Waterboro Hiking Trails and Maps

270 Reviews

Looking for the best Hiking trails around Waterboro?

Find the top rated hiking trails in Waterboro, 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.

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Activities
Length
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Type
35 Results
Activities
Length
Surfaces
Type

Amesbury Riverwalk

1.3 mi
State: MA
Asphalt

Auburn Riverwalk

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

Back Cove Trail

3.6 mi
State: ME
Asphalt

Bayside Trail

1 mi
State: ME
Asphalt

Conway Branch

21 mi
State: NH
Ballast, Gravel

Cotton Valley Rail-Trail

12 mi
State: NH
Gravel

Dover Community Trail

3.8 mi
State: NH
Asphalt, Crushed Stone, Dirt

Eastern Promenade Trail

2.1 mi
State: ME
Asphalt

Eastern Trail

28.9 mi
State: ME
Asphalt, Crushed Stone, Sand

Farmington Recreational Rail-Trail

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

Fore River Parkway Trail

2.6 mi
State: ME
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

Jay McLaren Memorial Trail

2 mi
State: MA
Dirt, Grass, Gravel

Lake Winnisquam Scenic Trail

1.8 mi
State: NH
Asphalt

Mountain Division Trail

9.7 mi
State: ME
Asphalt, Gravel

Nanamocomuck Trail

12 mi
State: NH
Ballast

Northern Rail Trail

57.6 mi
State: NH
Cinder, Crushed Stone

Old Eastern Marsh Trail

1.4 mi
State: MA
Asphalt

Oliverian Brook Trail

3.5 mi
State: NH
Dirt
Accordion

Papermill Trail

4 mi
State: ME
Asphalt

Peanut Trail

1.5 mi
State: NH
Cinder

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand

Rob Brook Trail

2 mi
State: NH
Dirt, Gravel

Rockingham Recreational Rail Trail (Portsmouth Branch)

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

Rocky Branch Trail (NH)

9 mi
State: NH
Dirt, Gravel

Salisbury Beach State Reservation Trail

0.6 mi
State: MA
Crushed Stone, Grass

Salisbury Point Ghost Trail

1.8 mi
State: MA
Crushed Stone

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

Sawyer River Trail / Sawyer River Road

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

WOW Trail

2.7 mi
State: NH
Asphalt

West Foss Farm Trail

1.6 mi
State: NH
Dirt

Whitman Spring Road Trail

2 mi
State: ME
Gravel

Winnipesaukee River Trail

5.1 mi
State: NH
Asphalt, Crushed Stone, Dirt, Gravel
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 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. You also might spot great blue herons or other birds along the tree-lined waterfront. A...
ME 3.6 mi Asphalt
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 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 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
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
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 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
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
Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. Trail development began in 1996 after the state purchased the Boston and Maine...
NH 57.6 mi Cinder, Crushed Stone
The Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for 1.4 miles between the north bank of the Merrimack River and Mudnock Road in Salisbury. The beautifully landscaped trail was built...
MA 1.4 mi Asphalt
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
Accordion
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 trail experience for users of all abilities....
ME 4 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
The Rob Brook Trail is mostly flat, following the bottomlands of its namesake creek through the White Mountains National Forest. The trail is open to mountain biking and hiking, with cross-country...
NH 2 mi Dirt, Gravel
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
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
Currently 1.8 miles, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. The route is one part of the larger Coastal Trails...
MA 1.8 mi Crushed Stone
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 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
he 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 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 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 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

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Trails by activity

Recent Trail Reviews

Eastern Trail

great after work bike ride

August, 2018 by mailtojanah

the first 6 miles was somewhat boring, just a dirt path in the woods but the remaining trail to Saco was fun weaving through neighborhoods and Saco river crossing was cool. excited to do the second section :)

Cotton Valley Rail-Trail

Beautiful trail, slippery track (Aug '18)

August, 2018 by jonathanjcammarato

I drove about half an hour from Rochester to ride this trail on my new hybrid. The trail is compact gravel with beautiful scenery. I read some reviews on here and noticed some people mentioned the hazards crossing the rails, they weren't lying. About 4 miles in I tried to cross the rails almost fully parallel and my wheel slipped out underneath me. I skid into a burm and cut my knee. I chose self-care but could have used 2 or 3 sutures. After another 2 miles my girlfriend picked me up and after a trip to rite-aid for butterfly sutures we enjoyed the rest of the day in Wolfboro.

