Explore the best rated trails in Milton, 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 101 trails covering 543 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.
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 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...
_17076_sc.jpg)
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 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...
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 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 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 Whitney Spur Rail Trail runs from just north of the MBTA’s Cohasset Station through dense woodlands to the edge of Wompatuck State Park. The corridor was originally a spur off the Old Colony...
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...
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...
In the southeastern outskirts of Boston, the Hanover Branch Rail Trail connects the communities of Abington and Rockland. (Locally, the trail’s east and west halves are sometimes referred to as 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,...
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...
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 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 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 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 Phenix-Harris Riverwalk, a short trail built on a former rail bed purchased from Penn Central Railroad, connects West Warwick and Coventry, two towns on the outskirts of Providence. The dirt...
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 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...
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 Whitney Spur Rail Trail runs from just north of the MBTA’s Cohasset Station through dense woodlands to the edge of Wompatuck State Park. The corridor was originally a spur off the Old Colony...
Although less than a mile, the trail running through Salisbury Beach State Reservation offers lovely views of the beaches off the northeastern coast of Massachusetts, just a few miles south of the New...
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 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 Reformatory Branch Trail connects the historical towns of Bedford and Concord along a nearly 4-mile dirt path through wildlife refuges that ends a short distance from the North Bridge, the...
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 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 Boxford Rail Trail is a short, rustic pathway open on a former rail corridor in rural Essex County. Now home to overhead electric wires owned by National Grid, the trail is open via a license...
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...
_197477_sc.jpg)
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...
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...
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 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 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...
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...
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...
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...
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 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...
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...
Riverpoint Park sits nestled into a bend of the Pawtuxet River in West Warwick, Rhode Island. The park accommodates the 400-ft arboretum which leads to 1.3-mile riverside path known as the Senator...
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...
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 Salisbury Rail Trail Connector, also known as the Gillis Rail Trail Connector, is a 0.3-mile link between two rail-trails: Salisbury's Old Eastern Marsh Trail and Newburyport's Clipper City Rail...
The Malden River Greenway is part of the Mystic Greenways trail system, which also includes the Wellington Greenway and the Mystic River Greenway. When completed, it will run along the Malden River...
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...
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...
Mine Falls Park in Nashua is a 300-acre-plus urban park with a network of approximately 9.7 miles of a variety of trail types. This forested park offers an extraordinary nature experience in the heart...
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 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 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 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...
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 Reformatory Branch Trail connects the historical towns of Bedford and Concord along a nearly 4-mile dirt path through wildlife refuges that ends a short distance from the North Bridge, 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 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...
The Cochituate Rail Trail (CRT) is a multi-use trail that will run from the Village of Saxonville in Framingham to Natick Center, a distance of 4 miles. The segment in Framingham was completed and...
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 Phenix-Harris Riverwalk, a short trail built on a former rail bed purchased from Penn Central Railroad, connects West Warwick and Coventry, two towns on the outskirts of Providence. The dirt...
We parked at a baseball field on the southern end and rode the entire thing pretty quick. It is a little narrow in spot la, but a fairly easy ride. There is a wooden bridge that looked fairly new, but it seems like there was some erosion at the southern end so it came as a surprise. Easily connects to the Brookline and that trail is wider.
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!
This is my favorite bike path for scenic water views! It’s a long trail, paved, and flat. I suggest parking in between Barrington and East Providence, not at India Park. The ride from India park south for the first few miles is challenging. Bring cash to buy an iced Lemon drink at Dels.
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…!
Very nice, quiet trail that is wide enough to make it easy to pass or be passed by another biker or walkers. I rode there recently on my hybrid bike and could see (as mentioned in other reviews) how some parts of the trail could potentially stay muddy even after the wet season, for even thought it's been quite dry lately, you could see spots along the trail that showed how large some puddles likely were. I will say, be prepared for a jouncy ride in a lot of places as the horse riders have left enough hoof prints to create weathered divots that are impossible to avoid. My neck and shoulders took a beating on the day I rode.
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
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Map Search
_209436_st.jpg)
_197477_st.jpg)
_200129_st.jpg)
_17076_st.jpg)
