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 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...
he 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 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 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...
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 smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 3.3-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...
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 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 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 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 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...
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 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...
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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.
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...
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 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...
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 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...
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...
Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. Trail development began in 1996 after the state purchased the Boston and Maine...
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 smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 3.3-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by 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 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 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 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 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...
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 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...
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 smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 3.3-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...
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...
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 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 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...
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...
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 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...
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.
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...
he 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 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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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 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 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 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. Trail development began in 1996 after the state purchased the Boston and Maine...
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 first section of the Mascoma River Greenway - which was a section of the Northern Railroad - open in 2018 from High St. in downtown Lebanon westerly two miles to Glen Rd. in West Lebanon. Surface is 12-foot wide pavement. The MRG is not a continuation of the Northern Rail Trail, but the distance between on local streets is very short.
Biked from Potter place to Hoyt Road. Nice trail...hope to do it all in spring 2019!
I rode this trail several years ago, when it only extended 3-4 miles east from Wolfeboro. However, this summer I rediscovered the trail, which is now 12 miles long extending all the way to Turntable Park in Sanbornville (completed summer of 2017). What a beautiful trail it is now. I have ridden the trail 7-8 times this summer and am really hooked on it! The natural beauty from causeway lake crossings to very bucolic meadows & wetlands on the western end are some of the best I've ridden in awhile!
As far as trailside features, you have the lakeside Town of Wolfeboro with many restaurants and a great bike shop (Nordic Skier) in town. When leaving Wolfeboro you pass by the restored train depot (restrooms, tourist info) close to town. This first 2 miles tends to be busy with walkers, cyclists, and people sailing remote controlled sailboats by the soccer fields (kind of neat).
The trail continues east crossing Route 28 (kind of busy, but slower traffic with a painted crosswalk so cars tend to stop for pedestrians and cyclists) but still use caution because it is hard for motorists to see around the foliage and buildings close to the road.
After Route 28, the trail continues on to two lake crossings on old railroad causeways, this is where cyclists must start to pay attention for the rest of the trail in regards to the trail width. Due to the narrowness of the RR causeway, and the fact the tracks have not been removed, cyclists must ride on a wonderful hard dirt surface , BUT as good as the surface is, the path is less than 5 feet wide between the two rails. It's great if it's just you on the trail and no-one else is around, but the trail tends to be busy near Wolfeboro. Oncoming cyclists must be very careful passing each other, I have seen many have dismounted to pass, and also you must call out a friendly warning when approaching other users on the trail.
The trail alternates from between the rails to being beside the rails, and a few times the trail will meander away from the rails altogether (especially near Albee Beach (restrooms, beach). This is where CAUTION must be exercised when crossing rails. Signs on the trail suggest dismounting when you must cross the steel rails. Even though there are wooden platforms built up at the crossings, riders must hit the rails as close to a 90 degree angle as they can (I seem to do fine at 45 degrees with 26" x 2.1" tires). The 7-8 times I rode this trail I came across minimum of 4 cyclists that went down, and they had the bruises and cuts to show for it!! (BTW, I counted, and I think 30 crossings of the steel rails is pretty accurate count for the whole trail)
About 3 miles from Wolfeboro, you will cross State Route 109, a bit quieter than Rt 28, but traffic tends to be a little faster.
Also at this crossing there's the restored Fernald Station (parking,porta-potty), which is also home to the "Putt-Putt cars" (Cotton Valley Rail Trail Club). The putt-putt cars on this trail is very unique, they are motorized 2-person railcars that run from Fernald Station 8 miles to the west and State Route 16. I only saw them in action on one of my rides, they always give a big wave and travel at about 10mph. This is why the rails are still in place on this rail trail, and we owe the 80 member club a big thank you for the maintenance of overgrowth they perform.
Beyond Fernald Station, the trail continues west for another 8 miles to very busy SR 16. The trail continues to alternate "between the rails" and "beside the rails" for this section. This is my favorite section, the 8 mile stretch is very quiet and features natural meadows and wetlands, and there are just minor road crossings with one section of 4 miles with no road crossings at all - it is very enjoyable!!
The last mile before reaching busy State Route 16 features some pretty good short up and down whoopee hills. At Route 16, there is a parking area, and the Miss Wakefield Diner is just south of the trail on Route 16 (no need to cross the highway).
If you do decide to cross 16, be aware traffic travels faster than it's 55mph posted limit, and tends to carry a lot of traffic. Crossing the highway gives you one more mile of trail to downtown Sanbornville and it's Turntable Park, featuring an old turntable used to turn locomotives around. There are also restaurants located in Sanbornville. I have crossed the highway a few times, but in all honestly, the last mile on the other side of Route 16 is not that attractive, even though the Town of Sanbornville is kind of nice, it may not be worth crossing the busy road.
