Explore the best rated trails in Waterboro, ME. Whether you're looking for an easy walking trail or a bike trail like the Papermill Trail and Eastern Promenade Trail . With more than 40 trails covering 288 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
The Garrison Trail is a two-lane, paved, hike-and-bike path that runs alongside I-95. The trail stretches 1.8 miles between State Route 113 in Newburyport and State Route 110 at the Amesbury-Salisbury...
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....
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 Beth Condon Memorial Pathway is located in the heart of Yarmouth, Maine. The path is named in honor of a high school student who was struck by a drunk driver while walking along US-1. The paved...
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 Old Eastern Marsh Trail (a.k.a the Salisbury Rail Trail) runs for over 3.5 miles between the north bank of the Merrimack River and the New Hampshire state line, north of Salisbury. The beautifully...
The Village Spur Rail Trail begins in downtown Belmont, and stretches from behind the Belmont Mill to the Tioga River on the west side of South Road. Out and back for the entire trail is about four...
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 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 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...
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 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 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...
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...
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...
Brunswick, Maine is home to the Androscoggin River Bicycle Trail, a multipurpose recreational trail nestled between the river and US Route 1. The trail stretches 2.6 miles from end-to-end. The trail...
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 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...
Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...
The Beth Condon Memorial Pathway is located in the heart of Yarmouth, Maine. The path is named in honor of a high school student who was struck by a drunk driver while walking along US-1. The paved...
The trail sits on the northwestern shore of Lake Auburn. A former roadway, the wide gravel path can accommodate various kinds of uses including, running, biking, walking dogs. And in the winter, the...
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...
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 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 Auburn Riverwalk passes through the heart of the old mill district of the Twin Cities of Auburn and Lewiston. The 1.6-mile paved and gravel path offers many scenic views of the Androscoggin River,...
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 Village Spur Rail Trail begins in downtown Belmont, and stretches from behind the Belmont Mill to the Tioga River on the west side of South Road. Out and back for the entire trail is about four...
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...
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 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 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 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 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 Norway Branch Rail Trail sits on the former railbed of the Norway Branch Railroad which once connected the communities of Norway and South Paris. The trail runs from Beal Street in the west to...
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...
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 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 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...
Brunswick, Maine is home to the Androscoggin River Bicycle Trail, a multipurpose recreational trail nestled between the river and US Route 1. The trail stretches 2.6 miles from end-to-end. The trail...
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 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 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...
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 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...
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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...
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...
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 Beth Condon Memorial Pathway is located in the heart of Yarmouth, Maine. The path is named in honor of a high school student who was struck by a drunk driver while walking along US-1. The paved...
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...
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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 Norway Branch Rail Trail sits on the former railbed of the Norway Branch Railroad which once connected the communities of Norway and South Paris. The trail runs from Beal Street in the west to...
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...
Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...
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 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 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 trail sits on the northwestern shore of Lake Auburn. A former roadway, the wide gravel path can accommodate various kinds of uses including, running, biking, walking dogs. And in the winter, 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...
Wife and I started in Hanover and went 15 miles the turned around and came back. Beautiful streams and lake on the way. Trail wasn’t crowded on this Thursday.
The trail is extremely sandy. Some parts are packed sand but many sections are like the beach. Great for ATVs, I suppose. Not great for bikes, even a mountain bike. If you do choose a mountain bike, do know that ATVs will be frequently passing you.
we parked by the closed plant on Davidson drive.
trail started off soft, some areas quite wet and rutty. Plenty of rocky spots too that make even riding the fat tire bike tough. Trail doesn't appear to be maintained very well. However, there was a nice waterfall off to the side of the trail.
Headed east 10 miles from Lake Massebesic. Trail surface was rutted and very bumpy. Frequent large rocks sticking up and some wet/muddy areas. Not pleasant riding on a touring bike with 32mm tires. A fat bike or full suspension mountain bike would be a better choice. Four long culvert underpasses were too low to walk upright. Generally not much fun. I rode back mostly on parallel roads (which were very nice).
