Kennebunk, ME Cross Country Skiing Trails and Maps

286 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
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

Now, More Than Ever, Trails Matter!

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Trails by activity

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...

WOW Trail

NH - 2.7 miles

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...

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...

Accordion

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...

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....

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...

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...

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...

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...

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...

Accordion

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...

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...

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...

WOW Trail

NH - 2.7 miles

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...

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...

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...

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...

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...

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...

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....

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...

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...

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....

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...

Accordion

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...

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...

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...

WOW Trail

NH - 2.7 miles

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...

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...

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...

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...

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...

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...

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

Cotton Valley Rail-Trail

MTN Bike or Gravel Bike

July, 2021 by geegee6519

Great ride, passed a few people on the narrow section of the trail, but had no problems passing each other. I rode the trail after a heavy 2 days of rain, so it was wet, lots of mud, large puddles of rain, it got a little dirty! LOL

Rockingham Recreational Rail Trail (Portsmouth Branch)

great trail

July, 2021 by vw7cghqxcg

Ran the length of the trail to set up a Fastest Known Time segment. Was surprised by how beautiful the whole trail was, and how much the flora changed throughout. Id like to go back at a slower pace and stop at some of the towns it crosses (like Raymond and Epping)

Farmington Recreational Rail-Trail

great for walking/running

July, 2021 by vw7cghqxcg

Didnt realize there was a rail trail that ran through Rochester/Farmington, and came upon it by accident. Rochester side has more parking, and a few short side trails in a nice little park. The trail is a mix of gravel, dirt, sand. Had no issues running the length of it.

Accordion

Dover Community Trail

love this trail

May, 2021 by s27dhr9fxp

I have not done the whole trail, but for an out of town cyclist, the section from the train station to fisher street is a stress free option to the narrow, crowded roads of Dover.

Sanford-Springvale Rail Trail

Wide Tires Are Best

May, 2021 by capekat777

Today marked my first time on the trail after moving to the area at the end of last year. Great for walking/hiking but not so much biking unless you have really wide, sturdy tires. Around the Lebanon line the trail seems to have been heavily sanded, which means very tough going for casual riders. Seasoned riders will appreciate the solitude and scenery. Next time I go I’ll likely walk.

Mountain Division Trail

Paved path that runs parallel to the tracks- an excellent ride for the family- some hills and a couple stops at intersecting roads. About 5 to 6 miles round trip.

April, 2021 by jkbcape

Paved path that runs parallel to the tracks- an excellent ride for the family- some hills and a couple stops at intersecting roads. About 5 to 6 miles round trip.

Rockingham Recreational Rail Trail (Fremont Branch)

Started in Epping went as far as Fremont then back. 3 1/2 hours round trip. Nice views of wet lands and forest.

April, 2021 by amramey_tl

Started in Epping went as far as Fremont then back. 3 1/2 hours round trip. Nice views of wet lands and forest.

Androscoggin River Bicycle Path

nice little ride

April, 2021 by irisjw28

This is the second time I go bike riding in 20yrs and this path was so nice n easy. I found there to be a couple slight slight inclines but, not bad at all considering how out of shape and how long it’s been since I’ve gone bike riding. Beautiful little views. Beautiful little picnic areas. I saw all ages on the path from like 3yrs to 80s either bike riding, scootering, walking, or jogging. Definitely a nice little place to go.

Androscoggin River Bicycle Path

Nice Bike Ride

April, 2021 by irisjw28

This was a cute little path to ride. I’m just getting back into bike riding after like 20yrs (seriously) and this path was awesome to ride. Today was only my second time taking my bike out. There were a couple slight inclines that weren’t bad at all. I did have to take a break or two before continuing on them but that’s only because it’s been so many years for me. I even saw little kids riding their bikes (3-5yrs) and elderly folks as well! Amazing little path. ¿¿

Cotton Valley Rail-Trail

Excellent Ride

March, 2021 by fjg6p22mpx

I rode this trail on my mountain bike with my 3yr old nephew in the rear-mounted toddler seat. Excellent ride with terrific views, plenty of spots to safely pull aside, if necessary. Yes, as others have said, the trail does get narrow on the causeway. However, visibility is excellent. One has plenty of time to adjust their position for oncoming riders & pedestrians. The transitions over the rails are very well marked. The transitions should cause no issues for a mountain bike, hybrid or gravel bike. This would not be a trail for a true road bike with slicks or narrow tires, as a rule. Rode mid-week at the height of summer with no issues navigating other users. Enjoy!

Clipper City Rail Trail & Harborwalk

great walk

March, 2021 by ellissalauer

We found the trail while walking around town-great find!!

Eastern Promenade Trail

nice city trail

February, 2021 by nyedog27

Walked this trail three times during a weekend in Portland. The trail was plowed and maintained well in the winter. Information stops along the way were interesting and the scenery was lovely

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