(There is parking on Route 16 on the west side of the highway, so a good option is to park on 16 and ride to Wolfeboro!)
Overall, this is a great and beautiful ride, just watch the rail crossings!
Went to this trail today. Waste of time. It’s only open for about .5 miles and stops. Nothing like the description of this trail.
Our family rode the trail from Wolfeboro to around mile marker 4, a while past the Cotton Valley Rail Trail Club on Rt. 109, in October 2018. There were a lot of great water views including a couple stretches with water on both sides, and winding parts through very pretty woods from about 1.5 miles just before Albee Beach onwards. The trail surface was very hard and not bumpy and presented no problem for hybrid-style bikes, basically as good as pavement (or even better than some paved trails I have been on that haven't been resurfaced recently). All of the crossings over the rails were clearly marked with signs instructing to walk your bikes and painted arrows indicating to do so at a right angle. After walking over many of them and them seeming very solid I began to slowly ride over them at 45 degree angles and never had a problem, and none of the several kids in my group did either. The parts of the trail in between the rails are narrow enough that you need to take extra care. If you are looking to go fast I wouldn't recommend this trail but if you are looking for a very scenic and leisurely ride I would highly recommend it. On the return ride I noticed that there were no signs for westbound bikers so this might explain some other peoples' complaints (although I still found the crossings vey obvious and good). I hope to return and ride the eastern portion of the trail another time.
It's early fall and a great time to ride this trail. The leaves are turning, the surface is dry and flat. There are many street crossings, most of them easy. We started in Raymond, off Onway Lake Road. If you map this using the RTC map, it gives you the address for the Gordon Cammett Recreation Area. If you turn in here, it takes you to a large parking lot and ball fields. This is where we started. The trail runs parallel to the ball fields but you can't see it from the parking lot. If you ride your bikes back up the hill you drove down, to the left at the top of the hill, there's a small cut-through. The trail is right there. If you look to your right, you'll see a tunnel (Manchester, or westbound). We rode to our left (Newfields, or eastbound). This is a 30-mile roundtrip ride. The trail has a few different surfaces, most well-packed and rideable with a hybrid. Some of the sandy patches and looser gravel (not many) might be more difficult with road bike tires. In Raymond, there is an old train station with train cars, a one-room schoolhouse, as well as stocks and a jail cell. There are 2 or 3 street crossings near various services if you need a drink or bite to eat. The trail ends at a parking lot, and fittingly, at the railroad tracks. There are no mileage markers along the trail. A trail kiosk in Epping will tell you the mileage to your destination in both directions.
Most of this trail is over packed earth, which is satisfactory, except following rain. The 4.5+ miles through Biddeford are poorly marked (download a map) and often hazardous. Scarborough marsh is beautiful and the rest of the trail is pleasant, often scenic. I rode the entire trail north one day and south the next. If I were to do it again, I would cut it into two smaller trails, and avoid Biddeford.
It's was a very cool weekend with the boys only see them 2 to 3 times a year ,getting older and family but always look forward to the next adventure, nice view of sawyer pond great big fire pit in front of the lean- to ,about a 2 1\2 hours to get to camp ,one place you should put on your to do list
Beautiful trail nice even gravel and sand walkway but WAY WAY WAY too much broken glass along the trail someone didn’t want dogs on the trail !!!
I started at the Massabesic Lake trailhead which offered plenty of parking as well as a beautiful start to my ride. There were no mile markers or any history signs on the trail so mileage is difficult to track. The first four to five miles of my ride were very rough with large rocks strewn all over the trail and three tunnels underneath roadways. The rocks in this section are all very well marked by orange spray paint, I just had to take my time on my hybrid bike. A hybrid bike will do just fine on the trail but a mountain bike would offer more confidence in this section.
After this first section of trail I found the rest of the trail to offer beautiful scenery as well as a much smoother ride. There are a fair share of road crossings but all but two are very quiet roads that had very little traffic. Raymond offers the perfect mid-trail stop to take pictures as well as a place to get food. Epping also offers more places to get refreshments. The last stretch of the trail from Epping to Newfields was my favorite part of the trail and offered an easy finish to my ride.
I rode the entire trail starting at Bug Light Park in South Portland and ending at Kennebunk; roughly 30 miles each way. I knew about the on road gaps and found them to be a positive as it added variety to the trail. The on road sections are fairly well marked and I only had an issue finding my way through Biddeford. The shoulders are very wide and I must say I found Maine drivers to be very courteous to me at every road crossing.
The off road sections of the trail are very well marked, shaded and very flat. I rode through forests and marshes and around residential neighborhoods. There is a fundraising effort to close one of the on road gaps on this trail. If that gap is closed I would give this trail five stars. I still highly recommend this trail as you can have a nice ride no matter what section you chose to ride.
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