Bennington, VT Running Trails and Maps

659 Reviews

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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Activities
Length
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Type
41 Results
Activities
Length
Surfaces
Type

Albany-Hudson Electric Trail

36 mi
State: NY
Asphalt, Crushed Stone

Ashuwillticook Rail Trail

13.7 mi
State: MA
Asphalt

Ballston Veterans Bike Path

3.5 mi
State: NY
Asphalt

Black Bridge Trail

2.1 mi
State: NY
Asphalt

Bridge of Flowers

0.1 mi
State: MA
Concrete

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Champlain Canalway Trail: Schuylerville

2 mi
State: NY
Crushed Stone

Erie Canalway Trail

335.2 mi
State: NY
Asphalt, Concrete, Crushed Stone

Jonathan Daniels Trail

0.9 mi
State: NH
Crushed Stone

Manhan Rail Trail

9.5 mi
State: MA
Asphalt

Mass Central Rail Trail

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

Railroad Run

0.5 mi
State: NY
Asphalt

Spring Run Trail

1 mi
State: NY
Asphalt

West River Trail (Windham County)

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

Zim Smith Mid-County Trail

11.3 mi
State: NY
Asphalt

Ashuelot Recreational Rail Trail

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

Champlain Canalway Trail: Fort Ann

1.68 mi
State: NY
Asphalt

Champlain Canalway Trail: Saratoga

1.5 mi
State: NY
Crushed Stone, Dirt
Accordion

Cheshire Rail Trail (Cheshire Branch Rail Trail)

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

Delaware and Hudson Rail-Trail

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

Fort Hill Recreational Rail Trail

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

Hoosic River Greenway

2.5 mi
State: NY
Gravel

Lye Brook Falls Trail

2.2 mi
State: VT
Gravel

Rocky Hill Trail

0.9 mi
State: MA
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

Bog Meadow Brook Nature Trail

2 mi
State: NY
Ballast, Dirt

Champlain Canalway Trail: Waterford

6.7 mi
State: NY
Asphalt, Crushed Stone, Gravel

Cohoes Heritage Trail

0.6 mi
State: NY
Asphalt

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

Appel Way Trail

1.3 mi
State: NH
Asphalt

Jim Tedisco Fitness Trail

0.5 mi
State: NY
Asphalt

Valley Trail

9.1 mi
State: VT
Asphalt, Dirt, Gravel

Bennington Rail Trail

1.65 mi
State: VT
Asphalt, Crushed Stone, Gravel

East Branch Trail (VT)

0.5 mi
State: VT
Gravel

Keene Industrial Heritage Trail

1 mi
State: NH
Asphalt
Trail Image Trail Name States Length Surface Rating
Overview 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...
NY 9 mi Asphalt
The Albany-Hudson Electric Trail (AHET) follows a 36-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 36 mi Asphalt, Crushed Stone
Overview Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along a 13.7-mile paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through...
MA 13.7 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 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
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
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
Closure Notices: In Palmyra/Wayne County, a portion of the trail is closed between route 21 and Swift Landing Park. InĀ Oneida-Verona, Oneida County, a bridge replacement is taking place at the corner...
NY 335.2 mi Asphalt, Concrete, Crushed Stone
Jonathan Daniels Trail travels the length of Ashuelot River Park through Keene. Along the stone-dust trail, you can enjoy the parkā€™s beautiful natural backdrop and flower garden. The trail was named...
NH 0.9 mi Crushed Stone
Overview 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,...
MA 9.5 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 60 miles from Boston to Northampton...
MA 59 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
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 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
OverviewĀ  The Zim Smith Mid-County Trail runs for 11.3 miles between Ballston-Spa and Mechanicville. The paved trail is considered the backbone of a growing trail system, with connections to major...
NY 11.3 mi Asphalt
Closure Notice: Due to flooding, the Ashuelot Recreational Rail Trail is closed from Pine Street to Sawyer's Crossing Road in Swanzey. Please see NH State Parks for more up-to-date information. The...
NH 21.5 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt
Known for its picturesque beauty and rich history, the Town of Fort Ann is part of the Champlain Valley National Heritage Area, a federally designated area stretching between the Hudson Valley and...
NY 1.68 mi Asphalt
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
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
Accordion
Formerly comprising two separate segmentsā€”one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliamā€”the Cheshire Rail Trail now runs a continuous 32.9...
NH 32.9 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
Overview The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where there is a 4-mile gap. This border area is...
NY, VT 25.8 mi Asphalt, Cinder, Dirt, Grass, Gravel
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 riverā€™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
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 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
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. Itā€™s well worth the effort,...
NY 10 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 Waterford segment of theĀ Champlain Canalway Trail begins on the Mohawk River at the Old Champlain Canal Lock 4 and continues north following the old canal towpath past Lock 7 to Upper Newtown Road...
NY 6.7 mi Asphalt, Crushed Stone, Gravel
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
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
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 2.3 mi Dirt
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
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 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
Running between downtown Bennington and the Northside Drive neighborhoods, the Bennington Rail Trail provides new opportunities for both recreation and active transportation. Following a former...
VT 1.65 mi Asphalt, Crushed Stone, Gravel
The Catamount Trail offers 300 miles of backcountry skiing stretching across Vermont, from the Readsboro on the Massachusetts border, to North Troy near Canada. The trails are popular for winter...
VT 18.1 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 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

