Find the top rated trails in Wilbraham, 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 Westville Lake Community Trail offers a short, scenic excursion along the east bank of Westville Lake in Southbridge. Much of the crushed-stone pathway is under a lush tree canopy. Along the way,...
The Center Trail runs for less than a mile from Hopkinton's downtown to its high school and middle school, providing a safe route to school for thousands of students. The wooded trail, which once...
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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...
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 Assabet River Rail Trail provides a forested escape from the surrounding urban bustle. Traveling 5.6 miles (with plans to expand it) the trail connects the towns of Hudson and Marlborough and...
Columbia Greenway Rail Trail offers 2 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts, from Main st, across the Great River Bridge over the Little River to the...
The Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...
The Washington Secondary Bike Path actually comprises four trails along an old Hartford, Providence, & Fishkill Railroad corridor. Together, the Cranston Bike Path, Warwick Bike Path, West Warwick...
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...
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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...
The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...
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...
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The Blackstone River Greenway (previously known as the Blackstone River Bikeway) represents a big undertaking in this tiny state: The 11.8-mile trail running between Woonsocket and the outskirts of...
As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...
Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail Trail (also known as the Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the...
The South Spencer Rail Trail runs for less than 2 miles from downtown Spencer to an area south of town near Spencer State Forest. The path, which is also known as the Depot Trail, occupies a former...
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The Blackstone River Greenway (previously known as the Blackstone River Bikeway) is a 3-mile trail that represents the first open segment of the Massachusetts portion of a pathway that will eventually...
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 Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...
Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of...
The Blackstone River Greenway (previously known as the Blackstone River Bikeway) represents a big undertaking in this tiny state: The 11.8-mile trail running between Woonsocket and the outskirts of...
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...
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...
The Center Trail runs for less than a mile from Hopkinton's downtown to its high school and middle school, providing a safe route to school for thousands of students. The wooded trail, which once...
The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill...
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...
This 5.8-mile trail is part of the planned East Coast Greenway, an off-road path that will eventually run from Calais, Maine, to Key West, Florida. The Moosup Valley State Park Trail will connect with...
Grand Trunk Trail is part of a larger trail network, the Titanic Rail Trail, which will stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along...
Burrillville Bike Path runs for just over a mile through its namesake rural community in northwest Rhode Island. It connects the villages of Pascoag and Harrisville through a corridor that once...
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The Trolley Trail runs through Plainfield and is a key link the East Coast Greenway. Plans are to use this trail as a link between the Moosup Valley State Park Trail and the Airline State Park...
The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...
The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. 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...
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 Washington Secondary Bike Path actually comprises four trails along an old Hartford, Providence, & Fishkill Railroad corridor. Together, the Cranston Bike Path, Warwick Bike Path, West Warwick...
The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy...
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Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns...
The Assabet River Rail Trail provides a forested escape from the surrounding urban bustle. Traveling 5.6 miles (with plans to expand it) the trail connects the towns of Hudson and Marlborough and...
As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...
The Upper Charles Trail will one day span more than 20 miles, connecting the communities of Milford, Ashland, Hopkinton, Sherborn and Holliston along a former CSX rail bed. The trail is being...
As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...
The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak...
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...
The scenic Monadnock Branch Rail-Trail travels for just over 7 miles from Webster Street in Jaffrey near the ball field to the New Hampshire–Massachusetts border. From Jaffrey to Rindge the trail is...
The Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...
The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill...
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 Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...
The Stillwater Scenic Walkway is a short trail that follows an old railroad bed between Capron Road and State Route 104 (Farnum Pike) south of Smithfield. The trail passes through a wooded area along...
The Upper Charles Trail will one day span more than 20 miles, connecting the communities of Milford, Ashland, Hopkinton, Sherborn and Holliston along a former CSX rail bed. The trail is being...
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...
Grand Trunk Trail is part of a larger trail network, the Titanic Rail Trail, which will stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along...
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...
Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles...
The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New...
Given its covered bridges, historical aura and abundant wildlife, the Ashuelot Rail Trail (also known as the Ashuelot River Trail) has plenty to offer. The 21.2-mile route follows the corridor of the...
The Assabet River Rail Trail provides a forested escape from the surrounding urban bustle. Traveling 5.6 miles (with plans to expand it) the trail connects the towns of Hudson and Marlborough and...
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 Trolley Trail runs through Plainfield and is a key link the East Coast Greenway. Plans are to use this trail as a link between the Moosup Valley State Park Trail and the Airline State Park...
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 last 1/2 mile of final surfacing from the Route 6 bridges to King Road is done, and a nice job too!
Windham hopes to have the bridge over the Willimantic River and that section out to bid in the spring of 2018.
This is a lovely quiet running trail with a smooth, wide, soft dirt surface. Park in the lot off of Thomas Street and then run - it's a slight incline going up that you don't notice until you turn around and come back and are cooking. An absolutely beautiful run through the forest and next to water!! No dogs allowed in some sections so leave the pupper at home.
While there are portions of the frail where dogs are not allowed there are other portions where you CAN bring your dog. The area of the trail between Barre and Rutland is dog friendly. From the parking lot off of Rt. 140 in West Boylston you can bring a dog about half way up that portion of the trail. The dog walking portion is about a mile and a half each way.
Rode his trail on 10/2/17 from 122 up to 2A and back. I agree with the prior post in a sense that it is a tough trial to ride on anything but a mountain bike. There is a lot of sand, especially in the northern areas. I’m in pretty good shape but my muscles were screaming too.
On the other hand there is some nice scenery. I did it it’s out of my system. Glad I did but I’ll not ride it again. But it was a good workout.
Biked Cheshire and Ashuelot late Sept 2017. Parts were in good, not great condition, some mud, rocks, narrow grassy trail. huge mud puddle about 9 miles into Cheshire trail. Its Access point at NH-MA line impossible to find. Had to go to Keene to find trails.
This was a nice ride and major thanks to the directions from majorstratdude. One correction, step 4 there was only 3 miles not 6. We saw a huge turtle in one of the marshes along the way. Make sure to bring the directions with you.
This trail is the most scenic bike trail I've been on. Lots of great mountain views. It is fairly level and in great shape. Very easy to bike from end to end. Lots of places to stop along the way.
Hi All,
Southington, CT "Really Gets It" as this trail passes thru their town. Lots of : Parking, Picnic Tables. Restaurants, A Drinking Fountain & Portapotties. Probably a bit of pride.
Rock & Roll!
Russ C
Hi All,
Per "Record Journal" Newspaper New Section of "Farmington Canal Heritage Rail Trail" (Curtiss St & Kane St) to Lazy Lane. Happy Trails, RVC (tn) "Zenith"
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!
The improved section of the trail has been extended further at the Holliston end. There is now an nice packed stone dust surface starting across the street from the Sam Placentino school in Holliston and running all the way to the paved portion that starts at the Milford town line.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
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