoy the park’s beautiful natural backdrop and flower garden. The trail was named...	NH	0.9 mi	Crushed Stone	1 reviews
Keene Industrial Heritage Trail 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	0 reviews
Lye Brook Falls Trail 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	8 reviews
Manhan Rail Trail 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	22 reviews
Mass Central Rail Trail 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	87 reviews
Railroad Run 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	0 reviews
Rocky Hill Trail 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	0 reviews
Spring Run Trail 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	5 reviews
Toonerville Rail-Trail 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	7 reviews
Uncle Sam Bikeway 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	2 reviews
Valley Trail 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 State Route...	VT	9.1 mi	Asphalt, Dirt, Gravel	3 reviews
Warren County Bikeway 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	19 reviews
West River Trail 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	9 reviews
Zim Smith Mid-County Trail Popular with residents of Saratoga County who commute under their own power or love to exercise outdoors, the nearly 12-mile Zim Smith Mid-County Trail is considered the backbone of a growing trail...	NY	11.5 mi	Asphalt	29 reviews

Accordion

More Bennington bike trails

Accordion

More Bennington walking trails

Accordion

More Bennington running trails

Recent Trail Reviews

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.

Ashuelot Recreational Rail Trail

good ride but minimal pavement

June, 2021 by richmedcraft

I was a first time user and started from the trailhead near Keene State after parking in the shopping center lot on Emerald St. The pavement was done after the first 0.5 mile and then after the bridge over the highway the trail became packed dirt/stone. It has been dry so the going was fine and the trail is relatively smooth. At mile 5 the trail becomes a 100 yard stretch of sand as it runs along the road- hard going and I just took the road on the way back to bypass it. After this the trail gets narrower until it is simply a dirt track through a mowed strip of grass along a power line right of way. Around mile 7 there started to be patches of mud which had enough solid surface to get through, the longest was probably 20-30 yards long. I wasn't able to reach my goal of 10 miles before turning back due to a large mud puddle (mostly puddle) at mile 8.7- no way to bypass it due to the overgrown vegetation on each side and more mud than I was in the mood to handle. But I enjoyed the ride, it was not crowded when out of Keene (between 9-11am on a Saturday morning). My bike is a hybrid with road tires and did OK.

Accordion

Ballston Veterans Bike Path

Very flat and straight 3.1 mile each way paved trail. No shade. Follows train tracks alongside Ballston Lake. Parking lot just past trail head at north end.

May, 2021 by kvalentina59

Very flat and straight 3.1 mile each way paved trail. No shade. Follows train tracks alongside Ballston Lake. Parking lot just past trail head at north end.

Albany County Helderberg-Hudson Rail Trail

clean and relaxing

May, 2021 by ronni1986.rn

This is my go to bike trail. So peaceful and relaxing.

Albany County Helderberg-Hudson Rail Trail

Great Ride

May, 2021 by fknqk8gy8j

Beautiful day to go for a ride. It was nice to see so many people out.

Manhan Rail Trail

wonderful and easy ride

May, 2021 by rjs12206

The day that I rode this trail was a beautiful Spring day and there were various other riders, walkers, runners and, in Northampton, people going for stroll. It is a well maintained trail, not too long, plenty of things to see and places to relax. Part of the trail is rural feeling, but other parts are located right near downtown. A nice mix.

Delaware and Hudson Rail-Trail

Too Rough for Hybrids

May, 2021 by jimbo22

the small stone surface on top of rough tar results in constant vibration and absorbs energy making travel difficult. A local indicated the trail was completed last year - it is clear they have no concept of how to make a bike trail.

Canalside Rail Trail

Spring morning skate

May, 2021 by amj10677

Beautiful trails to skate, lots of pebbles near intersections but otherwise clean and smooth.

Mass Central Rail Trail

started in Rutland

April, 2021 by wendys2

Rode 7 miles out and then back. Beautiful area. Really good workout. Few hills. But nice quiet area midweek

Albany-Hudson Electric Trail

good mix of trail

April, 2021 by rmjm2squier

We started at the Hudson end. All cinders in Columbia County. This part is flat and the cinders bake hard once weather warms. Great views of falls land pastoral land. The Rensselaer county half is paved and has several hilly portions. The portions through the villages and hamlets include passing the remaining trolley stations. The shared road portions are ok and ample shoulders or light traffic streets are used.

Albany-Hudson Electric Trail

April, 2021 by bktourer1

I rode from Nassau to Rensselaer today on the trail. Best place to park is at the town common. Tables/pavilion no porta potties.
10 Fairground St or 7 John Street good addresses to use.
Ice Cream spot right on trail and Cumberland and pizza nearby.
Trail in great condition except one bad street.. Large parking lot at Nassau Lake
Long up and downhills about for several miles, not bad unless there is winding
Well signed and many ped/bike crossing lights
After crossing I90, Dunkin / gas ad General Store.
The trail through neighborhoods on roads are quiet.
At about Miles 10,5 & 6. Stewarts Store ad gas stations right off trail for food
Trail ends on a street in East Greenbush, You can follow the on road signs all the way to Rensselaer (some long downhills)

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