Waterboro, ME Walking Trails and Maps

516 Reviews

Looking for the best Walking trails around Waterboro?

Find the top rated walking trails in Waterboro, 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.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
48 Results
Activities
Length
Surfaces
Type

Allenstown Rail Trail

0.7 mi
State: NH
Crushed Stone, Dirt

Auburn Riverwalk

1.6 mi
State: ME
Asphalt, Brick, Crushed Stone, Gravel

Back Cove Trail

3.6 mi
State: ME
Asphalt

Border to Boston Trail

44.1 mi
State: MA
Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt

Eastern Promenade Trail

2.1 mi
State: ME
Asphalt

Eastern Trail

28.8 mi
State: ME
Asphalt, Concrete, Crushed Stone

Garrison Trail

1.8 mi
State: MA
Asphalt

Guinea Pond and Flat Mountain Trails

11.5 mi
State: NH
Ballast, Dirt, Grass

Head's Pond Trail

1.75 mi
State: NH
Gravel

Lake Winnisquam Scenic Trail

1.58 mi
State: NH
Asphalt

Laverack Nature Trail at Hawkins Brook

0.6 mi
State: NH
Boardwalk, Crushed Stone

Mountain Division Trail

9.59 mi
State: ME
Asphalt, Gravel

New Hampshire Seacoast Greenway

8 mi
State: NH
Crushed Stone

North Conway Recreation Path

2.9 mi
State: NH
Asphalt, Boardwalk

Northern Rail Trail

59 mi
State: NH
Cinder, Crushed Stone

Norway Branch Rail Trail

0.5 mi
State: ME
Crushed Stone

Old Eastern Marsh Trail

3.7 mi
State: MA
Asphalt, Boardwalk, Concrete

Papermill Trail

3.97 mi
State: ME
Asphalt

Peanut Trail

1.5 mi
State: NH
Cinder

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand
Accordion

Sawyer River Trail / Sawyer River Road

7.5 mi
State: NH
Ballast, Dirt, Grass, Sand

Whitman Spring Road Trail

2 mi
State: ME
Gravel

Amesbury Riverwalk

1.3 mi
State: MA
Asphalt

Androscoggin River Bicycle Path

2.6 mi
State: ME
Asphalt

Conway Branch

21 mi
State: NH
Ballast, Gravel

Cotton Valley Rail Trail

12 mi
State: NH
Gravel

Dover Community Trail

4.2 mi
State: NH
Asphalt, Crushed Stone, Dirt

Rockingham Recreational Rail Trail (Portsmouth Branch)

28 mi
State: NH
Crushed Stone, Dirt, Grass, Gravel, Sand

Salisbury Point Ghost Trail

2.2 mi
State: MA
Asphalt, Crushed Stone

WOW Trail

2.7 mi
State: NH
Asphalt

Winnipesaukee River Trail

4.94 mi
State: NH
Asphalt, Crushed Stone, Dirt, Gravel

Concord-Lake Sunapee Rail Trail

5.65 mi
State: NH
Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel

Farmington Recreational Rail-Trail

6 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Jay McLaren Memorial Trail

2 mi
State: MA
Dirt, Grass, Gravel

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

West Foss Farm Trail

1.6 mi
State: NH
Dirt

Village Spur Rail Trail

2.1 mi
State: NH
Asphalt, Dirt, Grass

Bayside Trail

1 mi
State: ME
Asphalt

Beth Condon Memorial Pathway

1.8 mi
State: ME
Asphalt

Fore River Parkway Trail

2.6 mi
State: ME
Asphalt

Hooksett Riverwalk Trail

1.4 mi
State: NH
Crushed Stone, Dirt

Merrimack River Greenway Trail

0.33 mi
State: NH
Asphalt

Nanamocomuck Trail

12 mi
State: NH
Ballast

Oliverian Brook Trail

3.5 mi
State: NH
Dirt

Rocky Branch Trail (NH)

