Find the top rated trails in Brattleboro, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to...
The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...
Mile 0.0 - DPW Garage Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...
At the southern end of the trail a large parking lot at Dole Junction is maintained by the New Hampshire Bureau of Trails. This parking lot also serves as the southern terminus of the Ashuelot Rail...
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...
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Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...
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In central Massachusetts, the Norwottuck Rail-Trail (formerly the Northampton Bikeway) runs between New South Street in Northampton and the neighborhood north of Look Memorial Park in Florence....
The Chicopee Center Canal Walk offers a short pleasant route in Chicopee, a small city on the outskirts of Springfield in southern Massachusetts. The pathway closely follows the slow-moving canal and...
About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...
The Toonerville Rail-Trail (a.k.a. Springfield Greenway) spans 3 meticulously maintained miles from the downtown business district of Springfield southeast to the western bank of the Connecticut River...
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...
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...
Common Pathway runs for nearly 7 miles from the south end of Peterborough north to Hancock. The trail is a combination of asphalt and gravel and follows an old railroad right-of-way along the...
Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant...
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The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...
Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail-Trail (a.k.a. Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the Ashuelot...
Canalside Trail begins at McClelland Farm Road and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a half mile north...
The Harrisville Rail Trail runs for just under two miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris...
The North Central Pathway will one day stretch 16 miles between the cities of Winchendon and Gardner in northern Massachusetts, primarily along a former railroad right-of-way. Three open sections...
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The East Branch Trail is a 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...
The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...
This unpaved state-owned trail is open for public use from Coldbrook to Baldwinville. An on-road detour is necessary through the village of Baldwinville, but the right-of-way is open for public use on...
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 scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to...
The Cheshire Rail Trail stretches for nearly 33 miles between Route 12 near Bookseller Road and the New Hampshire–Massachusetts state line at Route 12. In Keene, the trail includes a beautiful stone...
Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant...
The Toonerville Rail-Trail (a.k.a. Springfield Greenway) spans 3 meticulously maintained miles from the downtown business district of Springfield southeast to the western bank of the Connecticut River...
Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...
The Harrisville Rail Trail runs for just under two miles between the outskirts of Harrisville and Hancock in rural New Hampshire. The former railroad bed is located on lands conserved by the Harris...
More than a mile of the Ashburnham Rail Trail opened in 2015 from a point just south of Ashburnham's center to Turnpike Road. The rustic route, planned to be paved in the future, offers a...
The Bridge of Flowers is a 400-foot-long former trolley line bridge that has been converted into a garden pathway. Open from April 1 to October 31, the bridge spans the Deerfield River between...
Following the floodplain of the West River Valley, the 16-mile West River Trail (a.k.a. Railroad Bed Trail) appeals to a wide range of trail users. The rail-trail has a nearly level surface, ideal for...
A 104-mile rail line was shattered by hurricane in 1938. Today, the corridor is being developed as the Mass Central Rail Trail to be enjoyed by bicyclists, walkers, joggers, and cross-country skiers....
The New Boston Rail Trail follows the old railroad line of the same name, running along the Piscataquog River between the Hillsborough County Youth Center in New Boston and Route 114, about 4 miles to...
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...
The Bobby Woodman Rail Trail, a hard-packed dirt and gravel pathway, begins off a quiet street at the southern end of Claremont and quickly dives under pleasant tree cover. After about a half mile,...
The Delaware & Hudson Rail-Trail quietly rambles over the rolling hills and farmland of western Vermont along the state’s border with New York, dipping into its western neighbor at the community of...
About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...
Nestled in the Hoosic River Valley, between Mount Greylock and the Hoosac Mountains in Berkshire County, the Ashuwillticook Rail Trail takes its name from a Native American word meaning "the pleasant...
The Delaware & Hudson Rail-Trail quietly rambles over the rolling hills and farmland of western Vermont along the state’s border with New York, dipping into its western neighbor at the community of...
