Ossipee, New Hampshire (NH) Trails & Maps

Sort by
  • Black Pond Trail

    Rail-Trail

    State: NH
    Length: 0.80 miles
    Surface: Dirt

    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 Trail makes a nice loop when combined with ...

  • Conway Branch

    Rail-Trail

    State: NH
    Length: 21 miles
    Surface: Ballast, Gravel

    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 tracks are active between Silver Lake and Boulder ...

  • Cotton Valley Rail-Trail

    Rail-Trail

    State: NH
    Length: 6.50 miles
    Surface: Crushed Stone, Dirt, Gravel

    On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail service began in 1872. By the early 1900s, seven ...

  • Dover Community Trail

    Rail-Trail

    State: NH
    Length: 0.70 miles
    Surface: Asphalt, Crushed Stone

    Although the Dover Community Trail currently runs less than a mile, the newly opened section (as of summer 2012) is an important first step in a trail that has been discussed for more than a decade. The paved trail follows the former Newington ...

  • East Branch and Zealand Valley Railroad Hike

    Rail-Trail

    State: NH
    Length: 18 miles
    Surface: Ballast, Dirt, Grass, Gravel, Sand

    Are you looking for a multi-day hike on beautiful rail-trails through pristine wilderness of the White Mountains? Look no further. At midpoint, the nearest road is 7 miles in either direction. Because of its isolation, this hike offers a quiet, ...

  • East Pond Trail / Little East Pond Trail

    Rail-Trail

    State: NH
    Length: 5 miles
    Surface: Dirt, Gravel

    Follow a maintained logging road for .25 miles to the start of a single track. Cross East Pond Brook and climb steeply to the Pond. From the Pond the Mail Swig's left and climbs very steeply to Scar Ridge. Much of this will involve pushing or ...

  • Eastern Promenade Trail

    Rail-Trail

    State: ME
    Length: 2.10 miles
    Surface: Asphalt

    Portland is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a charming waterfront district with cobblestone streets ...

  • Eastern Trail (Kennebunk - Biddeford)

    Rail-Trail

    State: ME
    Length: 6 miles
    Surface:

    Maine's Eastern Trail will eventually extend from the Piscataqua River in Kittery to Casco Bay in Portland. For now, various sections along the route are being constructed, and an on-road bicycling route is available for those wishing to link ...

  • Eastern Trail (Scarborough - Saco)

    Rail-Trail

    State: ME
    Length: 8.40 miles
    Surface: Crushed Stone

    Maine's Eastern Trail will eventually extend from the Piscataqua River in Kittery to Casco Bay in Portland. For now, various sections along the route are being constructed, and an on-road bicycling route is available for those wishing to link ...

  • Farmington Recreational Rail-Trail

    Rail-Trail

    State: NH
    Length: 6 miles
    Surface: Ballast, Cinder, Dirt, Gravel, 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 popular with snowmobiles in winter.

  • Franconia Brook Trail

    Rail-Trail

    State: NH
    Length: 7.20 miles
    Surface: Ballast

    The Franconia Brook Trail runs from just north of the confluence of the east branch of the Pemigewasset River and Franconia Branch. You can combine the trail with other trails that run through the forest in the White Mountains of New Hampshire, ...

  • Granite Town Rail-Trail

    Rail-Trail

    State: NH
    Length: 3 miles
    Surface: Ballast, Cinder, Dirt, Grass, Gravel, Sand

    Mile 0.0 - DPW Garage  Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a concrete span over Great Brook. Mile 0.66 - Trail ...

  • Guinea Pond and Flat Mountain Trails

    Rail-Trail

    State: NH
    Length: 11.50 miles
    Surface: Ballast, Dirt, Grass

    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 bikers; novice/intermediate bikers should ...

  • Heritage Trail (Manchester)

    Rail-Trail

    State: NH
    Length: 0.90 miles
    Surface: Asphalt

    The Heritage Trail is managed by the state of New Hampshire to provide access to recreational and historical attractions across the state. Eventually, the north-south route along the former Boston and Maine Railroad corridor will stretch more ...

  • Hooksett Rail Trail

    Rail-Trail

    State: NH
    Length: 1.75 miles
    Surface: Gravel

    Hooksett Rail-Trail follows a portion of a right-of-way of the Portsmouth & Concord Railroad. This section of the railroad was abandoned in 1862, leaving behind an attractive corridor for the trail. The trail provides access to Heads Pond and ...

  • Lincoln Woods Trail

    Rail-Trail

    State: NH
    Length: 2.70 miles
    Surface: Ballast

    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 Hampshire, just northeast of Lincoln, including ...

  • Mountain Division Trail

    Rail-Trail

    State: ME
    Length: 9.50 miles
    Surface: Asphalt, Gravel

    Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment between Standish and Windham provides a gently rolling ...

  • Nanamocomuck Trail

    Rail-Trail

    State: NH
    Length: 12 miles
    Surface: Ballast

    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 skiing (ungroomed) in winter. The lower trails ...

  • New Boston Rail Trail

    Rail-Trail

    State: NH
    Length: 4.50 miles
    Surface: Dirt

    The 4 ½ mile New Boston Rail Trail is an enticingly beautiful former Boston & Maine rail line running from approximately route 114 at the New Boston/Goffstown border to the center of New Boston. There it culminates at the Hillsborough County ...

  • Northern Rail Trail

    Rail-Trail

    State: NH
    Length: 52 miles
    Surface: Cinder, Crushed Stone

    At 52 miles, the Northern Rail Trail spans two counties and is the longest rail-trail in New Hampshire. The northern half of the trail in Grafton County spans the scenic Mascoma Valley, stretching from Lebanon to Grafton. Trail development ...

