Find the top rated cross country skiing trails in Wolfeboro, 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.
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 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 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 smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 4.5-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...
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...
This exquisitely maintained trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. The trail will eventually be part of the Granite State Rail Trail,...
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 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 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...
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 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 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 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 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...
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...
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...
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 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...
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 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 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...
Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...
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 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 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 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 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...
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...
This exquisitely maintained trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. The trail will eventually be part of the Granite State Rail Trail,...
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 New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...
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...
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 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...
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 smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 4.5-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...
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...
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 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 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 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 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 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 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 year 2017 marks 20 years since a rails-to-trails project was first mentioned in the Goffstown Master Plan, and thanks to work by the Friends of the Goffstown Rail Trail and support throughout 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...
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 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...
Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...
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...
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...
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
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)
Start at Londonderry (by airport) trail is 4.5 miles ends at A neighborhood… google the mile trek to Derry Trail Head - the Derry trail is 3.9 miles (make sure you stop at the Grind on the Rail Trail for lunch! In Derry!) then connects to the Windham Rail Trail which is 4.3 miles and will continue another 5 miles in Salem NH.
Finally did what I wanted to do for years. Biked from Northfield using the Lake Winnipesaukee trail to the Northern Rail Trail to the Fireside Inn in Lebanon NH. This was a weekend bike trip I wanted to do for a long time and had the perfect weather. My suggestion if you are going north and want to connect to the Northern Rail Trail instead of back tracking I would take Chance Pond Road. Once you go up the road a little cut to the right before the bridge going across the road. That bridge is part of the Northern Rail Trail. The hill to get to the bridge is quite steep so I recommend to walk the bike. Once on the bridge free sailing. My half way mark was the Danbury Country Store. They are very friendly to bikers and if you have an ebike they have a charging port on the right hand side of the store. Also have a deck on the front of the store with tables and chairs where you can have a meal while the bike is charging. Deli inside to grab something to eat.
Will say the more north you go the rougher the trail becomes. Some spots is an overkill of gravel that is very loose. Not very safe where you are trying to keep your balance and difficult to get any speed. Other than that a lot of lakes and scenery along the way. If you are using Google Maps along the trip it will suggest to get off the trail for 2 miles and get back on the trail. I recommend to stay on the trail. The fireside inn in Lebanon was about 1.5 miles off the trail and the hotel is bike friendly. You are in walking distance of a Walgreens and restaurants near by. Also there is free breakfast in the morning. A lot of off ramps along the trail for eatery which I believe was set up for snowmobiles in the winter time but if your bike has good suspension they are usable for bikers also. If you are using an ebike like I was the trip is durable as long as you save your power on the inclines and heavy gravel spots. The Danbury Country Store is ideal for charging as you take a break.
There is one spot on the trail you want to be careful on. On the way back past Enfield there is a steep incline with a pond to the right of you. To your left is a metal frame for a bridge and the trail is very narrow and a blind turn to the left. If someone was coming my way it would of been a major accident. I can't stress enough to be careful there.
Overall a fun bike trip if you are up for the challenge. I could of done each day trip within 5 to 6 hours but decided to take my time and do a lot of stops along the way and take pictures. I recommend to do the same.
I only started riding this trail this year and after primarily riding rail trails I found it a refreshing challenge. It varies in elevation so it is more challenging than say a Londonderry or Derry. However the best part is that it is MUCH less crowded! I tend to go here on the weekends simply because there won’t be nearly as many people on it. There are a few places to park along the trail, but I recommend the fire station or school. It is not the most scenic ride (it is not bad by any means but not as good as other trails), but the challenge and convenience factors rate it high in my book.
This trail goes along a road, through residential areas and by a couple of parks. It's very safe with some road crossings. It's a bit confusing because the bike path continues after the "End" sign. If you're particularly looking for a scenic ride, this isn't it. However, it's the perfect trail for commuting or to go back and forth on to put in some miles.
Road today July 16, 2021 absolutely bluebird of a day. You definitely want to start in Franklin as other reviews have mentioned. Park inTrestle Brook Park. Which is quite nice beautiful green grass benches to sit on and right on the Winnepesaukee river. When the first section of the trail ends you’ll come to a collection of old cabooses. From that point towards Tilton the trail isn’t that great you have to go through a big section of downtown I believe Tilton to pick up the trail again and at that point you’re on an active track so the trail is next to the tracks which ends near the McDonald’s in Tilton at a kind of sketchy old Motel six
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.
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.
This trail has come a long way. Recently resurfaced with gravel. It is a nice flat and is great for biking or walking. There are a couple of trails off the main one to explore.
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.
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