Along the way another rider gave me a large bandaid and showed me to the nearest road. I didn't get his name but thank you if you're reading this. I will hit the trail in a week or two again when my knee is healed, this time crossing the rails at a 90 degree angle.

Rockingham Recreational Rail Trail (Portsmouth Branch)

too rough

July, 2018 by kjands

Tried it out with dat wheel bike- I like a smoother ride for relaxation and to enjoy scenery.

Accordion

Eastern Trail

First time and loved it,

June, 2018 by mayor1

My 9 year old and I found this and loved it. We started at Kennebunk Elementary, which was easy to find, and went about 5 miles. The trail has a very nominal and unnoticeable grade. The trail is shaded and has numerous small bridges crossing streams. It’s a beautiful and easy ride.

Northern Rail Trail

What I Needed

June, 2018 by jjr1956

I've been a hiker for about 20 years. For some reason I'm not into it that much anymore, so I bought my Trek D-3. This trail is perfect for smooth hard dirt riding. I only did about 8 miles round trip from the Webster Beach area. I'm new to biking and noticed I'm using different muscles then hiking. But I am retired and try to get out every day. Soon 8 miles will be nothing. That should be coming up and I'm going to go back to this rail trail. It's very shady and relaxing. I plan on doubling that mileage on my next visit here.

Peanut Trail

nice for a trail run

June, 2018 by laura.elizabeth.1116

6/27/18: well maintained trail for the first mile (from Whittier). Last 1/2 mile by the stables is not well maintained and not good for trail running. Beautiful scenery, very flat and mostly very dry. A few trees down, but nothing you couldn’t lift a bike over. Bring your bug spray and keep moving.

Farmington Recreational Rail-Trail

Decent trail 6/3/2018

June, 2018 by brother414

I hiked this trail with several friends. Surface varies from compact dirt, softer sand and rail bed stone in a few sections. Overall it was a good hike, we were passed by several mountain bikers who seemed to be using little effort while riding. I will be back to try this trail on a mountain bike. I wouldn’t recommend this trail for hybrid bikes.

Amesbury Riverwalk

Nice trail, some bumpy parts though

June, 2018 by katieeehassaid

This trail is awesome for biking with the exception of one area that is very very bumpy and uneven. Otherwise it’s a great paved trail. My only other complaint would be that it’s too short!

Lake Winnisquam Scenic Trail

walking the trail

June, 2018 by wardt

Very nice trail. Wish we had more time to spend here.

Northern Rail Trail

Connection of 2 bike trails

October, 2017 by mtyblueballs

Couple of week ago I took the Winnipesaukee River Trail from my house in Northfield to Franklin and while biking route 3 I came across the Northern Rail Trail going southbound to Concord, then biked back. It was a nice 40 mile bike ride round trip. Next year I would like to bike northbound from the Winnipesaukee River Trail to the North Rail Trail northbound to West Lebanon NH. My only concern is where to connect onto this trail so I am not back tracking too far. I have driven route 11 beside the trail to find the best access to get on after getting off the Winnipesaukee River Trail. Any suggestions or best route would be great. Love both trails and plan to bike them more next season.

Dover Community Trail

Needs some work

October, 2017 by jnich8888

We started at the southern end, and the trail was great for a short ride. Then we got to the railroad station parking lot and could not find the rest of the trail. We rode down Forth st to the bridge and there was no trail that we could find. Look like the trail has a lot of potential to run along the river, and the paved short section we rod on was nice. Had a huge sub at Dougs Hoagies across the street from the Railroad station.

Cotton Valley Rail-Trail

Trail is finished! :)

October, 2017 by equinox43

The gap in the map can be closed. It is now possible to run, bike, walk, etc. from Turntable Park in Sanbornville to the Wolfeboro Depot. Just use caution when crossing Route 16 (White Mountain Highway) at the Miss Wakefield diner, Route 109 (Governor Wentworth Highway) at Fernald Station, and Route 28 in Wolfeboro.

The section from Clark Road out to Cotton Valley was completed during late summer and early fall of 2017. From Cotton Valley to about the Brookfield town line (the old W8/S4 mile marker post) is mostly between the rails (although there are a few sections beside the rails). From Cotton Valley, about the first mile is slightly downhill. From there it is fairly flat to Clark Road.

From the Brookfield line to Clark Road is mostly outside the rails.

Out near the W9/S3/B100 mile post there are a couple of picnic tables next to the trail.

In the late spring and early summer, the deer flies in the section from Cotton Valley to Clark Road can be very thick.

Get out and enjoy the completed trail!

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