Explore the best rated trails in Raymond, ME. Whether you're looking for an easy walking trail or a bike trail like the Whistle Stop Rail-Trail and Papermill Trail. With more than 30 trails covering 211 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.
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 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...
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 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...
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...
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 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 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....
Visitors to the 6.5-mile-long Kennebec River Rail Trail mostly stay within sight of the wide river as the paved trail links the state capital of Augusta with the river towns of Hallowell, Farmingdale,...
The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street 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 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 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...
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 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,...
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 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 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 Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...
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...
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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.
Located in the scenic Presidential Range in the White Mountains, the Presidential Rail Trail is a scenic and pleasant route, providing an alternative view of Mount Washington and the surrounding area....
A former Maine Central Railroad line provides a year-round playground for motorized and nonmotorized trail users to explore the western hills of Maine. The long, flat, mostly straight stretches of the...
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....
Owned and actively maintained by the Wiscasset, Waterville, and Farmington Railway museum, this trail meanders along the currently disused railroad right of way through the Town of Alna in the village...
Visitors to the 6.5-mile-long Kennebec River Rail Trail mostly stay within sight of the wide river as the paved trail links the state capital of Augusta with the river towns of Hallowell, Farmingdale,...
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 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 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...
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 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...
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...
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 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 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 Bethel Pathway is a bucolic pathway open for walking, mountain biking, walking dogs and in the winter, snowshoeing and cross-country skiing. The trail begins on Sunset Road as a crushed stone...
The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...
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 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...
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 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 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.
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...
A former Maine Central Railroad line provides a year-round playground for motorized and nonmotorized trail users to explore the western hills of Maine. The long, flat, mostly straight stretches of 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...
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...
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...
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...
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...
Owned and actively maintained by the Wiscasset, Waterville, and Farmington Railway museum, this trail meanders along the currently disused railroad right of way through the Town of Alna in the village...
Visitors to the 6.5-mile-long Kennebec River Rail Trail mostly stay within sight of the wide river as the paved trail links the state capital of Augusta with the river towns of Hallowell, Farmingdale,...
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 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....
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.
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!
There’s a lot to like about this trail: •easy ride and it has some hills and curves to make it interesting •scenic •easy parking •well marked •well maintained with a few bumps But there are a few negatives with the major one being the gap in Hallowell. For roughly 1/2 - 3/4 of a mile, the gap in the trail requires one to ride on busy Water St through the downtown area. It’s certainly not the worst road to ride on, but traffic can be heavy and you need to watch for car doors opening. The trail is also very narrow in spots making it difficult to pass through. But overall a nice trail that is worth a visit.
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.
Beautiful trail! Met a fellow bicycle rider from New Jersey who helped encourage me through the rain!
We began the trail at Miller's Park also known as the Papermill Trail. Nice and easy, great asphalt path
I’ve ridden Kennebunk to Biddeford a couple of times in the past week (late Sept), the trail is well maintained and marked. The few vehicle crossings have cross walks and signage for drivers. This is a beautiful trail that I would highly recommend, looking forward to riding all the way to South Portland!
I started at the western trailhead. The surface for the first four miles is large diameter crushed stone. The same stone used in the trailhead parking lot. It's not the kind of crushed stone you put on a multi use recreation trail. The next four miles was basically rough single track. I rode my gravel bike based on the (lackluster) description above. I jumped off at 8 miles and returned to my car on back roads. The crushed stone listed on the surface description is very misleading. This would be fine with a mountain bike. Front suspension would be best.
We parked at the Windham PO and rode along the tracks until we got to Rt-35, did a bit of exploring at the Otter Ponds, then came back. It was a sweet ride: no bugs, great Sharon weather—we were a little disappointed that we couldn’t go directly to the Lake, but I see now we could have gone left and gotten to the water…. Next time. We stopped at the Orchard Ridge Farm and had a delicious cider donut at the intersection with Sebago Lakes Rd. ~10
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