Find the top rated trails in Kennebunk, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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 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 newly open Bradford Rail Trail occupies the former Pan Am rail lines, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the...
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...
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...
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 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...
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...
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 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 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 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 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 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 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 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 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 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...
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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...
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 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 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 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 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 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 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...
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 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 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 newly open Bradford Rail Trail occupies the former Pan Am rail lines, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created 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...
The rail-trail through the Martin H. Burns Wildlife Management Area begins at the Massachusetts Bay Transportation Authority (MBTA) commuter rail station near downtown Newburyport, a coastal...
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 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...
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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 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...
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...
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...
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...
Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...
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 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 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...
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...
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 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 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 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 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 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 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...
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 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 newly open Bradford Rail Trail occupies the former Pan Am rail lines, beautifying an area that once lay strewn with garbage and weeds. The city and numerous dedicated volunteers created the...
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!
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.
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.
I was delighted to read about the Cotton Valley Rail Trail from Wakefield to Wolfeboro. I picked up a copy of Rail-Trails, read up on the route and search Trail-link to read the reviews. I was aware of the switch over crossings on the trail and the dangers from what I read. Starting my ride in Wakefield at the Railroad Turntable I enjoyed a short ride to Route 16 and crossed over. I found the trail to be well maintained and walked over the first switch over crossing, I made a mental note that they might not be marked for hazards and continued riding. I was right! With the forest canopy and sun filtering through I came up on one with little notice and continue to cross and my back tire slipped out and I had crashed. Needless to say that ended my ride and caused an injury. I have ridden on many different surfaces and was shocked by what looked like an easy cross over. Please mark all switch over crossings as Hazards to avoid accidents. I am looking forward to riding this trail again after my recovery. If I had finished my ride I would have rated it a 5 Star, as I have heard it is a beautiful trail with a lot of great historical sites.
Disappointed to read that there is still a hazard on this trail. This could be so easy to fix by putting cement in between the rails or putting mats on the crossings. I will not go on this trail until this is fixed as I took a bad spill due to the rails.
the first 6 miles was somewhat boring, just a dirt path in the woods but the remaining trail to Saco was fun weaving through neighborhoods and Saco river crossing was cool. excited to do the second section :)
I drove about half an hour from Rochester to ride this trail on my new hybrid. The trail is compact gravel with beautiful scenery. I read some reviews on here and noticed some people mentioned the hazards crossing the rails, they weren't lying. About 4 miles in I tried to cross the rails almost fully parallel and my wheel slipped out underneath me. I skid into a burm and cut my knee. I chose self-care but could have used 2 or 3 sutures. After another 2 miles my girlfriend picked me up and after a trip to rite-aid for butterfly sutures we enjoyed the rest of the day in Wolfboro.
Along the way another rider gave me a large bandaid and showed me to the nearest road. I didn't get his name but thank you if you're reading this. I will hit the trail in a week or two again when my knee is healed, this time crossing the rails at a 90 degree angle.
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