Explore the best rated trails in Bennington, VT. Whether you're looking for an easy walking trail or a bike trail like the Spring Run Trail and Appel Way Trail. With more than 34 trails covering 536 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
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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...
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...
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...
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...
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...
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...
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...
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...
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...
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,...
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...
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...
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...
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...
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...
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...
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...
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,...
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...
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...
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,...
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...
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...
Ballston Spa's Jim Tedisco Fitness Trail spans 0.5 mile between Front Street and Prospect Street on what was once a railroad bed.
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...
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...
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...
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...
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...
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...
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...
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...
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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...
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...
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...
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...
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...
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...
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...
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...
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,...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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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...
Ballston Spa's Jim Tedisco Fitness Trail spans 0.5 mile between Front Street and Prospect Street on what was once a railroad bed.
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...
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,...
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...
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...
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...
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...
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,...
We are in our 60’s and once or twice a year we like to get away for the weekend and ride a nice rail trail or two. This trail was Perfect. It is excellently maintained, the few roots are so well marked you couldn’t miss them. It’s clean, lots of benches and tables along the way and bathrooms at one end. Plenty of parking at each end and many spots along the way. This is one of the best trails we’ve been on. The best tip I can give is to start in Adams as you’ll appreciate the slight decline of the last two miles coming back. You don’t even notice the slight incline when heading out but tired legs appreciated the break on the way back. 22.8 miles round trip from visitors center in Adams
Instead of the heavily used trails, l looked for one off the beaten path, so to speak. I found this trail searching for NH trails and was somewhat familiar to the area after going to Monadnock Speedway over the years. I didn't realize this trail runs across the entrance to it. After reading a bit, it seems it is partially a paved trail but only near Keene. Figured I would start at the southern end since it's only an hour from where I live. I found the parking area easy enough and figured I'd start the trail from there which is right across the street. I see that the trail goes south a little more but in all honesty, driving on the road getting to the parking area or after leaving, I couldn't see where you actually get to the trail end. Since it's only a quarter mile more, I didn't bother backtracking to figure it out. Trail is unpaved on the southern end and I had read a few people's comments about how they couldn't get past the speedway since the trail isn't maintained all that well in that area. I went up to where it crosses over Rt. 119 (short distance west from the intersection of Rt. 10) then rode back on the highway back to the parking lot. The trail is a mix of grass, gravel, some mud but not much, soft sand and the like. Looks like they just took the tracks out and cleaned it up a bit and said here you go. It wasn't all that difficult to get through the section I did which was about 8 miles, give or take. I used a hybrid bike and had no real issues. I wouldn't recommend a road bike at all. It was a fun ride, saw all the stuff people had mentioned about the old tracks, rail shed and covered bridge. It was a pretty cool ride. I didn't see any other bikers the whole time I rode through the area and only a 2 other people out walking. I did see a couple devices on the side of the trail which had cables running across it. It appeared to be devices to record how much usage, somewhat like you'd see driving a car across a road. Not sure why they are doing this, it's not like I think they're putting too much into this section if this is the state doing this recording. I wonder if by chance it was paved that it would bring more people in. However, I don't see where those using it would help economically since it's not going into any business areas. Some trails have businesses near it like ice cream stands or convenience stores but this section is not designed for that. Time will tell I guess. Maybe I'll go back next year to see if I can get past the race track area. A good Sunday ride through the woods.
First what this isn't...an "off road" trail. No dirt or gravel.
However if you want a beautifully maintained paved bike path, then you found it.
Extremely flat with a variety of scenery from forest to wetlands to lakes to old industrial.
A lovely ride
Started in Fitzwilliam near MA border and road to Keene and back. Used a road bike with 25mm wheels. If you are comfortable riding dirt/gravel on a road bike the trail is quite easy to ride. Some sections were muddy despite not raining recently. I imagine those sections would be more technical after a rainstorm.
This is the first of a multi-part review, since the trail is so long. It takes me and hour and a half to drive from New Paltz, NY to one of the parking areas.
Last year I rode the section from the Corning Center in Albany along the Hudson River to end at a parking lot in Watervaliet. Right next to the the river, there is a lot to see and hear on this paved trail, as the highway is sometimes very close. There are plenty of areas to stop and touch the water while on a break. Just do it sometime anytime. I would like to revisit this section after the leaves have fallen, just before winter.