The Manhan Rail Trail wends its way between Easthampton and Northampton, with a spur trail leading out The Oxbow near Mt. Tom. Easthampton is a typical New England factory town brimming with commerce...
The Bridge of Flowers is a 400-foot-long former trolley line bridge that has been converted into a garden pathway. Open from April 1 to October 31, the bridge spans the Deerfield River between...
Common Pathway runs for nearly 7 miles from the south end of Peterborough north to Hancock. The trail is a combination of asphalt and gravel and follows an old railroad right-of-way along the...
The scenic Valley Trail currently runs nearly a mile through West Dover in southern Vermont on the outskirts of the Green Mountain National Forest. Plans call for continuing the trail further north to...
Following the floodplain of the West River Valley, the 16-mile West River Trail (a.k.a. Railroad Bed Trail) appeals to a wide range of trail users. The rail-trail has a nearly level surface, ideal for...
More than a mile of the Ashburnham Rail Trail opened in 2015 from a point just south of Ashburnham's center to Turnpike Road. The rustic route, planned to be paved in the future, offers a...
In central Massachusetts, the Norwottuck Rail-Trail (formerly the Northampton Bikeway) runs between New South Street in Northampton and the neighborhood north of Look Memorial Park in Florence....
Mile 0.0 - DPW Garage Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...
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...
Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...
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...
Canalside Trail begins at McClelland Farm Road and heads north on the former NYNH&H Railroad, crossing the Connecticut River near its confluence with Deerfield River. Approximately a half mile north...
The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
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,...
About a dozen miles west of Concord, the Stevens Rail Trail offers a quiet, wooded route along the former Concord-Claremont rail line in Contoocook Village. It starts off Krzyzaniak Road and continues...
A 104-mile rail line was shattered by hurricane in 1938. Today, the corridor is being developed as the Mass Central Rail Trail to be enjoyed by bicyclists, walkers, joggers, and cross-country skiers....
Stretching east from Northampton, the 10-mile Norwottuck Branch of the Mass Central Rail Trail connects the towns of Northampton, Hadley, and Amherst. Part of the Connecticut River Greenway State...
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...
Love this trail, we have been on it many times going from Lanesboro to Adams and back. The trail is well kept, the air is fresh and clean plus it always seems a bit cooler, which is important on those hot summer days, plus the views are spectacular.
Recently about 1 mile in I got a flat, I turned around loaded my bike back on the rack and drove to the bike shop in Adams. The store was closed but the owner was outside in his car, just about to leave. He spotted me going to his front door, so he got out asked what was wrong and proceeded to reopen his store to fix my flat. It was not an easy repair, rear tire that had been on the bike for a while. He persisted, completed the repair and charged me a very reasonable rate for tube and labor.
I could not be more thankful...I got back on the trail right out his front door, rode down to Lanesboro and back to Adams where I had a very nice dinner at a trailside restaurant. Perfect ending!
Very rocky trail. It's labeled moderate but should be moderate/difficult. The trail is through woods with limited views. The Falls are impressively highland nice. I'm glad we went but wouldn't do it again.
We did the southern portion from Rt. 122 to Rt. 62 and found it fairly bland. At the beginning, the signage weas unclear as to whether bicycling was even allowed (another trail user said he'd seen cyclists often.) We found the surface conditions to be unpredictable for non-hard core bicycling, with some very soft stretches and other areas with embedded rocks and roots, as well as some wet spots and standing water (that could be skirted on the edges). The landforms, flora and fauna, and railroad evidence were unremarkable; the trail was unusually straight and level, even for a former railbed. There were a number of other ungated paths, trails and actual roads intersecting and/or crossing this trail, several of which provided vehicular access for vehicles potentially up to Jeep size. We didn't encounter ATV's or dirtbikes on our ride, but saw clear evidence of them, and we saw cars parked on the ends of the marked trail at several of these intersecting points so it is not clear who the intended users are supposed to be. The day we were there it was very quiet and peaceful, so if you are looking for miles and miles of nothing but miles and miles and you hit it as we evidently did, this trail's for you.
