Find the top rated bike trails in Kennebunk, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.
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...
Although less than a mile, the trail running through Salisbury Beach State Reservation offers lovely views of the beaches off the northeastern coast of Massachusetts, just a few miles south of the New...
Currently 1.8 miles, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. The route is one part of the larger Coastal Trails...
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 Clipper City Rail Trail is part of the Coastal Trails Coalition, which is developing in the four towns of Amesbury, Newbury, Newburyport, and Salisbury along the Merrimack River and will...
The Bradford Rail Trail occupies a former Pan Am rail corridor, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the mile-long path...
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 paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. 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...
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...
Although short, the scenic Gloria Braunhardt Bike Path travels through forests and pastures full of birds and wildlife. The asphalt pathway parallels the eastern side of the present-day Interstate 95...
Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...
The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...
The Salisbury Rail Trail Connector, also known as the Gillis Rail Trail Connector, is a 0.3-mile link between two rail-trails: Salisbury's Old Eastern Marsh Trail and Newburyport's Clipper City Rail...
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...
Old salts should love the Eastern Promenade Trail, as it skirts the shoreline of Portland’s Casco Bay and Portland Harbor. The 2.1-mile paved trail is always within sight of the water and is one of...
The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
The Amesbury Riverwalk (also known as the Powwow Riverwalk) carries visitors between a resurgent waterfront district on the Powwow River to a modern shopping center on the outskirts of this historical...
Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...
The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...
The Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for 1.4 miles between the north bank of the Merrimack River and Mudnock Road in Salisbury. The beautifully landscaped trail was built...
Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...
The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. 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 Clipper City Rail Trail is part of the Coastal Trails Coalition, which is developing in the four towns of Amesbury, Newbury, Newburyport, and Salisbury along the Merrimack River and will...
Although less than a mile, the trail running through Salisbury Beach State Reservation offers lovely views of the beaches off the northeastern coast of Massachusetts, just a few miles south of the 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...
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 Bradford Rail Trail occupies a former Pan Am rail corridor, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the mile-long path...
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 Amesbury Riverwalk (also known as the Powwow Riverwalk) carries visitors between a resurgent waterfront district on the Powwow River to a modern shopping center on the outskirts of this historical...
The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant trail experience for users of all abilities....
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 Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
Currently 1.8 miles, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. The route is one part of the larger Coastal Trails...
The Salisbury Rail Trail Connector, also known as the Gillis Rail Trail Connector, is a 0.3-mile link between two rail-trails: Salisbury's Old Eastern Marsh Trail and Newburyport's Clipper City Rail...
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...
Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...
Although short, the scenic Gloria Braunhardt Bike Path travels through forests and pastures full of birds and wildlife. The asphalt pathway parallels the eastern side of the present-day Interstate 95...
The Amesbury Riverwalk (also known as the Powwow Riverwalk) carries visitors between a resurgent waterfront district on the Powwow River to a modern shopping center on the outskirts of this historical...
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 Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for 1.4 miles between the north bank of the Merrimack River and Mudnock Road in Salisbury. The beautifully landscaped trail was built...
The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
Although short, the scenic Gloria Braunhardt Bike Path travels through forests and pastures full of birds and wildlife. The asphalt pathway parallels the eastern side of the present-day Interstate 95...
Old salts should love the Eastern Promenade Trail, as it skirts the shoreline of Portland’s Casco Bay and Portland Harbor. The 2.1-mile paved trail is always within sight of the water and is one of...
The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant trail experience for users of all abilities....
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 paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. A...
Although less than a mile, the trail running through Salisbury Beach State Reservation offers lovely views of the beaches off the northeastern coast of Massachusetts, just a few miles south of the New...
Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...
The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...
The Bradford Rail Trail occupies a former Pan Am rail corridor, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the mile-long path...
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...
Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...
Currently 1.8 miles, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. The route is one part of the larger Coastal Trails...
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 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...
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...
Interesting to be able to see the entire loop from the starting point. Only one real incline at the overpass. We added an out and back on Eastern Promenade Trail to get 9.9 total miles.
This is a 3.6 mile loop around the bay. The trail gets a lot of use, which makes it very safe. Only one hill. Great trail for bikers, runners, or walkers.
After reading the reviews I decided to ride this trail as it was a beautiful Sunday afternoon in August. Perfect weather for a bike ride. I decided to bring my mountain bike and I am glad I did (I usually ride my hybrid for Rail Trails.)
I parked in Wolfeboro. Started out my ride at 1:00 PM. Tons of other riders and walkers, a few runners.. The first few miles were beautiful crossing the cog-ways but frustrating with all the other people on the trail. It is narrow and yes, when you are riding in between the rails as noted in other reviews, it can be a bit hairy when other bikers or STOLLERS are coming the other way. If the other biker didn't look very experienced or they were kids I stopped to let them pass. Had to do this several times. I was having second guesses with all the foot traffic but after a few miles it lessened a bit, just a bit, and the scenery was so peaceful. I got to Route 16, and yes the traffic was fast and heavy enough that I decided it wasn't worth it. Plus I'm out of shape and knew I had another 11 miles to go to get back!
I was wondering if I was going to encounter the same traffic going back especially the closer to Wolfeboro I got, but happily the ride back was 100% better. Maybe because is was now 2:30 ish..
There were still plenty of people on the trail but not half as many and I didn't have to stop once.
I loved this trail, but think I will come back again in the fall or during the midweek with less people.
This trail is the best maintained trail I have ever been on. Completely smooth gravel and the edges were just mowed. The hybrid bike would have been fine except the rail crossings.
The rail crossings were never a problem for me but probably because I had the mountain bike with shocks. I would be more cautious if I had the hybrid! Just go slow and be careful. Common sense..
Last thought, if I didn't live 45 minutes from Wolfeboro, this trail would be perfect for running!! Traffic or not!
We biked and geocached this section today. We had an enjoyable ride, but the surface was quite varied. Nothing was paved. We started out on well packed gravel/ dirt on a wide trail, but by the time we were at the other end, following the river, it was single track, mostly through grass, with some roots and a few sandy patches. It didn't resemble most of the rail trails I have been on, but my hybrid bike was fine, and we really enjoyed the variety.
While this is a great trail for hiking my husband and I felt it was way too narrow to share with bikers and hikers. We had to stop riding whenever someone was coming in the opposite direction. We found we were too busy concentrating to enjoy the views. Not a good bike trail.
My wife and I road from Newfields to Rt. 125 and then back (the eastern part of the trail). The trail was in good shape and we saw turtles and raccoons. We were on Hybrids, but saw other people on road bikes. Others were walking and some jogging. All in all a beautiful day to be out on the trail.
My wife and I had our first experience biking this trail this week. We found it very enjoyable until we both had a bad accident. There are several areas on the trail where you have to cross the rails which are sticking above grade and will through you off the bike.
I sustained a 2 inch laceration and multiple abrasions and contusions which required an ER visit. My wife injured her shoulder and knee.
After reading past reviews complaining of this same problem over several years, I can not understand why this problem has not been corrected since it would be easy to remedy!!! Disappointed that peoples safety is not of paramount importance!!
I hope that this will be addressed in the near future.
The trail is nice from Epping to Fremont...that section is closed to ATVs and in the Fall, offers a stunning 'tunnel through the woods' for a ride. At Fremont...across from the Library...the large parking lot makes it easy to park your trailer and get your ATV ready. Consequently, the trail is completely torn up and virtually impassible for bikes: I'm on 1.5 inch 'knobby' tires and still can't maintain traction in the soft sand.
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.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Map Search
