Kennebunk, ME Cross Country Skiing Trails and Maps

420 Reviews

Looking for the best Cross Country Skiing trails around Kennebunk?

Find the top rated cross country skiing trails in Kennebunk, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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18 Results
Activities
Length
Surfaces
Type

Border to Boston Trail

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

Eastern Trail

28.8 mi
State: ME
Asphalt, Concrete, Crushed Stone

Head's Pond Trail

1.75 mi
State: NH
Gravel

Lake Winnisquam Scenic Trail

1.58 mi
State: NH
Asphalt

Mountain Division Trail

9.59 mi
State: ME
Asphalt, Gravel

Papermill Trail

3.97 mi
State: ME
Asphalt

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand

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

WOW Trail

2.7 mi
State: NH
Asphalt

Farmington Recreational Rail-Trail

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

Martin H. Burns Wildlife Management Area Trail

3.4 mi
State: MA
Dirt, Gravel, Sand

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

Village Spur Rail Trail

2.1 mi
State: NH
Asphalt, Dirt, Grass

Groveland Community Trail

3.25 mi
State: MA
Asphalt
Trail Image Trail Name States Length Surface Rating
Overview 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...
MA 44.1 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt
Overview    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...
ME 28.8 mi Asphalt, Concrete, 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
Overview 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...
NH 1.58 mi Asphalt
Overview 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...
ME 9.59 mi Asphalt, Gravel
Overview 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...
ME 3.97 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
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
Overview 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
Overview 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...
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
Overview  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,...
NH 28 mi Crushed Stone, Dirt, Grass, Gravel, Sand
Overview 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...
NH 2.7 mi Asphalt
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
Note: This rail-trail is prone to frequent flooding and may be challenging to navigate at times. The rail trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay...
MA 3.4 mi Dirt, Gravel, Sand
Overview  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...
ME 5.9 mi Gravel
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
Running through the town of Groveland for 3.25 miles, this multiuse path provides a variety of opportunities for both recreational and transportations as it connects residential neighborhoods,...
MA 3.25 mi Asphalt

Recent Trail Reviews

WOW Trail

wow trail

September, 2024 by r1paull

Sept 30th not a good trail ! We ran into several meth heads and police taking them into custody, Scarey stuff to say the least. We will not be back.

Papermill Trail

Beautiful Trail

September, 2024 by smilecebh511

Really enjoyed our ebike ride to and from beginning to end and back. Easy parking right over the bridge from Mill apartments on the left! So well maintained, scenic and safe feeling for 2 seniors. Delicious pizza in Lisbon Falls.

Androscoggin River Bicycle Path

Short and noisy

September, 2024 by andrix

So, the positives first. It's a well paved trail with views to a picturesque river.
However, forget the "ring your bell" or "on your left" helps. The proximity to Rt 1 (sometimes within 15 ft. or so) - and the associated traffic noise - all but end any communication, signals, or thoughts of a nice scenic contemplative ride. Also, parking at either end was sparse. And, yes, somewhat thankfully, it is short. A one and done.

Accordion

West Foss Farm Trail

Nice easy trail until it crosses the stream then turns into more challenging path. Small elevation changes. Lots of mosquitoes since it goes next to a stream/bog/swamp

September, 2024 by hrradness

Nice easy trail until it crosses the stream then turns into more challenging path. Small elevation changes. Lots of mosquitoes since it goes next to a stream/bog/swamp

Cotton Valley Rail Trail

cotton valley trail

September, 2024 by frbauer_tl

So this trail has a hidden risk. Going from trail on the side of the rails to inside the rails can be tricky. My wife fell twice and skinned her knee pretty good. Also trail is narrow and has lots of walkers with dogs. Views are good near wolfboro but after that it’s a tree tunnel. Don’t need to do it again.

Eastern Trail

comfortable ride; well marked trail

August, 2024 by philgautreau

We cycled 20 miles, starting at bug Light in South Portland to Scarborough. Mostly flat, asphalt surface. Some riding on bike path along street traffic but most riding is on the separate bike path along water and in green areas. Highly recommend for an easy ride.

Martin H. Burns Wildlife Management Area Trail

flooded

August, 2024 by qgtwb28wbh

The trail no longer runs through. It is flooded year round due to beaver activity. Not sure if DCR or National Grid maintains it but it has been flooded for a couple years now.

Rockingham Recreational Rail Trail (Portsmouth Branch)

bike day

August, 2024 by mflayhan

Great trail we loved it would recommend it for sure enjoy

Cotton Valley Rail Trail

Good trail

August, 2024 by carlbrunning99

I rode the full trail starting in Wakefield at the Turntable park ( which had a good sized parking lot) to Wolfeboro and back. Smooth surface with packed gravel and stone dust. Watch yourself on the crossing when going over the rails so you don’t catch a wheel and go for a header. Good day of biking.

Mountain Division Trail

Also called Sebago to the Sea Trail Section 4

August, 2024 by barbworks1

A lovely and fairly easy asphalt paved bike ride. I started in South Windham off Route 202 south of Rt 302. This app shows the parking at the Post Office but there is public parking south of the Post Office. There are signs on Rt 202 to show the Public Parking. Apparently, in 2023 the local Boy Scouts did some work to mark the parking and trail. Look for the little white signs “Sebago to the Sea Trail”. Park in the lot across from the Windham Fire Rescue South Station. Find the trail by looking at the Fire Station, look left and walk between the two buildings to a little grad & gravel trail. If you turn left, walk or ride behind the building about 100 yards to cross ice a 202 to the start of the asphalt path. If you turn right, the grass and gravel travel continues.

Clipper City Rail Trail

Short Trail

August, 2024 by oneadventureroad

I started short trail from Newburyport to the bridge. It has connection to Old Eastern Marsh Trail which I haven’t touch yet.

Farmington Recreational Rail-Trail

Needs some serious work.

July, 2024 by bstnh1

Tried riding this trail with a regular (skinny tire) bike. That's close to impossible. It's pretty obvious the trail has not been and is not maintained. It's rutted, has tree roots across it , has wet, muddy areas and worst of all, it has sections of very soft sand that make biking on it nearly impossible. It crosses NH Rte.11, a major two lane 55MPH highway, so be prepared. It is definitely not handicapped accessible. There are no facilities of any kind along or adjacent to the trail. Overall, a huge disappointment.

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