This portion of the trail is well maintained and is a pleasure to ride. The slightly (2% grade) uphill run north was of benefit for the obviously downhill ride back to State Line - a ride of just over 20 miles.
This portion of the Cheshire is of interest historically, because it is over this railroad that Henry David Thoreau and companions (as well as R.W. Emerson and many other Concord, Ma residents) used to reach their beloved Mt. Monadnock. Thoreau traveled the rails in 1952, 1858, and in 1860. And the Troy Depot, now a historical museum, is a delight. Call ahead for an appointment.
I didn't find anything about whether dogs were allowed or not anywhere online. I went to two different parking areas near Holden, where they very clearly state "NO DOGS ALLOWED." I was very disappointed, as this was the explicit reason for my trip - to bring my pooch with me!
Beautiful and well maintained trail. Quite flat and pretty environment.
Hi folks,
I read the reviews and went anyway. Started at the Hinsdale end on Northfield Road and went 10 miles. The trail starts on a private driveway directly across from the gas station. I truly enjoyed my ride. Yes it does have mixed surface conditions; abandoned buildings from some industrial past; and the horse-impacted stretch. But is also boasts spectacular river views, covered bridge worth seeing, and a nice trail bridge to ride over. Best of all, the reviews seem to have kept it quiet and underused.
The worst of it is at about mile 8 where the trail first crosses Old Westport Road and Old Spofford Road. There, the horses have torn up the trail and you go between jarring bumps and deeply worked lose sandy soil that will grab your wheel and bring you to an involuntary stop. These conditions last 1.5 miles or there abouts. I won't ride that stretch again; but such is life with multiuse trails.
After mile 10, I exited the trail on the second crossing of Old Westport Road and used the road to bypass the bike unfriendly portion for my return leg. The road is a pleasant spin through farm country.
Overall I found the trail low gradient, shaded, and with easy road crossings. It's not the place to set the land speed record on your road bike and I would not bring young children. But it is certainly teenager compatible and heck, I had 2 hours to kill near Brattleboro and this was just the ticket.
Started this trail in Peterborough. There is a parking lot north of town center on town road where we started. It is a very nice trail and would be very scenic in fall. We went way beyond the recycle center where you come to a street and look for the trail , it actually continues across the street which is part of someone's (mail box ) and driveway . That section goes by a couple of farms , cows and farm land then not far beyond that it gets to a point where it becomes a more narrow path maybe more for mountain bike as opposed to hybrid bikes. Up until that point it's a very nice ride , no hills and nothing difficult. Estimate 6-7 miles one way. Only our 3rd time biking so should be easy for most people, we are in our early 60's.
Ashuelot river trail north of West St Keene is short but scenic, today we did 15 miles round trip on southern part of Ashuelot river trail south of Keene. The trail is really nice for about 4-5 miles after that you follow the power lines and not the river and the going is not as smooth but OK with hybrid bike. We went as far as Swanzey Lake Rd which you can see from a brown house who's back yard is the trail and that is about 7.5 miles one way and it is mostly flat .
A well maintained, serene, lakeside, forested and gentle day on asphalt . This scenic ride through small towns was full of reminders of past manufacturing and local efforts to attract more riders of all ages. The Adams town visitor center was brand new.
Lots of benches and fewer picnic tables allowed for stops and lunch breaks.
A polite mix of strolling, riding families, couples, friends and single participants added to a soothing day of healthy exercise!
Just did this on 7/30/17. The trail is flat but lots of loose golfball & tennisball sized rocks to keep you alert. There's also a fair amount of of loose surface due to gravel and too much ATV use. If you want peace & quiet this is the trail for you. Beautiful swamp areas & a small cemetery a few yards off the trail. Lots of very old headstones certainly makes for an interesting resting spot. It's intersected by several dirt roads so be careful when crossing. Bring plenty of water on hotter days, you'll need it!
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