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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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...
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...
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...
Spanning 57.6 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 2-hour drive...
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...
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...
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...
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...
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...
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...
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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.
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...
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...
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...
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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...
The Lincoln Woods Trail runs for 2.6 miles along the east branch of the Pemigewasset River. You can combine the trail with other trails that run through the forest in the White Mountains of New...
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...
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...
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...
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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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
The Lincoln Woods Trail runs for 2.6 miles along the east branch of the Pemigewasset River. You can combine the trail with other trails that run through the forest in the White Mountains of New...
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...
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...
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...
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...
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...
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...
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...
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...
What a great trail! I agree with one of the other reviews. That the trail is mostly uphill if you start from the Flume; coming back the other way is exhilarating! A couple of tough uphills, but they are short. The views are amazing. One tip: you can get going very fast downhill, but the trail is a bit bumpy so watch your speed, particularly if the trail is wet.
I started at the western trailhead. The surface for the first four miles is large diameter crushed stone. The same stone used in the trailhead parking lot. It's not the kind of crushed stone you put on a multi use recreation trail. The next four miles was basically rough single track. I rode my gravel bike based on the (lackluster) description above. I jumped off at 8 miles and returned to my car on back roads. The crushed stone listed on the surface description is very misleading. This would be fine with a mountain bike. Front suspension would be best.
We parked at the Windham PO and rode along the tracks until we got to Rt-35, did a bit of exploring at the Otter Ponds, then came back. It was a sweet ride: no bugs, great Sharon weather—we were a little disappointed that we couldn’t go directly to the Lake, but I see now we could have gone left and gotten to the water…. Next time. We stopped at the Orchard Ridge Farm and had a delicious cider donut at the intersection with Sebago Lakes Rd. ~10
This trail is for mountain or hybrid bikes, definitely not road bikes.
Agree with others in that there are more pedestrians near Wolfboro but the trail gets much less traveled the farther away you go.
Also agree that the trails are narrow but this is not an issue because the visibility is so good. Most of the time, you can see people coming from other direction literally hundreds a feet ahead of time. I did get stuck behind a few slower bikers but was able to pass at one of the railroad track crossovers.
As the railroad track crossovers, you just have to slow down and ensure your front tire is crossing at a 90 degree angle. I didn’t have any issues at all but just be mindful, slow down and steer the front tire to cross over perpendicular to the rail.
So, definitely some things to consider and manage but well worth it in my opinion.
As many others have noted, this trail is not safe for bikes, especially road and hybrid models. We read the reviews warning us in advance and rode wide tire bikes. Despite rubber mats at many of the points where you transition from between the rails to beside them or vice versa, it's still possible to get a tire caught in the small gap between the mat and the rails and take a fall. Be forewarned to SLOW DOWN or walk your bike across these numerous transition points. Also, the sections of the trail that run between the rails are too narrow for a bike going one way to safely pass a walker going the other. When it's two bikes going in opposite directions, one has to come to a stop to pass safely. The sections of the trail outside the rails aren't much wider and the railroad ties extend about six inches beyond the rails, further squeezing the available space. My conclusion is that there must be hundreds of single bike, bike-bike and bike-pedestrian accidents annually.
The trail is otherwise quite nice. Its almost totally flat and there's plenty of shade.
This is a very scenic path traveling through woods most of the time, along marshes, hidden ponds and across Lake Wentworth. But this path has railroad tracks along the whole path, which makes the trail narrow in most places. BUT - be warned -
this trail will not be as enjoyable for some. Others will be fine with the challenges.
1. Learn how to travel safely across steel rails, since you will have to do this at least two dozen times, often within a tight narrow space. If you do not cross as close to 90 degrees to the rail, you risk you bike tire slipping out from under you. How do you I know? There are some short videos on You Tube that address this.
2. From the Wakefield end, park at the lot near the Miss Wakefield diner, so you don't have to cross Route 16, a very busy road.
3. The closer you get to Wolfboro, there are more pedestrians, and some think their right of way is the whole path, not half. I would end the trip at route 109A where the railcar rides are located, unless you really want to go to Wolfboro.
4. I found passing others on the trail that were coming the other way could be stressful, since there is little room to move over. One or both of you will have a hard rail on one side of you and if not, then the edge of the path often dropped off.
5. At the beginning of the trail at Route 16 you do have a couple of short steep ups and downs. Otherwise the trail is fairly flat.
This trail is a footpath not suitable for even Mt bikes. The bridge was washed away 3 years ago and one must ford the Zealand River on foot.
Okay - nice trail - very pretty BUT my issue is the sections where they laid the trail in between the still existing train tracks - clever idea to save money??? BUT it makes it very narrow and when passing walkers and other bikers it gets a little hairy (in fact our side mirror was clipped by a biker going in the opposite direction that's how narrow it is) .... try not to go at a busy time and be prepared for tight squeezes on those sections where the trail is between the tracks ---- ALSO I would NOT recommend this for recumbents or other wide bikes - it just isn't safe for those kinds of cycles - otherwise like i said nice scenery but be forewarned
This is a very beautiful trail but be forewarned that it is a challenge. If you are used to flat trails this will be tough (but doable). My advice is if you want to get the toughest five miles done first - start at the flume gorge parking lot. After that first five miles i can't promise you that it will be all downhill but it might seem like it .... We walked up 2 or 3 of the hills but we're from flat NJ and NH definitely ain't flat. But again if you want a beautiful trail - as the ad says - just do it!!!!
We started the ride at the Flume visitor center. The nine mile trip up was challenging with many hills and turns. Had to walk my eBike up one hill. Return trip seemed to be 90% downhill and was a blast, thus we had 2 different rides on the same trail! Lots of great scenery on the way.
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
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