Kennebunk, ME Cross Country Skiing Trails and Maps

274 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
Surfaces
Type
15 Results
Activities
Length
Surfaces
Type

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 Trail

28.9 mi
State: ME
Asphalt, Crushed Stone, Sand

Farmington Recreational Rail-Trail

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

Head's Pond Trail

1.75 mi
State: NH
Gravel

Lake Winnisquam Scenic Trail

1.8 mi
State: NH
Asphalt

Martin H. Burns Wildlife Management Area Trail

3.4 mi
State: MA
Dirt, Gravel, Sand

Mountain Division Trail

9.7 mi
State: ME
Asphalt, Gravel

Papermill Trail

4 mi
State: ME
Asphalt

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand

Rockingham Recreational Rail Trail (Portsmouth Branch)

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

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

WOW Trail

2.7 mi
State: NH
Asphalt
Trail Image Trail Name States Length Surface Rating
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
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
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 1.8 mi Asphalt
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
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 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 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 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
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

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Trails by activity

Dover Community Trail

NH - 3.8 miles

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...

Riverton Rail Trail

ME - 1.5 miles

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...

Lake Winnisquam Scenic Trail

NH - 1.8 miles

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...

Mountain Division Trail

ME - 9.7 miles

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...

Accordion

WOW Trail

NH - 2.7 miles

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...

Cotton Valley Rail-Trail

NH - 12 miles

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...

Papermill Trail

ME - 4 miles

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....

Eastern Trail

ME - 28.9 miles

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...

Head's Pond Trail

NH - 1.75 miles

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...

WOW Trail

NH - 2.7 miles

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...

Rockingham Recreational Rail Trail (Portsmouth Branch)

NH - 28.1 miles

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...

Farmington Recreational Rail-Trail

NH - 6 miles

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...

Accordion

Eastern Trail

ME - 28.9 miles

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...

Lake Winnisquam Scenic Trail

NH - 1.8 miles

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...

Papermill Trail

ME - 4 miles

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....

Conway Branch

NH - 21 miles

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...

Riverton Rail Trail

ME - 1.5 miles

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...

Martin H. Burns Wildlife Management Area Trail

MA - 3.4 miles

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...

Rockingham Recreational Rail Trail (Fremont Branch)

NH - 18.3 miles

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...

Sanford-Springvale Rail Trail

ME - 5.9 miles

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...

Cotton Valley Rail-Trail

NH - 12 miles

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...

Mountain Division Trail

ME - 9.7 miles

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...

Dover Community Trail

NH - 3.8 miles

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...

Farmington Recreational Rail-Trail

NH - 6 miles

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...

Rockingham Recreational Rail Trail (Portsmouth Branch)

NH - 28.1 miles

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...

Riverton Rail Trail

ME - 1.5 miles

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...

WOW Trail

NH - 2.7 miles

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...

Accordion

Martin H. Burns Wildlife Management Area Trail

MA - 3.4 miles

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...

Sanford-Springvale Rail Trail

ME - 5.9 miles

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...

Head's Pond Trail

NH - 1.75 miles

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...

Rockingham Recreational Rail Trail (Fremont Branch)

NH - 18.3 miles

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...

Cotton Valley Rail-Trail

NH - 12 miles

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...

Eastern Trail

ME - 28.9 miles

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...

Papermill Trail

ME - 4 miles

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....

Lake Winnisquam Scenic Trail

NH - 1.8 miles

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...

Dover Community Trail

NH - 3.8 miles

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...

Conway Branch

NH - 21 miles

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...

Mountain Division Trail

ME - 9.7 miles

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...

Recent Trail Reviews

Martin H. Burns Wildlife Management Area Trail

Trail has degraded for cyclists

December, 2020 by bagley.michael

The portion of the trial from I-95 to Hayfield St has substantially degraded for cyclists. A small portion of trail floods for a good portion of the summer (thank you beavers!). The flooded portions can be walked around.

New in 2020 are sand and rock obstructions in which your tires sink and it is impossible to continue pedaling without walking a bit. Maintenance on this trail is sufficient for vehicles, walkers and the utilities, but my mountain-style bike struggles.

It is an interesting trail otherwise in the middle of know-where. Pity.

WOW Trail

not great for skating

October, 2020 by benjaminrockwell333

Lots of stop signs involving crossing streets and Frost heaves on the trail. Not a terribly wide trail, expect to go over bricks and wooden Bridges also which are pretty bumpy unless you’re on a bike or something. The other nearby scenic trail is much better

Cotton Valley Rail-Trail

Fantastic Trail for Biking

October, 2020 by leeds.nudd

Very confused at some of the reviews here. Fit mid-30s guy here, though rarely bike, completed the entire trail both ways today on a hybrid rental bike. Yes this trail is gravel and also now plenty of fallen leaves, and it’s perfectly appropriate for a bike ride as long as it’s an appropriate bike. Don’t try to take a road bike with skinny tires on this trail. Enough room along the majority of the trail for bikers to pass each other without stopping, although, yes, once or twice along the 12 mile stretch you may actually need to stop and walk your bike when passing. Such a beautiful ride.