Last month I rode from the through the Albany suburbs of Watervaliet, Green Island, and Cahoes. Though it is fairly flat and well paved, it is totally on-street section of the trail. One nice side trip is north up to Waterford, which goes over several bridges to Van Schaich Island and Peebles Island. When you cross the steel bridge you can see the beginning of the actual canal and its first lock near the Waterford Harbor Visitor Center. Just go down Cannon Street.
Last week, Tuesday August 20, 2019 I went to the section that includes the towns of Latham and Colonie, turning around at Lock 7 on the Mohawk River. This is a very nice section of the trail, good pavement, mostly shady and offers a few nice views of the Mohawk River. There is a short on-road section in Dunsbach Ferry where you ride underneath Route 87. Then a significant hill back to the trail. Headed west, from the Lions Park in Niskayuna ( a good parking area) there is one very straight and flat section of about a mile or so for time-keepers and racers. Lock #7 is a pleasant park to stop for a break and watch the boats navigate the rise or fall of the lock, next to a waterfall.
It may take several years for me to complete the entire Erie Canal trail, but it is a fun goal.
Rode this trail heading northwest from downtown Keene.This trail is fantastic when in the center of town. As soon as you cross Hurricane rd., however, the trail surface degrades, becoming sandy and eventually very rocky around the landfill, where we turned back. I was riding a gravel bike with 38 inch tires, but it's pretty clear that this trail is mountain bike only unless you want to walk your bike through a number of very rocky sections.
We have been loving this trail from Herkimer ( starts at Movac parking lot rt 5s Mohawk) , past Fort Herkimer Church about 4 miles is paved and mostly flat. A beautiful ride. Will be great when the connection at rt 167 in LittleFalls is finished. The trail continues to be paved across rt 167 ( Little Falls). Mostly flat and very scenic. Turns to stone dust at Finks Basin rd. LF ( parking). Paved again@ STJ
My son and I stopped to the Voorheesville trailhead which is considered the end of the trail. We biked from here to the start of the trail in what's considered Albany. This is a great trail. From the beginning in Albany to Voorheesville is slightly uphill going but the way back is more of downhill feel (this coming from my 12 year old son). He did say this is one of his favorite trails we've ever done! They have bikers tools and air pumps at the beginning of this trail which is cool. Lots to see also along this trail. Will definitely make the travel to do this trail again! As described it is 9 miles each way.
We startes in Amsterdam,we parked on a dirt section on Cleveland Ave,little further down is a bigger paved lot.We did a little detour on Bridge Rd,nice pedestrian bridge(flowers & a few interesting sculptures.) Rode into Riverlink Park. Small park,but a cute little detour. Most of the trail was paved,there was a section that was bumpy.Pretty flat. About 4-5 miles was crushed stone/dirt.If it rained heavy may get muddy.We enjoyed the trail,a few street crossings.Was a pretty quite trail on a sunday.Was a mix of shade & sun. We seen some wildlife,seen a fisher & what looked like a weasel,was so quick.,so that was cool!.We rode to Sparkers. There was a cooler of waters & there was bathrooms across the street.(Courtesy of the church)We rode about 44 miles there & back,with detour. The trail is broken up into sections,so we rode this section. Hope to ride the Buffalo section..
I started at the southern portion of the trail. I rode a gravel road / light touring bike (Specialized Sequoia) and it was fine but in hindsight I would have done a bit better with the FatBoy. There was a fair amount of sand in the first portion of the trail. I encountered some decent sized muddy sections but nothing crazy. The variety of scenery is great and the trail is very quiet. I encountered about 3 other bikes and a couple of people walking. I wouldn't do this trail if there's been significant rain in the past few days because of the pooling that I saw in some of the sections flanked by rock walls. And I rode in July and was flanked by large flies seemingly at all times. But given the challenge and scenery it's worth it!
My daughter—an inexperienced biker—and I enjoyed the diverse landscape and beautiful views along the Connecticut River. However, because the trail was so overgrown and rough for the last mile or so, we didn’t make it to the end to see the historic bridge.
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