Find the top rated walking trails in Milton, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
This exquisitely maintained trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. The trail will eventually be part of the Granite State Rail Trail,...
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...
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The Heritage Trail is managed by the state of New Hampshire to provide access to recreational and historical attractions across the state. Eventually, the north-south route along the former Boston and...
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 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...
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...
The 28.9-mile Eastern Trail connects the historic towns along Maine’s southern coast from the woods near Kennebunk to South Portland’s harbor lighthouse. Nearly 22 miles of the route follows off-road...
Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...
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 Dover Community Trail snakes its way through the heart of the Garrison City—so nicknamed for the fortified log houses, or garrisons, built by 17th-century settlers—-offering a variety of 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 Piscataquog Trail, though only about 2 miles long, provides a vital off-road link between the communities on the western side of the Merrimack River (the West Side of Manchester) to several parks...
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...
Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...
The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. A...
The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...
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 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 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 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 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 Dover Community Trail snakes its way through the heart of the Garrison City—so nicknamed for the fortified log houses, or garrisons, built by 17th-century settlers—-offering a variety of trail...
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 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...
The Sawyer River Trail/Sawyer River Road lies deep in the forested heart of the 1,200-square-mile White Mountain National Forest. The 7.5-mile route traces an old logging railroad that’s now part...
Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...
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...
Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...
Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...
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...
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 Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...
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 28.9-mile Eastern Trail connects the historic towns along Maine’s southern coast from the woods near Kennebunk to South Portland’s harbor lighthouse. Nearly 22 miles of the route follows off-road...
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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...
The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. A...
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 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 Heritage Trail is managed by the state of New Hampshire to provide access to recreational and historical attractions across the state. Eventually, the north-south route along the former Boston and...
The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...
Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...
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...
These connecting trails follow the bed of the old Beebe River Railroad up to Flat Mountain Pond, a large, remote pool high in the Sandwich Range Wilderness. This is a great trip for advanced mountain...
The Mountain Division Trail exists as two separate segments of what will eventually be a more than 50-mile-long trail from Fryeburg to Portland. The southern section rolls for about 6 miles between...
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...
The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...
The WOW Trail is named after the three bodies of water that can be seen from this rail-trail: Lake Winnipesaukee, Opechee Bay, and Lake Winnisquam. This picturesque 2.7-mile trail shares a corridor...
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...
The Sawyer River Trail/Sawyer River Road lies deep in the forested heart of the 1,200-square-mile White Mountain National Forest. The 7.5-mile route traces an old logging railroad that’s now part...
Lake Winnisquam is New Hampshire’s fourth largest lake, and taking the Lake Winnisquam Scenic Trail is one of the best ways to experience it. Meaning “pleasant waters,” Lake Winnisquam provides...
Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...
The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...
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 Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...
The scenic Riverton Rail Trail—also known as “Sandy Road” by residents of Portland’s Riverton neighborhood—follows the former corridor of the Portland-Lewiston Interurban Railroad, which stopped...
The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...
The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...
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 New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
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...
This trial is great for those who like to mountain bike, but are not hardcore. It is mostly gravel with a few sandy and paved areas here and there. Trail starts around 1/4 mile from West Side Arena in Manchester which is where we parked (and it goes seamlessly into the Piscataqoug Trail) until right before the center of Goffstown. There are some real fun surprises on here like a few spots to go swim and/or fish at Glen Lake, a few good scenic spots to take pictures, etc.
Went to epping with ATV says no ATV only winter time . App doesn't mention that
Enjoyed the ride as there were not too many people using this path. It is along the roadside so it is not a wooded scenic path. The upside to this if you get hurt you would be found immediately. You can get some miles in especially if you do the path twice. Parked in the police parking lot. It can't get safer than that! I enjoy it very much and will be using this bike path a lot.
Enjoyed the ride as there were not too many people using this path. It is along the roadside so it is not a wooded scenic path. The upside to this if you get hurt you would be found immediately. You can get some miles in especially if you do the path twice. Parked in the police parking lot. It can't get safer than that! I enjoy it very much and will be using this bike path a lot.
