Explore the best rated trails in Holliston, MA. Whether you're looking for an easy walking trail or a bike trail like the Spicket River Greenway and Bridge Street Bike Trail. With more than 97 trails covering 553 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 Washington Secondary Bike Path offers just over 19 miles of paved trail from Cranston (Providence’s southwestern neighbor) to Coventry. The rail-trail, Rhode Island’s longest, follows the former...
The Quinebaug River Trail exists in two segments in northwest Connecticut. The northern section parallels Park Road and Tracy Road for about 2 miles in an industrial section of Putnam with few trail...
The Upper Falls Greenway is a short rail-trail that cuts through the charming village of Newton Upper Falls in Newton, Massachusetts. The trail occupies the same former rail corridor as the developing...
The Air Line State Park Trail winds nearly 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. The pathway is...
Ten Mile River Greenway, named for the waterway it parallels and not its length, runs 3 miles through a serene and green corridor connecting the City of East Providence and Pawtucket. The southern end...
The Bridge Street Bike Trail begins near Curtis Park and travels south through downtown Salem, closely following the Bridge Street Bypass. The short trail runs through residential, retail and...
The Mystic River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Malden River Greenway. When completed, the trail will connect the...
The pleasantly tree-lined Warren Bike Path, built along the former Warren-Fall River Railroad, runs just under a mile from Long Road west to the Kickemuit River. The trail ends in an 18-acre park...
The New Bedford Hurricane Barrier was built to protect New Bedford and nearby villages from storm surge during hurricanes, but also ended up cutting off residents from the water that lay just beyond...
The URI (University of Rhode Island) Bike Path provides a safe conduit for students, faculty and staff to commute to and from school via the William C. O'Neill Bike Path. The asphalt, two-lane path...
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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...
Although short, the scenic Gloria Braunhardt Bike Path travels through forests and pastures full of birds and wildlife. The asphalt pathway parallels the eastern side of the present-day Interstate 95...
Even though the Narrow-Gauge Rail-Trail traces the nation’s first narrow-gauge railroad for 3 miles from Bedford toward Billerica, the mostly crushed-stone path is plenty wide enough now to...
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...
The Chelsea Greenway was built to accompany the extension of the Silver Line between Boston and its northern suburb, Chelsea. The asphalt multiuse trail begins at the Eastern Avenue MBTA station and...
The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. Its connections to the...
The developing Upper Charles Trail will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton along a former railroad bed. As of 2018,...
The Neponset River Greenway is a south Boston jewel, utilizing the best in design and construction standards as it winds through the Neponset River valley, offering a low-stress, high-quality...
The 5.3-mile Independence Greenway makes for a pleasant ride, providing access to lakes, parks, and nature preserves. The paved pathway is located in the town of Peabody (pronounced by locals as...
With spectacular maritime views and an abundance of coastal wildlife, the East Bay Bike Path offers a spectacular New England experience. Inducted into the Rail-Trail Hall of Fame in 2009, the route...
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 Border to Boston Trail connects the communities of West Peabody, Peabody, Danvers, Topsfield, and Boxford in northeastern Massachusetts. The long-term goal for the trail is to continue it north to...
The rail-trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay Transportation Authority (MBTA) commuter rail station near downtown Newburyport, a coastal...
The Fred Lippitt Woonasquatucket River Greenway provides a valuable crosstown connector of nearly 7 miles from downtown Providence to the city’s western neighborhoods and the nearby town of Johnston....
The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
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 Alfred J. Lima Quequechan River Rail Trail, which was formally known simply as Quequechan River Rail Trail travels along the northern shore of scenic South Watuppa Pond. The project created a...
The Bay Colony Rail Trail will one day span 7 miles connecting the Boston suburbs of Newton, Needham, Dover, and Medfield along tracks once used by the Massachusetts Bay Transit Authority. In May...
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 Nashua Heritage Rail Trail begins adjacent to City Hall on Main Street in downtown Nashua. It is a short trail that takes you through one of the first neighborhoods that was planned and built in...
The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...
The Quarries Foot Path offers a wooded 1-mile hiking route in western Quincy, about 10 miles south of Boston. Begin your adventure on the south side of Ricciuti Drive, which borders Quincy Quarries...
The Spicket River begins in Derry, New Hampshire, through Methuen and Lawrence, Massachusetts, before draining into the Merrimack River. Like many mill towns of the late 19th and 20th centuries, the...