Recent Trail Reviews

Albany-Hudson Electric Trail

One of my favorites along the EST

July, 2024 by robert.richter89

I've been riding many of the trails that make up the Empire State Trail system though out the years and the Albany-Hudson Electric Trail is one of the best in my experience.

I parked at the Stuyvesant Falls Trailhead and headed towards the Miller Road trailhead right outside of East Greenbush making for a 42 mile round trip. There are a fair amount of road crossings on this trail but all of the busier ones have crossing lights and I found that motorists were very courteous to me at every one. There is also a few short on road sections on quiet streets that are all very well marked. I was able to keep on the trail without too much confusion.

The trail is a mix of asphalt and tightly packed gravel and is in very good condition. My only complaints are a lack of benches and bathrooms directly on the trail. The trail is also not the most shaded so be mindful of that on a hot summer day. The towns along the trail all offered places to eat and resupply so that's always and option.

Erie Canalway Trail

The trail is well marked it's a bit tough going on roads through parts of Lockport. Once back on the trail, is well maintained.

July, 2024 by auntgnu

The trail is well marked it's a bit tough going on roads through parts of Lockport. Once back on the trail, is well maintained.

Delaware and Hudson Rail-Trail

We biked the entire northern half of the D&H Rail Trail to the NY state line. Was pleasantly surprised to find no ruts. Trail was mostly made up of crushed stone. It's mostly a scenic ride, I would recommend this Rail Trail.

June, 2024 by mdnkcn

We biked the entire northern half of the D&H Rail Trail to the NY state line. Was pleasantly surprised to find no ruts. Trail was mostly made up of crushed stone. It's mostly a scenic ride, I would recommend this Rail Trail.

Accordion

Mass Central Rail Trail

MCTR - West Boylston to Rutland

June, 2024 by closey2112

Ok, I recently purchased a ā€˜24 Trek Checkpoint ALR 5 axs gravel bike. This section of trail is absolutely amazing. Roughly 26.3 miles round trip from West Boylston to Rutland. Starting in West Boylston, Ma you head west. The trail is hard packed dirt. Smoother than most roads in Mass! Āæ No, seriously! Just be careful, this section up to the I-190 bridges, thereā€™s usually a lot of traffic. Especially people with doggos. Some more cognizant than others. But once you cross under the bridges, no dogs are allowed and the traffic thins out. The best section is at the parking lot on Mill St - Holden. Itā€™s packed gravel and as wide a road. It meanders up to the mail Trail and is packed gravel all the way until you hit construction on the trail. So much fun!!!

Erie Canalway Trail

Camillus to Syracuse with side trip on Onondaga Lake Trails

June, 2024 by wrogers1

In early June, we rode the section of the Erie Canal from Camillus to Syracuse. We also took a side trip on the Onondaga Lake West and East Shore Trails. Round trip, we biked approximatel 30 miles.

We parked at the June Reed Webster Park. The bathrooms were open. With that said, we have been there before and they have been closed. I would not count on them 100%.