9 mi
State: NH
Dirt, Gravel

Salisbury Beach State Reservation Trail

0.6 mi
State: MA
Crushed Stone, Grass

South Portland Greenbelt Walkway

5.6 mi
State: ME
Asphalt
Trail Image Trail Name States Length Surface Rating
The Allenstown Rail Trail is an out-and-back trail that leaves from Ferry St., although trail users can continue on to the Hooksett Riverwalk Trail to reach the Hooksett Dog Park. About the...
NH 0.7 mi Crushed Stone, Dirt
The Auburn Riverwalk passes through the heart of the old mill district of the Twin Cities of Auburn and Lewiston. The 1.6-mile paved and gravel path offers many scenic views of the Androscoggin River,...
ME 1.6 mi Asphalt, Brick, Crushed Stone, Gravel
The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. Look for great blue herons or other birds along the tree-lined waterfront. About the...
ME 3.6 mi Asphalt
The Border to Boston Trail is a developing trail network that will stretch 70 miles between the New Hampshire border and Boston—providing a continuous route for a variety of non-motorized uses...
MA 44.1 mi Asphalt, Boardwalk, Concrete, 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 Eastern Trail connects the historic towns along Maine’s southern coast from the woods near Kennebunk to South Portland’s harbor lighthouse. About the Route  The Eastern Trail follows...
ME 28.8 mi Asphalt, Concrete, Crushed Stone
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
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...
NH 11.5 mi Ballast, Dirt, Grass
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
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 1.58 mi Asphalt
The Laverack Nature Trail at Hawkins Brook is an ADA compliant nature trail that offers views of wetlands, forests, and wildlife. Located in the Town of Meredith, this trail connects the village...
NH 0.6 mi Boardwalk, Crushed Stone
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 northern section runs for nearly 4 miles through...
ME 9.59 mi Asphalt, Gravel
The New Hampshire Seacoast Greenway is an 8-mile rail-trail with a crushed-stone surface that stretches between Portsmouth and the North Hampton/Hampton border. Following a former Pan Am Railways...
NH 8 mi Crushed Stone
The North Conway Recreation Path (aka the Mt Washington Valley Recreational Path or MWV Rec Path) opened in July 2023.  Extending 2.9 miles between Cranmore Mountain Resort and Hemlock Lane in the...
NH 2.9 mi Asphalt, Boardwalk
Spanning 59 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 59 mi Cinder, Crushed Stone
The Norway Branch Rail Trail sits on the former railbed of the Norway Branch Railroad which once connected the communities of Norway and South Paris. The trail runs from Beal Street in the west to...
ME 0.5 mi Crushed Stone
Offering picturesque woodland and marsh surroundings, the Old Eastern Marsh Trail stretches for 3.7 miles between the MA-NH border and the north bank of the Merrimack River. The southern 2.3-mile...
MA 3.7 mi Asphalt, Boardwalk, Concrete
The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant 4-mile trail experience for users of all...
ME 3.97 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 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
Accordion
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...
NH 7.5 mi Ballast, Dirt, Grass, Sand
The trail sits on the northwestern shore of Lake Auburn. A former roadway, the wide gravel path can accommodate various kinds of uses including, running, biking, walking dogs. And in the winter, the...
ME 2 mi Gravel
The Amesbury Riverwalk (also known as the Powwow Riverwalk) offers visitors and residents a picturesque connection between a resurgent waterfront district on the Powwow River and a modern shopping...
MA 1.3 mi Asphalt
Brunswick, Maine is home to the Androscoggin River Bicycle Trail, a multipurpose recreational trail nestled between the river and US Route 1. The trail stretches 2.6 miles from end-to-end. About...
ME 2.6 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
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 4.2 mi Asphalt, Crushed Stone, Dirt
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 runs from Manchester, the state’s...
NH 28 mi Crushed Stone, Dirt, Grass, Gravel, Sand
Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful journey through the woods. About the Route From its western end on Elm Street in Amesbury, the trail heads...
MA 2.2 mi Asphalt, Crushed Stone
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 Winnipesaukee River Trail runs for nearly 5 miles between the towns of Franklin and Tilton, nestled in the White Mountains of New Hampshire. About the Route The Winnipesaukee River Trail...
NH 4.94 mi Asphalt, Crushed Stone, Dirt, Gravel
Following the historic Concord-Claremont Railroad corridor, the Concord–Lake Sunapee Rail Trail will eventually connect communities from Concord to the southern point of Lake Sunapee via a multiuse...
NH 5.65 mi Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel
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
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
The Sanford-Springvale Rail Trail runs for 5.9 miles between Sanford and Springvale. The gravel trail traverses the woods on either side of Sanford’s scenic Springvale community as it links a shady...
ME 5.9 mi Gravel
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 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
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 Beth Condon Memorial Pathway is located in the heart of Yarmouth, Maine. The path is named in honor of a high school student who was struck by a drunk driver while walking along US-1. The paved...
ME 1.8 mi Asphalt
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 Hooksett Riverwalk Trail is an out-and-back trail that leaves from the Hooksett Dog Park, although trail users can continue on to the Allenstown Rail Trail to reach Ferry St. About the...
NH 1.4 mi Crushed Stone, Dirt
The Merrimack River Greenway Trail (MRGT) will stretch from Boscawen southward through Concord to Pembroke, offering scenic views of the Merrimack River, the city and the surrounding landscapes. The...
NH 0.33 mi Asphalt
The Upper and Lower Nanamocomuck Trails in White Mountain National Forest are accessible from Kancamagus Highway (SR 112) west of Conway. The trails are open for hiking in summer and cross-country...
NH 12 mi Ballast
The Oliverian Brook Trail follows the course of Oliverian Brook through the dense forest of White Mountain National Forest. The trail, open to cross-country skiing in winter, heads toward Passaconaway...
NH 3.5 mi Dirt
Bicycles are permitted only on the first 2.3 miles of the trail, up to the wilderness boundary (marked with signs). Hiking and cross-country skiing only are allowed past this point.
NH 9 mi Dirt, Gravel
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
Meandering through South Portland, the Greenbelt Walkway connects the neighborhoods south of the Fore River. The paved, multiuse trail offers three distinct vistas of the Portland waterfront and...
ME 5.6 mi Asphalt

Recent Trail Reviews

Northern Rail Trail

Long ride - sore bottom

August, 2025 by georgerisktaker

Longest trail in State and is deservedly well rated by most. It is a consistently groomed crushed stone trail with few roots and rocks. Not many places to stop and sit which on a long ride can be helpful. Make sure to ride to the statue at the southern trail head.

