Explore the best rated trails in Randolph, 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 99 trails covering 531 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.
Though the idea for a Cape Cod Canal goes back to the settlers of Plymouth Colony, the waterway didn’t begin construction until 1909. The U.S. Army Corps of Engineers took over operation and...
The Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for over 3.5 miles between the north bank of the Merrimack River and the New Hampshire state line, north of Salisbury. The beautifully...
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...
Methuen Rail Trail connects three communities in northeastern Massachusetts as it follows the route of the former Manchester and Lawrence Branch of the Boston and Maine Railroad. The rail-trail's...
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...
Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...
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 Garrison Trail is a two-lane, paved, hike-and-bike path that runs alongside I-95. The trail stretches 1.8 miles between State Route 113 in Newburyport and State Route 110 at the Amesbury-Salisbury...
The Squannacook River Rail Trail is presently 1.8 miles long, from Depot St. in the center of Townsend, MA, to the Harbor Church parking lot in Townsend Harbor. The trail occupies the Greenville...
The South Bay Harbor Trail connects several Boston neighborhoods—Lower Roxbury, the South End, Chinatown, and Fort Point Channel—to the Boston Harbor. The trail spans nearly 4 miles from Ruggles...
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 Quinebaug Valley Rail Trail runs on the corridor once occupied by the Southbridge & Blackstone line of the Providence & Worcester Railroad, transforming a corridor once designed to link rural...
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 Northern Strand Community Trail is part of the visionary and almost-complete Bike to the Sea plan to link Boston and the Mystic River to the seashore in Lynn, north of Boston. It currently runs...
Connecting the cities of Watertown and Cambridge, the 2-mile 12ft-wide paved Greenway runs along the former corridor of the B&M Railroad’s Watertown Branch. The southern end of this multi-use trail...
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 North Bank Bridge, which opened in 2012, provides a safe and convenient pedestrian and bicycle connection between Cambridge's North Point Park and Paul Revere Park in Charlestown. Spanning 690...
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 Head of the Meadow Trail offers a pleasant winding route through woodlands and marshlands tantalizingly close to the Atlantic Ocean in Truro. In fact, direct access to two of the Cape Cod National...
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...
Methuen Rail Trail connects three communities in northeastern Massachusetts as it follows the route of the former Manchester and Lawrence Branch of the Boston and Maine Railroad. The rail-trail's...
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 50 miles from Boston to Northampton...
The North Bank Bridge, which opened in 2012, provides a safe and convenient pedestrian and bicycle connection between Cambridge's North Point Park and Paul Revere Park in Charlestown. Spanning 690...
Boston's Rose Kennedy Greenway may not be very long, but it's jam-packed with attractions. Along the paved pathway, you can access five parks, be wowed by public art, stop to smell the flowers in...
The Nashua River Rail Trail stretches from southern Nashua, New Hampshire, to downtown Ayer, Massachusetts, connecting to the towns of Pepperell and Groton. The trail is built on the former rail...
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...
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...
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...
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 Amesbury Riverwalk (also known as the Powwow Riverwalk) carries visitors between a resurgent waterfront district on the Powwow River to a modern shopping center on the outskirts of this historical...
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 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 Middleton Rail Trail is a trail along the former Essex Railroad. When complete, the trail will stretch 4.5 miles from the North Andover border, through the town, and will eventually join the...
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 Phoenix Bike Trail cruises through a mixture of surroundings on its relatively short 4-mile journey from the heart of the historical Fairhaven seaport to woodlands and farms on the outskirts of...
The health and fortunes of Lowell have been intimately tied to the Concord River for hundreds of years. This tributary of the more well-known Merrimack River continues to be at the heart of the local...
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...
The Northern Strand Community Trail is part of the visionary and almost-complete Bike to the Sea plan to link Boston and the Mystic River to the seashore in Lynn, north of Boston. It currently runs...
The Assabet River Rail Trail connects five old mill towns that owe their revitalization to present-day high-tech industries. A midpoint gap splits the 8.6-mile paved trail, though long-range plans...
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...
