Ossipee, NH Cross Country Skiing Trails and Maps

486 Reviews

Looking for the best Cross Country Skiing trails around Ossipee?

Find the top rated cross country skiing trails in Ossipee, 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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Type
31 Results
Activities
Length
Surfaces
Type

Black Pond Trail

0.8 mi
State: NH
Dirt

Eastern Trail

28.8 mi
State: ME
Asphalt, Concrete, Crushed Stone

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

Lincoln Woods Trail

2.7 mi
State: NH
Ballast

Mountain Division Trail

9.59 mi
State: ME
Asphalt, Gravel

New Hampshire Seacoast Greenway

8 mi
State: NH
Crushed Stone

Northern Rail Trail

59 mi
State: NH
Cinder, Crushed Stone

Presidential Rail Trail

19.2 mi
State: NH
Cinder, Crushed Stone, Dirt, Grass, Gravel, Sand

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand

Sawyer River Trail / Sawyer River Road

7.5 mi
State: NH
Ballast, Dirt, Grass, 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

Winnipesaukee River Trail

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

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

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

Village Spur Rail Trail

2.1 mi
State: NH
Asphalt, Dirt, Grass

Franconia Brook Trail

7.2 mi
State: NH
Ballast

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

Profile Recreational Rail Trail

2.3 mi
State: NH
Cinder, Crushed Stone, Dirt, Grass, Gravel, Sand

Rocky Branch Trail (NH)

9 mi
State: NH
Dirt, Gravel

Wild River Trail

15 mi
State: NH
Dirt, Gravel
Trail Image Trail Name States Length Surface Rating
The Black Pond Trail itself is short but it can be linked with other trails that run through the forest in the White Mountains of New Hampshire, just northeast of Lincoln. Specifically, the Black Pond...
NH 0.8 mi 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
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
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
The Lincoln Woods Trail runs for 2.6 miles along the east branch of the Pemigewasset River. About the Route Although short, trail users can combine the Lincoln Woods Trail with other trails that...
NH 2.7 mi Ballast
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 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...
NH 8 mi Crushed Stone
Overview 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...
NH 59 mi Cinder, Crushed Stone
Overview Skirting the northern edge of the White Mountains’ Presidential Range, the Presidential Rail Trail offers over 19 miles of stunning views of mountain peaks and their surrounding nature....
NH 19.2 mi Cinder, Crushed Stone, Dirt, Grass, Gravel, Sand
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 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 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
Many rail-trails start at a vintage depot, an old caboose, or a rusty locomotive acquired by the local historical society. The Warren to East Haverhill Railroad Grade Trail, however, starts at the...
NH 10.8 mi Dirt
Overview 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...
NH 4.94 mi Asphalt, Crushed Stone, Dirt, Gravel
Accordion
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
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
The Franconia Brook Trail runs from just north of the confluence of the east branch of the Pemigewasset River and Franconia Branch. Note that bicycling is not permitted along the route. You can...
NH 7.2 mi Ballast
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
Open for a variety of recreational activities, the Profile Trail is a 1.5-mile multi-use natural surface path in the Town of Bethlehem. Running between US Route 3 and US Route 302, the trail runs...
NH 2.3 mi Cinder, 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
Most of the Wild River Trail falls within the Wild River Wilderness and is off-limits to bikes. At it's southern end, the trail meets the Wildcat River Trail, near Bog Brook. From here, you can bike...
NH 15 mi Dirt, Gravel

Recent Trail Reviews

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.

Accordion

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.

Rockingham Recreational Rail Trail (Portsmouth Branch)

Smooth level no hills, cider trail, good signage, full canopy. Recommend starting at South End near or at Hampton Airfield and at end of ride watch small planes and have lunch

May, 2025 by steve80

Smooth level no hills, cider trail, good signage, full canopy. Recommend starting at South End near or at Hampton Airfield and at end of ride watch small planes and have lunch

Winnipesaukee River Trail

A Super Trail

May, 2025 by fssn0wsh0e7

I've walked and biked this trail many times. Quite scenic in spots where it follows the Winnipesauke River but less so as it passes by backyards. Its a great way to get through the Tilton-Franklin area without having to ride the commercial strip on Route 3. There are attractions at either end, food mostly including a brewery, that offer a fun reward. Can also be combined with the Norther Rail Trail with a short road ride.

Northern Rail Trail

One of the best in the state

May, 2025 by fssn0wsh0e7

I've ridden this trail many times and it never disappoints. I have ridden all of it in sections and each one has it's own charm. In the Grafton-Canaan stretch it can feel remote even though the highway is nearby. The section from Boscawen to Andover always has folks on it though I have never found it too busy to enjoy. The save can be said for Lebanon out towards Canaan. There are services available along the way though it might require some road riding to access some of them. The Friends of the Northern Rail Trail group does a great job, is responsive to user comments and is working to address issues like toilet access. That being said there are long stretches where you have to be willing to use the bushes. It's absolutely a carry-in/carry-out situation so its a good idea to be prepared.

Rockingham Recreational Rail Trail (Fremont Branch)

Lovely for e-bikes

May, 2025 by alaskacantors

We are bike-packing across the country with e-bikes. A good rail trail is such a nice escape from the road traffic - this one was a delight. Mostly solid packed surface, smooth, a few muddy spots. Very scenic with a mix of woods and wetlands. Watch your head on the tunnels. Highly recommend!

Winnipesaukee River Trail

Has gone downhill

May, 2025 by ellenkillam

I do not recommend this trail. We have biked this trail a few times in the past, but we biked it on May 2, 2025 and found that is has gone downhill. We started at the Tilton end and had issues right away. First McDonalds and the motel at the start point have posted customer only parking signs (not sure if that is enforced). Going through Tilton business area was not good as we had to walk the bikes on the sidewalk since there is no bike lane and not safe to ride in the street. We had to ask where the trail was as we didn't remember as it had been a few years. Luckily once we got on the trail we remembered the rest of the turns as there are NO signs. The trail is very rough and only about 1/8 mile is paved at the Franklin end. There were also some questionable characters along the way and what looked like a homeless camp at the Franklin end. As one review stated, this trail needs policing. It is too bad because there is interesting history on the trail and nice views of the river.

Black Pond Trail

Some big hills and a few water crossings. Pretty difficult in the snow a few icy spots. Was still enjoyable.

March, 2025 by aqua_bella18

Some big hills and a few water crossings. Pretty difficult in the snow a few icy spots. Was still enjoyable.

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