  • Oliverian Brook Trail

    Rail-Trail

    State: NH
    Length: 3.50 miles
    Surface: Dirt

    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 Cutoff, 1.9 miles, near the base of Mt. ...

  • Presidential Range Rail Trail

    Rail-Trail

    State: NH
    Length: 18 miles
    Surface: Ballast, Cinder

    This 18-mile Presidential Range Trail runs between Cherry Pond, a great bird-watching venue, and Gorham. The trail skirts the Presidential Range along the edge of the White Mountain National Forest and passes through Silvio O. Conte National ...

  • Ramblin Vewe Farm Trails

    State: NH
    Length: 5 miles
    Surface: Dirt, Grass

    The Ramblin' Vewe Farm Trails are part of the Ramblin' Vewe Farm Trust property, a non-profit organization that protects and preserves the farm, while conserving the heritage of working farms and rural landscapes. Part of their mission is to ...

  • Riverton Rail Trail

    Rail-Trail

    State: ME
    Length: 1.50 miles
    Surface: Dirt, Sand

    Long known simply as "Sandy Road" by Riverton neighborhood residents, this scenic trail follows the roadbed of the historic Portland-Lewiston Interurban Rail line, a relic of the trolley era. Cutting a straight line through rock outcroppings ...

  • Rob Brook Trail

    Rail-Trail

    State: NH
    Length: 2 miles
    Surface: Dirt, Gravel

    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 skiing in winter.

  • Rockingham Recreational Trail

    Rail-Trail

    State: NH
    Length: 26.50 miles
    Surface: Crushed Stone, Dirt, Grass, Gravel, Sand

    New Hampshire's largest city, Manchester, boasts relatively quick access to one of the state's longest rail-trails: the 26.5-mile Rockingham Recreational Trail (a.k.a. Portsmouth Branch). The rustic trail is rich in railroad structures left ...

  • Rocky Branch Trail (NH)

    Rail-Trail

    State: NH
    Length: 9 miles
    Surface: Dirt, Gravel

    From the National Forest Service: Rocky Branch Trail was severely damaged during Tropical Storm Irene. The trail is currently closed from the end of Rocky Branch Road (Jericho Road) to Rocky Branch Shelter #2. Repairs will be made to reopen ...

  • Sanford Railroad Trail

    Rail-Trail

    State: ME
    Length: 4.80 miles
    Surface: Cinder, Dirt, Gravel

    The Sanford Railroad Trail goes by two other names: the Deering Pond Trail or just plain "Railroad Trail." The trail runs for nearly 5 miles between the town of Lebanon and the University of Southern Maine in Sanford. The trail is popular with ...

  • Sawyer River Trail

    Rail-Trail

    State: NH
    Length: 7.50 miles
    Surface: Ballast, Dirt, Grass, Sand

    The Sawyer River Trail offers a memorable 7.5-mile journey through a pristine mountain valley. Following the old Sawyer River Railroad logging line, the trail is popular with mountain bikers, and hikers for its combination of challenging single-track ...

  • Sebago to the Sea Trail

    Rail-Trail

    State: ME
    Length: 28 miles
    Surface: Asphalt, Concrete, Dirt

    The Sebago to the Sea Trail runs for 28 miles between Sebago Lake and Back Cove off Casco Bay in East End Portland. As of late 2012 there is a break in the trail between State Route 4/US 202 and the Community Center in Westbrook. Refer to the ...

  • South Portland Pathway (Eastern Trail)

    Rail-Trail

    State: ME
    Length: 5.70 miles
    Surface: Asphalt, Crushed Stone

    An exemplary urban transportation corridor, the 5.7-mile South Portland Parkway (2.1 miles of which are rail-trail) makes an excellent starting point for a bike tour of Portland. The trailhead at Bug Light Park offers easy access and plenty ...

  • Trestle Trail

    Rail-Trail

    State: NH
    Length: 1 miles
    Surface: Dirt

    The trestle trail is part of a network of rail-trails converted from and old logging railroad in the White Mountains. It is close to the Zealand Trail, the Sugarloaf Trail, and the Hale Brook Trail.

  • WOW Trail

    Rail-Trail

    State: NH
    Length: 1.30 miles
    Surface: Asphalt

    Multi-use trail in downtown Laconia along a minimally active RR right of way. First Phase is 1.2 miles long. Second phase is in design as of 2010. The remaining phases of the trail will total over 9 miles and connect to the BRATT multi-use trail ...

  • Warren to East Haverhill Railroad Grade Trail

    Rail-Trail

    State: NH
    Length: 9.40 miles
    Surface: Dirt

    The Warren to East Haverhill Railroad Grade Trail starts from an interesting landmark: a Redstone missile brought to Warren by a resident who served in the Army in Alabama in 1970. He found some obsolete missiles in a field and arranged with ...

  • Wild River Trail

    Rail-Trail

    State: NH
    Length: 15 miles
    Surface: 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 or hike about 2 to 3 miles before reaching ...

  • Winnipesaukee River Trail

    Rail-Trail

    State: NH
    Length: 5.10 miles
    Surface: Crushed Stone, Dirt

    The Winnipesaukee River Trail courses along its namesake river, connecting the towns of Franklin and Tilton-Northfield. The trail passes through an unusual upside-down covered bridge—believed to be the nation's only one—listed on the ...

Explore urban trails in and around Ossipee, New Hampshire.Find detailed trail guides for Ossipee bike trails, Ossipee walking paths and much more.Click on a trail below to find trail descriptions, trail maps, photos and reviews. Once you find the trail you’re looking for,plan a trip there and use one of our partners to book your hotel, bed and breakfast, or campground near Ossipee.