Beginning from Calf Pasture Point Beach, the Quonset Point Bike Path offers a short-but-sweet path across North Kingstown on Rhode Island's eastern coastline. The 2.5-mile paved pathway is ideal for...
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...
Barker Road Trail begins on the town line between North Andover and Boxford in northern Massachusetts, not far from the New Hampshire border. From there, the pathway continues through dense woodlands...
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...
The Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 22-mile route from Boston to its western suburbs. The trail is also part of a larger, developing network...
The Southern New England Trunk Line Trail (aka the "SNETT") was designated as a National Recreation Trail in 1994. It is built upon a segment of the former right-of-way of the New Haven Railroad's...
Constructed in 1967, the Province Lands Bike Trail is the first bike trail ever built by the National Park Service. The trail, located at the northern tip of Cape Cod, features steep hills, sharp...
Following the Nissitissit River through the woods, the Potanipo Rail Trail offers beautiful river views and launch sites for canoes or kayaks. The 1.5 mile multi-use path is roughly 6ft wide with...
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...
Boston's Rose Kennedy Greenway may not be very long, but it's jam-packed with attractions. Along the paved pathway, you can access five parks, be wowed by public art, stop to smell the flowers in...
The Mattapoisett Rail Trail is a work in progress. As of autumn 2011, it runs for just more than 1 mile between Reservation Road at Mattapoisett Harbor and the Phoenix Bike Trail in Fairhaven, joining...
The Squannacook River Rail Trail is presently 1.8 miles long, from Depot St. in the center of Townsend, MA, to the Harbor Church parking lot in Townsend Harbor. The trail occupies the Greenville...
Norwell is a suburb about 30 minutes' drive south of Boston, Massachusetts. It is home to the Norwell Pathway, a 2-mile non-motorized trail that was constructed to give residents an alternative way to...
Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...
Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...
When complete, the Salem Bike-Ped Corridor will run for more than 5 miles on a former Boston and Maine Railroad corridor from connections with the Windham Rail Trail (north) and Methuen Rail Trail...
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 Southwest Corridor Park (Pierre Lallement Bike Path) knits together neighborhoods in southern Boston from the Back Bay to Jamaica Plain. Popular as a route for commuters as well as casual walkers,...
The Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for over 3.5 miles between the north bank of the Merrimack River and the New Hampshire state line, north of Salisbury. The beautifully...
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...
Fantastic trail!!, especially in middle in Acton,Westford, Carlisle and east Chelmsford. Lots of great parking, electric road crossings with buttons, portapotty, many ice cream shops and restaurants close by. Who could want more? We tried West View Creamery in Acton, delicious. Recommended!
Beautiful trail through woods and small towns…paved path, some work needed but what a fun day!!!
Began at Railroad Ave/Mill Rd, Dudley lot, headed north, dirt track, but mainly smooth. At W. Dudley Rd, no signage, so go left on the road 100 feet to a great weir waterfall with bridge on a curve, at end of bridge is the larger parking lot and boat launch, on Quinebaug river, which is behind an old, but still used warehouse/factory, and it's absolutely lovely there. However, the trail there becomes a narrow track, so my hybrid bike wasn't really up to it, but bringing the dog back once for a walk was fantastic. A rural back roads route to reach the Mill Rd parking is possible, too, through Oxford and Nichols College on Healy Rd, which is lovely also.
This is an interesting trail. I started at Fino park, and went towards Milford. It was actually an enjoyable ride given it was not just straight and level. Turned around and took the other side. Straight as and arrow and not very exciting. Though it was hot most of it is under the tree canopy. It’s a little confusing in the middle. However, I think that was more me than the trail. I’d definitely do it again and did have a good time. It’s worth the drive.
Trail is very sunny and a few bugs. No designated parking in Middleton. Best part of hike was Richardson's Ice Cream was .5 mile drive.
we’ve only done less than 16 miles total at north end, but really enjoyed it, yes, it’s dirt/crushed gravel, but mostly smoother than some asphalt sections elsewhere. We currently have hybrid road bikes. Pomfret pavilion park is cute and Towns of Pomfret & Woodstock are extra beautiful. Trail is woodsy and shaded, saw turtles and hawks. Ate at Vanilla Bean Cafe in Pomfret which was very busy, lots of outdoor parking and sports or hot rod cars and motorcycles to ogle at, great cake. Nice parking lot at south end of Thompson section. Bring lots of bug spray in July, though.