Parked at the Windham Post office and followed the train tracks about 5 miles. Paved trail follows the tracks on the segment I rode on. Part of the trail was still blocked by snow and impassable by bike. Looking forward to riding much further when the snow is gone! Trail goes through woods, past farms and fields and leads to a dam. There’s a small farm called Orchard Ridge along the trail to get drinks and snacks. Lots of quiet neighborhoods to ride around in as well.
goes by some lakes and marsh areas. Different as it goes on and off between rails filled with sand and gravel. beautiful spot at the end with lake winnepasaki.
The trail has been extended 0.4 miles south of Fisher Street, though there is no obvious parking at that end. Start near the south end, so you can partially coast on the return.
This is a difficult trail to assign a star rating to as parts of it are great and parts are not. It’s listed as a 29 mile trail but in reality it is split into 5 sections with 2 sections being on busy roads. I’ll break it down by section starting at the southern end in Kennebunk. I. 6-mile off-road section from Kennebunk to Biddeford - 5 stars. This is a great section featuring a well-maintained hard packed dirt trail through the woods. II. 5 mile on-road section through Biddeford and Saco - 2 stars. The first couple of miles are okay as you can ride on a sidewalk and residential streets. If you just do the first couple of miles combined with the first 6 mile off road section, it’s a nice 16 mile round trip. The issue is the next 2.5 miles is on busy roads through the congested areas of Biddeford and Saco. III. 7 mile off-road section from Saco to Scarborough - 5 stars. I’ve been on dozens of trails throughout the Northeast and this is one of my favorites. The trail is hard packed and is in great condition and features a stretch through the scenic Scarborough marsh. IV. 4 mile on-road section from Scarborough to South Portland - 1 star. The first half mile is fine as it’s on a lightly traveled road. But after that, it’s 3+ miles on busy roads that are narrow in spots. I’ve only been on the stretch once and several times a car came with a couple of feet of me - no interest in doing this section again. V. 6 mile off-road section in South Portland - 3 stars. It’s certainly better than riding the streets of Portland or South Portland. But there’s just nothing special about - nothing too scenic until you hit the very end, the trail is in decent, not great, shape, and it’s not well marked. But the biggest negative is the number of times the path crosses busy streets - I’ve never been on another trail with so many busy street crossings over a short stretch. So, the star rating of the trail depends on what you are looking for. If you’re looking to do a round trip of around 15 miles or less, there are two sections that are great - Kennebunk to Biddeford and Saco to Scarborough. If you’re looking to do more than that, you’ll have to deal with at least a few miles of busy streets.
We rode the trail during the first week of October. The colors were spectacular, especially after about mile 6 in the bog areas. There is wonderful variety along the trail as one starts out in Wolfeboro, goes on causeways through Lake Wentworth, through Wentworth State Park and then on through woods and bogs.
The trail itself requires riders to pay lots of attention to safety. Much of the trail is situated between the two metal rails of the old train track--so it is quite narrow. This is rideable, though. As others have mentioned, there are many points where you switch onto a hard packed limestone trail next to the tracks. It's turning off the rails onto the limestone trails where one must slow down and do a sharp turn. We encountered 2 people who had fallen at these turn off points and one accomplished rider in our group fell as well. It's just easy to catch your tires in the crack between the rails if you don't do almost a 90 degree turn.
All that said, it's a rustic and beautiful ride and I'd highly recommend it for hybrid or gravel bikes. And, there's amazing ice cream at the iconic Bailey's Bubble when you get back to Wolfeboro!
My wife and rode 10 miles through Biddeford to the Scarborough Marsh and back. We felt the town part was pretty well marked but you need to pay attention as you transition from sidewalks, to streets, to crosswalks, etc. Once you navigate that part of the trail it lines out straight north to the marsh. This section is a very pleasant and wide part with several road crossings. The roads aren't especially busy and gives access to businesses and a change in route if desired. Even if the town section isn't the most desirable it is nice to be able to jump on a trail right in town. Well worth the effort to ride this section of trail.
My wife and I rode this trail for a few miles out of Wolfeboro. The builders of this trail did a wonderful job navigating through town. As you leave town you get lovely views of the lake especially when riding on the causeway (I will call it). We found no trouble navigating over the rails. There seemed to be plenty of room to meet other bikers and walkers. This whole area is really fantastic.
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