Winthrop, Maine (ME) Trails & Maps

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  • Auburn Riverwalk

    Rail-Trail

    State: ME
    Length: 1.2 miles
    Surface: Asphalt

    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 ...
  • Eastern Promenade Trail

    Rail-Trail

    State: ME
    Length: 2.1 miles
    Surface: Asphalt

    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 ...
  • Kennebec River Rail Trail

    Rail-Trail

    State: ME
    Length: 6.5 miles
    Surface: Asphalt

    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 ...
  • Kennebec Valley Trail

    Rail-Trail

    State: ME
    Length: 14.6 miles
    Surface: Crushed Stone, Dirt, Sand

    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 ...
  • Mountain Division Trail

    Rail-Trail

    State: ME
    Length: 10.3 miles
    Surface: Asphalt

    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 ...
  • Old Narrow Gauge Volunteer Nature Trail

    Rail-Trail

    State: ME
    Length: 1.25 miles
    Surface: Ballast, Dirt

    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 ...
  • Papermill Trail

    State: ME
    Length: 2.2 miles
    Surface: Asphalt

    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 ...
  • Riverton Rail Trail

    Rail-Trail

    State: ME
    Length: 1.5 miles
    Surface: Dirt, Sand

    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 ...
  • South Portland Pathway (Eastern Trail)

    Rail-Trail

    State: ME
    Length: 5.7 miles
    Surface: Asphalt, Crushed Stone

    An exemplary urban transportation corridor, the 5.7-mile South Portland Parkway (2.1 miles of which are rail-trail) makes an excellent starting point for a bike tour of Portland. The trailhead at Bug Light Park offers easy access and plenty ...
  • Whistle Stop Rail-Trail

    Rail-Trail

    State: ME
    Length: 15.7 miles
    Surface: Crushed Stone, Dirt, Sand

    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 ...
Explore urban trails in and around Winthrop, Maine.Find detailed trail guides for Winthrop bike trails, Winthrop walking paths and much more.Click on a trail below to find trail descriptions, trail maps, photos and reviews. Once you find the trail you’re looking for,plan a trip there and use one of our partners to book your hotel, bed and breakfast, or campground near Winthrop.