The trail was in excellent shape. The Erie Canal section was hard a packed with small gravel. We did encounter hills, which we did not expect on a canal trail. They were small and manageable. Most of the hilly sections were paved, making them easy to navigate. The Onondaga Lake trails are paved and in fantastic condition. We only came across two small sections with tree root bumps.

This section of the Erie Canal Trail goes through the New York State Fairgrounds. It was eerie and strange to be at the Fair when no one else was around. Made for a unique experience.

The Onondaga Lake Trails were a pleasure with views of the lake, woodlands, birds, and flowers. We saw several bluebirds, which is not something we encounter routinely.

The Onondaga Lake Trails are part of the Onondaga Lake Park which has multiple bathroom facilities and picnic tables. We ate our lunch with a view of the lake and pickleball courts. There were a people playing, which provided our lunch time entertainment.

The only potential downside is the trail near Camillus is next to a garbage dumb. It is landscaped nicely with wild flowers in abundance and we did find a turtle on the path. We noticed an odor on our way back when the temperature was hotter. On the positive side, it is a productive use of the land.

We give this trail a thumbs up and will ride it again.

Ashuwillticook Rail Trail

Nice weather makes the ride nice

June, 2024 by vc2019

Started in Adams and rode to the end and back. Nice weather on this wide paved and shaded trail. It is in great condition. There are a number of road crossings but most are small streets. The gates are all the same, an opening on each side and we saw atleast two recumbent trikes make it through without problems. Photo to show the gates today.

Ashuwillticook Rail Trail

A must ride

June, 2024 by ahanks

Visiting in lower NY area and had this on my bucket list. It was a well paved and maintained trail. Parked at railroad at in Cheshire and rode to the parking area in Pittsfield and then back and a few miles into the Adams area. All in 18 miles. Plenty of options for parking, bathroom Facilities in a few areas and many benches and picnic tables placed to stop and take a break or enjoy the views of the Lindai a or chechsire reservoir. It was well worth the trip!

Rocky Hill Trail

Completely paved; easy

June, 2024 by pianoemily

This was a very short trail which was completely paved. It was nice and shaded due to the trees. It would be an easy walk with grandparents (there are benches) or young children. I recommend setting your gps to find something like 134 Sandy Hill Road in Florence. From there, you can easily find the trail beginning. To get my 10,000 steps I had to go back and forth on the trail a lot. But I still appreciated it fully paved! Seems like more of a neighborhood morning walk trail.

Canalside Rail Trail

Alongside the canal, an easy ride

May, 2024 by davidcareyvermont

I took my bike over the Canalside Rail Trail while my wife shopped at BJ's, and it was a perfect opportunity to check out this lovely short trail. For the 22nd April 2024, the weather was really good yet there were only few other walkers on the trail at the same time. I was able to park at the southern, McClelland Farm Road, end of the trail where there are only half a dozen spots, but there are many more parking spaces at the northern end.
The trail was in more than satisfactory condition and the signage was also nicely in place, not that it was really needed. I didn't have time to stop in at the Discovery Centre Museum but I did return to BJ's in plenty of time to pay for my wife's shopping that day. I had a lovely time so much so that I plan to take my wife on the same trail whenever I get my old tandem up and running.

Canalside Rail Trail

You can expand your rideā€¦..

March, 2024 by basil1986

I love this trail! Rode it on 3/14/24 when weather was 62 degrees. This trail is short but can be expanded if you cross the metal bridge by the brewery and take the road to the left leading to the Fish Research Hatchery on the opposite side of the canal. If you meander through the little neighborhood on that side as well you can extend it further and get another view of the old mill complexes. I get 20 miles out of the ride. Bring a lunch there are picnic tables on both sides!

Ashuwillticook Rail Trail

Not ADA compliant

February, 2024 by ljt trike rider

It looked very nice from the parking area, but could not get through the barricades with a recumbent trike. Drove over an hour and gates were shut and would have had to lift trike over gates. Disgusted with Massachusetts and whomever designed the barricades. Has anyone heard of the ADA?

Ashuwillticook Rail Trail

Great fall ride.

November, 2023 by cantabty

Excellent experience on this fresh paved trail. The scenery of the ponds and mountains in the distance was worth the trip.

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