Accordion

Lake Winnisquam Scenic Trail

great for skating

October, 2020 by benjaminrockwell333

A little more hilly than anticipated but a lot of fun.

Cotton Valley Rail-Trail

worst possible trail for bicycles

October, 2020 by moonlightgraham2

Beautiful setting, but clearly not designed for bike riders. Much of the 12 miles of trail (Wolfeboro to Wakefield) runs between the confines of remaining railroad rails, so despite the filled-in smooth surface there is no possibility that riders approaching from opposite directions will have room to pass each other. The many walkers we encountered were all considerate to voluntarily step aside and allow us to pass, although we repeatedly needed to hold up for other riders, giving them the right-of-way. One group of riders that included young children attempting to manage the difficult passages unsupervised caused my wife to take a bad fall. We have used and enjoyed many rail trails in NH -- this one deserves to be crossed off every bicycler's list.

Clipper City Rail Trail & Harborwalk

Learned about it from a friend ¿¿

October, 2020 by c17cacheryl

I’m learning/exploring lots of fabulous new to me places close to home and today’s walk was a treat!

Martin H. Burns Wildlife Management Area Trail

Cycling from Highfield Rd. to Newburyport Railroad Terminal

October, 2020 by OliverJones

I use the segment from Highfield Road to the train terminal a lot, on a road bike. It has a power line above it.

It's cinders. The surface is mostly good, with a couple of spots of loose sand. Vegetation is gradually reclaiming the old railroad bed.

TREACHEROUS in heavy rain. Deep puddles. Be careful!

WOW Trail

No Thanks

September, 2020 by jimmath123

This isn’t really a rail trail. It is a trail that parallels a working rail. A lot of the trail goes through commercial areas, and it is likely you will see homeless people and the less desirable parts of town. More an urban passage. Given where the trail goes, the views are unremarkable.

Clipper City Rail Trail & Harborwalk

Don’t tell anyone

September, 2020 by pablofrederico15

This place is so nice let’s keep it a secret

Clipper City Rail Trail & Harborwalk

Beautiful Walking Trail

September, 2020 by jbercolini

Very scenic trail with some beautiful landscaping, sculptures and, of course, water views. Bikers must walk bike on boardwalk; but it is well worth it. Relaxing trail with much to see, eat, drink and do in Newburyport.

Papermill Trail

Bike between Davis St and Frost Mill boat launch to get sweet spot of trail

September, 2020 by curlybrian

Recommend parking at Capital Ave (in the middle of trail) then bike each way. We stopped at School, but trail continues on/along road to Lisbon. There is a nice picnic table near Capital Ave parking lot, right along the river. The section between Davis St and the boat launch is right along the river and has an A+ scenic rating. Trail is lots of short up and down hills, probably not flat more than 50% of the way. Past the boat launch is a significant wooded uphill about 1/2 mile, we didn't need a rest but casual bikers will. That section is not recommended for small children that won't know how to brake. Bring a picnic and enjoy the short trail. No street crossings on the recommended section. p.s. I don't think this is a rail trail, though it goes roughly parallel to track.

Rockingham Recreational Rail Trail (Portsmouth Branch)

Not for us

September, 2020 by r2tguy

September 5, 2020. My wife, her friend and I rode this trail yesterday from Massabesic Lake Park to Epping and back. All three of us have eBikes with no suspension, so they're classified as road bikes. All three of us are in our 70s.

The write-up of this trail reads, 'There are a few at-grade road intersections east of town, as the old railbed passes beneath the roads. Some of these underpasses have low ceilings, however, as the bottom of the culverts are planked with wood, so cyclists and equestrians should be prepared to dismount.' The culverts aren't so bad although they are very dark inside. What the write-up fails to mention is that the culverts are at the top of a steep incline about 50 feet high and this incline is strewn with large rocks. It is necessary to push the bike up these inclines and it is extremely difficult going. These inclines need to be made less steep and the rocks need to be removed.

The trail itself is tiring because there are no paved breaks. Parts of the crushed stone trail are smooth, but there's a reason New Hampshire is called the Granite State. While riding it's necessary to keep you eyes on the trail to avoid hitting outcropped rocks. And roots. These are the things that cause bicycles to have flat tires so be sure to bring a flat repair kit with you. Our day was beautiful but the sunlight was shaded on the trail making it difficult to distinguish the rocks and roots in the shadows.

This trail would be beautiful in October with the fall colors but it would be a sure bike basher because the fallen leaves will further hide the outcropped rocks and roots. I had to stop along the trail to tighten a screw on the right side of my bike that holds the rear fender brace and luggage rack. On the way back the screw on the left side had vibrated completely out so my bike was falling apart on this trail.

To make matters worse we ran out of battery power on the way back and our bikes weigh about 60 pounds! Not fun.

Perhaps much younger and more athletic folks with fat tire bikes would enjoy this trail but it was not for us.

P.S. In Epping the DG Cycle Sports shop is very near the trail. We had lunch at The Beach Plum, which is our favorite restaurant for lobster rolls and fried clams.

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