Winnipesaukee River Trail

Worthy trail

August, 2025 by georgerisktaker

Most of the trip is a rail trail of good quality. The ride through Tilton is on the road and can be tricky at one intersection. The "About this Route" provides a good description. The Tilton end of the trail by MacDonalds and Super 8 is not for trail parking. Use the address shown which is within 1 mile of the end of the trail. Franklin is a great town to visit.

Lake Winnisquam Scenic Trail

Fun but short

August, 2025 by georgerisktaker

Great views and we enjoyed the changes in grade and the turns, but a very short trail. Must be combined with Winni Trail, but that is also short.

Accordion

WOW Trail

Old Town Trail

August, 2025 by georgerisktaker

Most of the trip is paved and runs through the town of Laconia. There appear to be homeless people (campers at least) on one portion of the trail. Short trail that must be combined with the WOW trail for a longer ride (still short).

New Hampshire Seacoast Greenway

Nice Trail

August, 2025 by johnbuckley62

Nice comfortable ride we started in the parking lot in North Hampton and came out on Borthwick Ave near the hospital 17 miles out and back route that will be pretty in the fall

Eastern Trail

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

July, 2025 by teammc419

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

Rockingham Recreational Rail Trail (Portsmouth Branch)

RRT Portsmouth Branch

June, 2025 by lynchdrl1951

Great trail. Bad culverts!!!

I bike rode Rockingham Rail Trail, Portsmouth branch for the first time today 6/29/25. Headed from Manchester east out 15 miles and back. Very nice trail, good base and I enjoyed the trail very much. HOWEVER, those underpass culverts 7-8 miles east of Manchester are DOWNRIGHT DANGEROUS!!!!! Very low clearance, terrible visibility, and a deteriorated and uneven riding platform all contribute to a recipe for a terrible accident and injury. I am a good rider, and I crashed today. I was barely creeping along and fortunately I was not seriously Injured. Something needs to be done to make these less dangerous. I do not know who is responsible for maintaining these underpass culverts, but please consider my concerns. I would volunteer to assist in improving these hazards. Reread the description and walking bikes in these culverts was recommended and I would agree. On site signage would be a good idea also. The trail gets 5 stars the culverts get 0 stars.

North Conway Recreation Path

I enjoy taking a walk before or after running errands. This path has filled a need in the Mt Washington Valley! The paved surface is welcoming and checking out the turtles on the north end of the pond is fun. Enjoy!

June, 2025 by suedunn32

I enjoy taking a walk before or after running errands. This path has filled a need in the Mt Washington Valley! The paved surface is welcoming and checking out the turtles on the north end of the pond is fun. Enjoy!

Allenstown Rail Trail

I enjoy the trail. I've seen cows bunnies and birds.

June, 2025 by two4disney

I enjoy the trail. I've seen cows bunnies and birds.

Rockingham Recreational Rail Trail (Fremont Branch)

It's about summer OHRV

May, 2025 by fssn0wsh0e7

I've managed to ride portions of the trail between Fremont and Derry where it's open to summer OHRV on my hybrid bike (40mm gravel tires). It's not really pleasant as the trail is very sandy in sections to the point where I have had to walk my bike through sections. This is unfortunate because it's a great connector to the RT corridor that runs between Methuen, MA and Londonderry with the Rockingham Recreational trail from Manchester to Newfields. I get that summer OHRV use south of the North Woods is a scarce resource and that bikes do have the option of riding on the pavement. Except the shoulders of the roads are awful narrow. I could go on about the short sightedness of State and Local government but...

New Hampshire Seacoast Greenway

Great Trail

May, 2025 by jhqr_stone

Great trail to ride on, well maintained crushed stone path. We got on at mile 13.4 in Portsmouth and rode to mile 6.8 then turned around and headed back. A lot of tree coverage which is nice for shade but not much variation in scenery. Not sure if there is more to see further south on the trail. That being said, it’s still a great place to get outside and exercise!

New Hampshire Seacoast Greenway

Smooth cider trail all bikes, well signed, 3 road crossings well marked, full canopy not a lot to see except Hampton Airfield. Recommend stopping at Airfield after riding at restaurant and watch small planes.

May, 2025 by steve80

Smooth cider trail all bikes, well signed, 3 road crossings well marked, full canopy not a lot to see except Hampton Airfield. Recommend stopping at Airfield after riding at restaurant and watch small planes.

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.