The Chelsea Greenway was built to accompany the extension of the Silver Line between Boston and its northern suburb, Chelsea. The asphalt multiuse trail begins at the Eastern Avenue MBTA station and...
Lowell's Canal System Trails are part of Lowell National Historical Park in Lowell, Massachusetts. The park preserves some of America's industrial past: its 19th-century textile mills formed the first...
The New Bedford Hurricane Barrier was built to protect New Bedford and nearby villages from storm surge during hurricanes, but also ended up cutting off residents from the water that lay just beyond...
The Roland Bergeron Bike Path runs about 6 miles alongside nearly the entirety of Albuquerque Avenue in Litchfield, NH. Completed in 2010, the 8-ft wide asphalt path averages about 5 yards in from...
Many commuters choose the Minuteman Commuter Bikeway for freedom from congested traffic in the northwest Boston suburbs. For others, the 10.1-mile paved trail between Cambridge and Bedford serves as a...
Although short, the scenic Gloria Braunhardt Bike Path travels through forests and pastures full of birds and wildlife. The asphalt pathway parallels the eastern side of the present-day Interstate 95...
The Mason Railroad Trail runs for nearly 7 miles from near the New HampshireMassachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
Even though the Narrow-Gauge Rail-Trail traces the nation’s first narrow-gauge railroad for 3 miles from Bedford toward Billerica, the mostly crushed-stone path is plenty wide enough now to...
The Fresh Pond Bikeway runs through Fresh Pond Reservation, a park in Cambridge, Massachusetts. The bikeway winds around the east edge of the Fresh Pond Reservoir. Part of the trail is on a road...
The Clipper City Rail Trail is part of the Coastal Trails Coalition, which is developing in the four towns of Amesbury, Newbury, Newburyport, and Salisbury along the Merrimack River and will...
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 5.3-mile Independence Greenway makes for a pleasant ride, providing access to lakes, parks, and nature preserves. The paved pathway is located in the town of Peabody (pronounced by locals as...
The Swampscott Rail Trail is a developing rail-trail in the North Shore community of Swampscott. The trail, when complete will extend two miles through the heart of the town ending with a seamless...
The Chelsea Greenway was built to accompany the extension of the Silver Line between Boston and its northern suburb, Chelsea. The asphalt multiuse trail begins at the Eastern Avenue MBTA station and...
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...
Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...
The Roland Bergeron Bike Path runs about 6 miles alongside nearly the entirety of Albuquerque Avenue in Litchfield, NH. Completed in 2010, the 8-ft wide asphalt path averages about 5 yards in from...
The Wellington Greenway is a section of the Malden River Greenway in Medford, Massachusetts. Eventually, the Wellington Greenway will be connected to the other sections of the Malden River Greenway in...
The Mystic River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Malden River Greenway. When completed, the trail will connect the...
The Neponset River Greenway is a south Boston jewel, utilizing the best in design and construction standards as it winds through the Neponset River valley, offering a low-stress, high-quality...
The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
The Quinebaug River Trail exists in two segments in northwest Connecticut. The northern section parallels Park Road and Tracy Road for about 2 miles in an industrial section of Putnam with few trail...
The Cochituate Rail Trail (CRT) is a developing, multi-use trail that will run from the Village of Saxonville in Framingham to Natick Center, a distance of 4 miles. Currently, its northernmost mile in...
The Alfred J. Lima Quequechan River Rail Trail, which was formally known simply as Quequechan River Rail Trail travels along the northern shore of scenic South Watuppa Pond. The project created a...
The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...
The Bradford Rail Trail occupies a former Pan Am rail corridor, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the mile-long path...
The Watertown-Cambridge Greenway runs along the former corridor of the B&M Railroad’s Watertown Branch. The trail begins in a busy shopping area on the site of a former U.S. Army arsenal. Trees...
Wow! I was pleasantly surprised by all the lovely artwork along this trail. The river, falls, and arch are all so pretty. Glad I went exploring ¿¿¿¿¿
Loved all the amazing pieces of art on this trail. The views of the river were very nice. Nice to see a trail being enjoyed and shared without being overcrowded.
loved this trail, starts off with beautiful bridge, then follows along the shore, several ice cream shops on the way
This trail is closed due to construction. The asphalt is broken up into sections exposing the dirt
Nice spring walk-full sun, cleared path with side trails that are clearly marked (part of Camp Denison).
