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Winthrop, Maine Trails and Maps

Looking for the best trails around Winthrop, Maine? Find the top rated trails in Winthrop, 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.
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TRAIL LENGTH SURFACE TRAIL MAP

Auburn Riverwalk

1.2 miles
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 Great Falls of the Androscoggin River and the ...
Asphalt

Eastern Promenade Trail

2.1 miles
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 charming waterfront district with cobblestone streets ...
Asphalt

Eastern Trail

28.4 miles
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 currently open with on-road bicycling routes ...
Asphalt
Crushed Stone

Kennebec River Rail Trail

6.5 miles
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, which have been maintained in the hope they ...
Asphalt

Kennebec Valley Trail

14.6 miles
The quiet Kennebec Valley Trail (a.k.a. Anson to Bingham Trail) boasts surprising claims to fame: the 14.6-mile trail traces the river and Indian path taken in 1775 by Benedict Arnold, on orders from General George Washington, to capture Quebec ...
Crushed Stone
Dirt
Sand

Mountain Division Trail

10.3 miles
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 Standish and South Windham provides a gently ...
Asphalt

Old Narrow Gauge Volunteer Nature Trail

1.25 miles
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 Randolph (beginning by the IGA) and into ...
Ballast
Dirt

Papermill Trail

2.2 miles
The paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River. At its northern end, the trail parallels Mill Street then Upland Road to the trail's northern terminus at Village Street ...
Asphalt

Riverton Rail Trail

1.5 miles
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 carrying passengers in 1933. The trail connects ...
Concrete
Dirt
Sand

Rotary Centennial Trail

1.5 miles
The Rotary Centennial Trail crosses two towns—Benton and Winslow—in central Maine, about 50 miles southwest of Bangor. The scenic wooded trail follows a former rail bed along the eastern shore of the Kennebec River. At its southern end, a rail ...
Crushed Stone
Dirt
Grass

Whistle Stop Rail-Trail

15.7 miles
The Whistle Stop Rail-Trail is a textbook example of how diverse groups can work together to maintain and promote a trail. Developed as a route for snowmobiles and ORVs, the route also appeals to hikers and mountain bikers. It's no wonder. The ...
Crushed Stone
Dirt
Sand