Find the top rated hiking trails in Kittery, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.
Trail Image | Trail Name | States | Length | Surface | Rating |
![]() |
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...
|
MA | 1.3 mi | Asphalt |
|
![]() |
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...
|
ME | 3.6 mi | Asphalt |
|
![]() |
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...
|
MA | 0.9 mi | Dirt, Grass |
|
![]() |
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...
|
ME | 1 mi | Asphalt |
|
![]() |
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...
|
MA | 10.7 mi | Crushed Stone, Dirt |
|
![]() |
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...
|
MA | 2.1 mi | Dirt, Grass |
|
![]() |
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...
|
MA | 1.3 mi | Asphalt |
|
![]() |
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...
|
MA | 1 mi | Asphalt |
|
![]() |
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...
|
MA | 11.7 mi | Asphalt |
|
![]() |
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...
|
MA | 3.9 mi | Asphalt, Boardwalk |
|
![]() |
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...
|
MA | 2 mi | Asphalt |
|
![]() |
The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...
|
NH | 21 mi | Ballast, Gravel |
|
![]() |
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...
|
NH | 12 mi | Gravel |
|
![]() |
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,...
|
NH | 3.6 mi | Asphalt |
|
![]() |
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...
|
NH | 3.8 mi | Asphalt, Crushed Stone, Dirt |
|
![]() |
Old salts should love the Eastern Promenade Trail, as it skirts the shoreline of Portland’s Casco Bay and Portland Harbor. The 2.1-mile paved trail is always within sight of the water and is one of...
|
ME | 2.1 mi | Asphalt |
|
![]() |
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...
|
ME | 28.9 mi | Asphalt, Crushed Stone, Sand |
|
![]() |
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...
|
NH | 6 mi | Ballast, Cinder, Dirt, Gravel, Sand |
|
![]() |
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...
|
ME | 2.6 mi | Asphalt |
|
![]() |
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...
|
MA | 1.8 mi | Asphalt |
|
![]() |
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...
|
MA | 1.2 mi | Asphalt, Dirt, Grass |
|
![]() |
The year 2017 marks 20 years since a rails-to-trails project was first mentioned in the Goffstown Master Plan, and thanks to work by the Friends of the Goffstown Rail Trail and support throughout the...
|
NH | 5.5 mi | Dirt, Grass, Gravel, Sand |
|
![]() |
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...
|
NH | 3 mi | Ballast, Cinder, Dirt, Grass, Gravel, Sand |
|
![]() |
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...
|
MA | 2 mi | Crushed Stone |
|
![]() |
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...
|
NH | 1.75 mi | Gravel |
|
![]() |
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...
|
NH | 0.9 mi | Asphalt |
|
![]() |
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...
|
MA | 5.3 mi | Asphalt |
|
![]() |
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...
|
MA | 2 mi | Dirt, Grass, Gravel |
|
![]() |
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...
|
NH | 1.8 mi | Asphalt |
|
![]() |
The smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 4.5-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...
|
NH | 4.5 mi | Asphalt |
|
![]() |
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...
|
MA | 1.9 mi | Asphalt, Concrete |
|
![]() |
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...
|
MA | 2.5 mi | Asphalt, Crushed Stone |
|
![]() |
The Marblehead Rail-Trail appears on maps as a Y resting on its side, connecting Marblehead and Salem in the north and the city limits of Swampscott in the west. The 4-mile trail knits together a...
|
MA | 4 mi | Asphalt, Dirt, Gravel, Sand |
|
![]() |
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...
|
MA | 3.4 mi | Dirt, Gravel, Sand |
|
![]() |
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...
|
MA | 2.4 mi | Asphalt, Crushed Stone |
|
![]() |
The Middleton Rail Trail is a trail project along the former Essex Railroad. When complete, the trail will stretch 4.5 miles through the town, and perhaps join the Danvers Rail Trail. Phase I of the...
|
MA | 0.75 mi | Crushed Stone |
|
![]() |
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...