We found the trail while walking around town-great find!!
Quiet, hidden trail. No obstructions and could navigate well on snowpacked gravel trail. Was a relaxing walk as there were no unleashed dogs or unmasked people.
I've noticed some criticism of this trail that I think would be unfair. It's clearly not among the most enjoyable if one compares it to riding the Battle Road Trail, but it's conveniently located. I know these trails closer to cities with higher population are most often paved, but this would be superb if it were dirt. I love the rocky section and the section closer to Lynn that's still dirt, ironically the parts that receives the most criticism.
When you want to ride your bike, and you're close to the Everett area, this trail provides a path half way to Salem MA without having to bike streets that aren't very "bike friendly".
The southern sections I agree aren't the greatest of scenery and there are a few street crossings, but there are some relatively peaceful areas on that section. And the northern half has some wonderful areas surrounded by trees. Call me an optimist but I can't complain about minor details of a path that's in a location that really needed a path for cyclists. I heard a rumor that it's going to be extended soon--a path that took us closer to Salem or Peabody would be ideal, but it's incredibly handy and I live nearby it. I've never seen it crowded or have high traffic. There are quite a few stops on the south section if you need a store or to avoid some bike-commuter street traffic in the Everett to Malden areas, so what's NOT to like.
My friends and I ride hardtails through there and really do enjoy it. I'd prefer a dirt trail instead, one more friendly to a full sus' frame, but for that it gets only 4-stars from me lol! ANY trails/paths in these more populated cities are HIGHLY welcomed and speaking for myself, sincerely appreciated. Ride it the FULL distance south to north (it's short, like 8 miles) and see how you'll enjoy it even more if you haven't ventured to the northern half. At the traffic intersections just be careful, which isn't a big deal for someone like myself that bikes through Boston all the time.
~JSV
The award-winning JAYCEE Arboretum and Corridor includes the welcoming 400 linear foot Esplanade filled with attractive (annuals & perennials) flowers, mini-trees, seasonal plants and 72 species of shrubs. Features include communal monuments, manicured playing fields and historic artifacts that form the portal entrance to the rugged state Senator Roch Riverwalk, a 1.3 mile wilderness trail of native vegetation, waterfowl and forest wildlife along Rhode Island's largest waterway, the Pawtuxet River and Watershed.This picturesque trail system is nestled along the all-important confluence of the north and south branches, the Pawtuxet River. Note: From time to time, a tree(s) or large branch(es) can fall prey along the Trail and should be reported to Park & Recreation authorities for disposition. The destination locations are situated along the West Bay/Washington Secondary Bikepath [quadrant of Warwick, West Warwick, Coventry & Cranston] within Riverpoint COMMUNITY Park - 110 Hay Street W. Warwick, R.I. 02893. The JAYCEE Arboretum and state Senator Roch Riverwalk, also crosses over (on-street) for a very short distance to access the newly-created (2007) West Warwick Riverwalk (a/k/a Pawtuxet River Walkway) for a trail length of about 0.5 mile(s), which runs behind the Riverpoint Village of the historic Royal Mills Apartment Complex - this will soon be an enhanced area for an Orchard and Trail system to the nearby Middle & High School Campuses parallel to factory Street upon Arctic Hill. The JAYCEES & Volunteers manage these (Arboretum-Corridor) properties that are public domain of the Town of W. Warwick. The JAYCEES coordinate a Spring Open Space celebration called, ECOLOGY DAY & PEACE PRAYER Ceremony usually on the first Saturday in May and the commemoration for the 9/11 Observance. This is addition to launching the annual Arbor & Earth Day events, a Community Program entitled, CORPORATE CARES DAYS and related projects - for schools, organizations, court-service - all open to the public!
If you are using a manual or electric wheelchair, park at the Fruit Street entrance (airport end). If you park in the municipal lot, you will need to cross a busy street and go over a small patch of grass/gravel to get to the path. This trail is flat, smooth, and the people (and their dogs) are friendly!
I had high hopes for this trail, based on the description. In reality, it falls far short! There are downed trees and overgrown brambles everywhere. The further in you go, the more trash you see. About midway on the trail, we started seeing tent sites with significant trash. Although we didn’t see any residents in the five or six encampments, its obvious they are lived in. There was no clearly marked exit from the trail and you have to wander across a parking lot or two to find your way back to the entrance.
The trail has a lot of potential, but needs some serious upkeep.
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TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
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