Find the top rated trails in Westbrook, 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.
The paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River and beyond. At its northern end, the trail parallels Mill Street then Upland...
Located in the heart of downtown Auburn, the Auburn Riverwalk features scenic views of the adjacent waterfront and the Lewiston skyline on the opposite shore. Start your journey in the north at the...
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...
On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...
A stunning gateway to Maine's capital city, the Kennebec River Rail-Trail follows the railroad right-of-way that once connected Portland to Augusta. The trail parallels the inactive railroad tracks,...
Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment between...
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...
Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...
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 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 is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a...
Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...
The Sanford Railroad Trail goes by two other names: the Deering Pond Trail or just plain "Railroad Trail." The trail runs for nearly 5 miles between the town of Lebanon and the University of Southern...
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...
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...
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...
Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...
Portland is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a...
On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...
Located in the heart of downtown Auburn, the Auburn Riverwalk features scenic views of the adjacent waterfront and the Lewiston skyline on the opposite shore. Start your journey in the north at the...
A stunning gateway to Maine's capital city, the Kennebec River Rail-Trail follows the railroad right-of-way that once connected Portland to Augusta. The trail parallels the inactive railroad tracks,...
Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...
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 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 paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River and beyond. At its northern end, the trail parallels Mill Street then Upland...
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 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...
Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment 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...
A stunning gateway to Maine's capital city, the Kennebec River Rail-Trail follows the railroad right-of-way that once connected Portland to Augusta. The trail parallels the inactive railroad tracks,...
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 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...
On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...
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 Sanford Railroad Trail goes by two other names: the Deering Pond Trail or just plain "Railroad Trail." The trail runs for nearly 5 miles between the town of Lebanon and the University of Southern...
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...
Portland is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a...
The paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River and beyond. At its northern end, the trail parallels Mill Street then Upland...
Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...
Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...
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...
Located in the heart of downtown Auburn, the Auburn Riverwalk features scenic views of the adjacent waterfront and the Lewiston skyline on the opposite shore. Start your journey in the north at the...
Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment 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...
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...
Tried to bike the trail, but had to turn around. The surface is chewed up, with massive potholes and lots of hazards.
found the trail near our seasonal site at Westward Shores on Ossipee Lake. The "trail" still had railroad rails and some ties and was completely overgrown. Not for biking but maybe for x country skiing or snow snowmobiling in the winter...
I love this trail. Its quiet. Along river. Can here the wildlife. All ages out and about. Biking. walking. jogging. strollers. Next to a dairy joy👍
Not a good trail for biking. Was like biking through a sand dune. Looks pretty decent for anything else though.
Good trail but lists of off road vehicles, not the best choice for riders
So 15 degree weather does not stop us!
Started at otter pond and skied to Gambo Field.
Beautiful blue sky and crisp air. Maine the way it should be. Met a few snowmobiles and only a few other brave walkers. I love this trail and feel so blessed to be able to walk out the door and have this great place to play.
Earlier today I was at the Cotton Valley end of the trail and found that a new, 2 mile, section of the trail had been completed. The new section runs towards Wakefield, NH and ends shortly after the S4 mile marker stone.
It's pretty nice. Most of this section is between the rails.
Today (Sunday) my companion and I parked at the Watson Rd. end and walked to just past Whittier St. For most of the stretch we felt as though we were walking in the woods. Last night ended three days of rain that totaled three inches. Nevertheless, the trail was entirely passable. Occasionally we had to walk around a small puddle, but, overall, mud was not a problem. The trail was hardback with some gravel sections. The amazingly few people we met were walking or on bicycles. Even parents with a toddler and dog were all walking just fine. No tree roots or rocks. Bicycles would need to have wider than road bike tires with good treads. I wouldn't recommend this part of the trail for wheelchairs. All in all a most enjoyable afternoon.
I use this trail often , its short but ok , except the last time I was there 2 weeks ago and I was disgusted with the litter through out the trail, at one point there were about 20 Dunkin Donut cups littered all over , Beer and Alcohol bottles everywhere We decided to go down the steps to the water , which have never been finished , there is no hand rail and because there was nothing put in place to stop dirt from sliding down onto it it was cover almost unable to use it , would be for a Child , upon getting down there , there were furniture cushions , something that looked like a mattress , and trash every where , but what was worse was the broken glass you could not step with out stepping on it ... I am so disappointed in this and that it is not being taken care of , at that point I turned and left ...
We rode as a pair from the Kennebunk Elementary School, which is at the southern end of the trail - marked as "mile 28" northward.(It's about .2 miles from the parking lot) Aside from crossing over Rt. 95 just at the base of the trail, from then on it was flat, perhaps a slight grade up while heading north. The surface is sand, and fine gravel. There are a few benches along the trail. Very scenic trail with dense woods and streams. It's an easy trail, with no hills to climb, if that's what you're looking for. I recommend it.
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