|
NH | 9.7 mi | Asphalt, Crushed Stone, Dirt, Grass |
|
![]() |
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...
|
MA | 10.1 mi | Asphalt |
|
![]() |
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...
|
ME | 9.7 mi | Asphalt, Gravel |
|
![]() |
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...
|
MA | 3 mi | Asphalt, Crushed Stone, Dirt |
|
![]() |
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...
|
NH | 1.3 mi | Asphalt |
|
![]() |
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...
|
MA, NH | 12.3 mi | Asphalt |
|
![]() |
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,...
|
NH | 3.9 mi | Dirt |
|
![]() |
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...
|
NH | 57.6 mi | Cinder, Crushed Stone |
|
![]() |
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...
|
MA | 8 mi | Asphalt, Crushed Stone |
|
![]() |
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...
|
MA | 3.6 mi | Asphalt |
|
![]() |
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...
|
NH | 1.5 mi | Cinder |
|
![]() |
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...
|
NH | 2.1 mi | Asphalt |
|
![]() |
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...
|
ME | 1.5 mi | Concrete, Dirt, Sand |
|
![]() |
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...
|
NH | 18.3 mi | Dirt, Sand |
|
![]() |
The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail-trails at just more than 28 miles, and it begins in Manchester, the state’s...
|
NH | 28.1 mi | Crushed Stone, Dirt, Grass, Gravel, Sand |
|
![]() |
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...
|
NH | 6 mi | Asphalt |
|
![]() |
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...
|
NH | 1.2 mi | Asphalt |
|
![]() |
Although only a grassy, hard-packed dirt pathway, the route along the Salem-Beverly Canal (also known as the Grand Wenham Canal), is scenic and peaceful. The old canal, built in 1917, lies between two...
|
MA | 2 mi | Dirt, Grass |
|
![]() |
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...
|
MA | 0.6 mi | Crushed Stone, Grass |
|
![]() |
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...
|
MA | 2.2 mi | Asphalt, Crushed Stone |
|
![]() |
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...
|
MA | 0.3 mi | Asphalt |
|
![]() |
The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...
|
ME | 5.9 mi | Gravel |
|
![]() |
The South Manchester Rail Trail is a proposed bike/pedestrian path that would connect the downtown Millyard area of Manchester to the Town on Londonderry. The South Manchester Rail Trail will utilize...
|
NH | 0.89 mi | Asphalt |
|
![]() |
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...
|
MA | 3.5 mi | Asphalt |
|
![]() |
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...
|
MA | 0.1 mi | Crushed Stone |
|
![]() |
The Tri-Community Greenway follows the route of the Boston and Lowell Railroad and its Stoneham Branch, originally built to serve Stoneham’s shoe factories and provide passenger service. The trail...
|
MA | 6.6 mi | Asphalt |
|
![]() |
The Village Spur Rail Trail begins in downtown Belmont, and stretches from behind the Belmont Mill to the Tioga River on the west side of South Road. Out and back for the entire trail is about four...
|
NH | 2.1 mi | Asphalt, Dirt, Grass |
|
![]() |
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...
|
NH | 2.7 mi | Asphalt |
|
![]() |
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...
|
MA | 2.5 mi | Asphalt |
|
![]() |
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...
|
NH | 1.6 mi | Dirt |
|
![]() |
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...
|
NH | 4.3 mi | Asphalt |
|
![]() |
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...
|
NH | 5.1 mi | Asphalt, Crushed Stone, Dirt, Gravel |
|
First of all this trail is very enjoyable and easy to ride. many great sites.
Second, I lost my wallet between Park and Ride Boscawen and just beyond the Webster Boat launch, near Hoyt road. If found could you notify wilton NH Police Dept. or email me at craig@tellink.net
Thanks
I lost my brown wallet between Boscawen park and ride and just beyond Webster Boat Launch.If found please contact Wilton NH Police dept. or email me craig@tellink.net
Wife and I started in Hanover and went 15 miles the turned around and came back. Beautiful streams and lake on the way. Trail wasn’t crowded on this Thursday.