We parked at the Windham PO and rode along the tracks until we got to Rt-35, did a bit of exploring at the Otter Ponds, then came back. It was a sweet ride: no bugs, great Sharon weather—we were a little disappointed that we couldn’t go directly to the Lake, but I see now we could have gone left and gotten to the water…. Next time. We stopped at the Orchard Ridge Farm and had a delicious cider donut at the intersection with Sebago Lakes Rd. ~10
This trail is for mountain or hybrid bikes, definitely not road bikes.
Agree with others in that there are more pedestrians near Wolfboro but the trail gets much less traveled the farther away you go.
Also agree that the trails are narrow but this is not an issue because the visibility is so good. Most of the time, you can see people coming from other direction literally hundreds a feet ahead of time. I did get stuck behind a few slower bikers but was able to pass at one of the railroad track crossovers.
As the railroad track crossovers, you just have to slow down and ensure your front tire is crossing at a 90 degree angle. I didn’t have any issues at all but just be mindful, slow down and steer the front tire to cross over perpendicular to the rail.
So, definitely some things to consider and manage but well worth it in my opinion.
This trail is 100% paved and in very good condition. There is very little elevation on the ride making this perfect for a first ride of the season. The trail follows the road very closely so it’s a little noisy and there isn’t much interesting to see along the way.
As many others have noted, this trail is not safe for bikes, especially road and hybrid models. We read the reviews warning us in advance and rode wide tire bikes. Despite rubber mats at many of the points where you transition from between the rails to beside them or vice versa, it's still possible to get a tire caught in the small gap between the mat and the rails and take a fall. Be forewarned to SLOW DOWN or walk your bike across these numerous transition points. Also, the sections of the trail that run between the rails are too narrow for a bike going one way to safely pass a walker going the other. When it's two bikes going in opposite directions, one has to come to a stop to pass safely. The sections of the trail outside the rails aren't much wider and the railroad ties extend about six inches beyond the rails, further squeezing the available space. My conclusion is that there must be hundreds of single bike, bike-bike and bike-pedestrian accidents annually.
The trail is otherwise quite nice. Its almost totally flat and there's plenty of shade.
This is a very scenic path traveling through woods most of the time, along marshes, hidden ponds and across Lake Wentworth. But this path has railroad tracks along the whole path, which makes the trail narrow in most places. BUT - be warned -
this trail will not be as enjoyable for some. Others will be fine with the challenges.
1. Learn how to travel safely across steel rails, since you will have to do this at least two dozen times, often within a tight narrow space. If you do not cross as close to 90 degrees to the rail, you risk you bike tire slipping out from under you. How do you I know? There are some short videos on You Tube that address this.
2. From the Wakefield end, park at the lot near the Miss Wakefield diner, so you don't have to cross Route 16, a very busy road.
3. The closer you get to Wolfboro, there are more pedestrians, and some think their right of way is the whole path, not half. I would end the trip at route 109A where the railcar rides are located, unless you really want to go to Wolfboro.
4. I found passing others on the trail that were coming the other way could be stressful, since there is little room to move over. One or both of you will have a hard rail on one side of you and if not, then the edge of the path often dropped off.
5. At the beginning of the trail at Route 16 you do have a couple of short steep ups and downs. Otherwise the trail is fairly flat.
Many well-marked nature trails are accessible from this bike trail. The shaded trail was a welcomed respite on a hot, sunny summer day. This trail may have been better left as gravel - the asphalt does not do it justice.
Okay - nice trail - very pretty BUT my issue is the sections where they laid the trail in between the still existing train tracks - clever idea to save money??? BUT it makes it very narrow and when passing walkers and other bikers it gets a little hairy (in fact our side mirror was clipped by a biker going in the opposite direction that's how narrow it is) .... try not to go at a busy time and be prepared for tight squeezes on those sections where the trail is between the tracks ---- ALSO I would NOT recommend this for recumbents or other wide bikes - it just isn't safe for those kinds of cycles - otherwise like i said nice scenery but be forewarned
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