Rode the length and back at height of peak season at peak time of day, a Saturday evening, while trail was crowded, everyone was cooperating with rules of the road and apparently having a nice experience. This is my husband’s favorite trail, as he says, great trail, paved, scenery and an ice cream at the end, what more could you want? Well, I could return during the day sometime to do some shopping!, but other than that…!
A few bumpy spots on northern half, great otherwise. Lovely ride north to South and back. I would recommend parking at the Lowe's vs the Dunkin Donuts
7/9/22 - 85F, partly cloudy, windy
I wanted to go check out the Airline, Northern section - I’d heard things were happening over the past few years, but I hadn’t been out there in a few years.
Well, yes! A few things have changed greatly for the better. I parked at the Pomfret Train Station and instantly noticed that there is a beautiful new bridge over Rte 169. Nice Job CT Dept of Energy and Environmental Protection (CT DEEP)! Very pretty (I didn’t take a photo, but there is a photo on Google Maps). I had high hopes for the trail surface northeast bound, but as a couple of reviewers have mentioned, it is still pretty rough. I was riding a gravel bike with 42mm tires, softly inflated, and didn’t have much trouble, but this section would be much more joyous on a fat bike or suspended MTB with 2.5“ - 4” tires. There are long stretches of nice dirt double track, but it periodically degrades into 1.5” “crusher run” gravel for some stretches where CT DEEP has put down some fill to stop erosion. Well done, this was definitely needed. The road crossings have been greatly upgraded. Eastbound riding toward Putnam, there is now a beautiful new overpass at Day Road (I think that’s the name), Wright’s Crossing is a grade crossing with a marked crosswalk, and then there are beautiful new culverts at Holmes, Modock and River Rd., and another marked grade crossing at Town Farm Rd. After Town Farm Road the trail continues, but then just short of the Quinebaug river…it just ends with a pretty big drop off to the access road for the Town of Putnam Waste Water Treatment Plant next to the Quinebaug River. I know from previous rides (and other reviewers have mentioned) that there is a nice bridge across the Quinebaug which can take riders into Putnam (ice cream, coffee shops, hot dogs) but there is giant “disconnect” in getting to this bridge from the trail.
The trail surface between the Pomfret Train Station and Putnam, however, is evolving. As I mentioned, in more than a few spots it is very rough. The grade has all been cleared and drainage provided so it stays relatively dry though. This is a huge improvement from the last few years when, by any assessment, long sections of the trail were completely impassable and those that weren’t were overgrown, rough, wet, bug infested muck holes. I’m sure that CT DEEP is working on improvements as budget and staffing permit, so I’m not going to whine, however, if you go, take a fat bike or mountain bike. Don’t need to mention - there are no services after leaving Pomfret, so bring everything you might need or want, including a charged phone, and insect repellent to ward off the mosquitos later in the afternoon.
CT DEEP and Ashford, Pomfret and Putnam Depts of Public Works have obviously been spending some cash on this trail, and I for one, am happy about it. Just need to improve the surface a little, and make that connection to the Quinebaug Bridge in Putnam. These improvements will continue the evolution of the Airline Trail to be one of CT’s and the nation’s best
Love everything about this bike path, but even here while riding my bike which is a pedal assist bike I was shocked as I was verbally attacked by a cyclist who passed me calling me very vicious names when she realized I was on a pedal assist bike. I ride my bike on eco the lowest setting. I’m not going to make any excuses for riding a pedal assist bike because I’m older and just enjoy the ride better. I don’t understand why when I’m riding respectful of pedestrians and other riders that I was verbally attacked. I could not find info online regarding banning pedal assist bikes on this path.
This path starts off with beautiful Bayside views. It is clean and the town takes great care of it. There are lots of nice restaurants to enjoy at the end of your long haul!
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