Trails

Hit the Trail, Breathe the Maine Air

Wander through miles of peaceful trails where every path leads to discovery and fresh air.

Black Brook Preserve Trail

The Black Brook Preserve trail network features rolling hills, mature trees, and meandering brooks alongside diverse wildlife and plant life. These scenic trails offer an excellent location for bird watching while experiencing the historic charm and natural beauty of Windham.

  • Over 600 feet of “bog bridges” protect wetlands and keep hikers’ feet dry
  • Wild blueberries are abundant in summer fields, with blackberries appearing along wooded trails in early September
  • The preserve’s newest residents are beavers, whose dams and lodges can be spotted in the center of the preserve and along brook-side trails
  • Black Brook forms within the preserve before journeying through fields and forests to the Presumpscot River six miles away
  • Cedar benches are scattered throughout the trail system for peaceful rest stops
  • Wildlife sightings include deer, beaver, coyote, fox, porcupines, raccoons, wild turkeys, partridge, skunks, owls, and egrets
  • This preserve is located in the homeland of the Wabanaki People, whose connection to these lands and waters is respectfully acknowledged
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Deer Hollow Sanctuary Trail

Discover this 0.8-mile loop trail near Raymond, Maine. Generally considered an easy route, it takes an average of 14 min to complete. This trail is great for birding, hiking, and snowshoeing, and it’s unlikely you’ll encounter many other people while exploring. The trail is open year-round and is beautiful to visit anytime. Dogs are welcome, but must be on a leash.

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East Windham Conservation Area

The East Windham Conservation Area, conserved in September 2023, features an 8-mile trail network with scenic mountain and water views, including portions that will be fully accessible by 2025. This significant conservation achievement is part of a larger 30-mile trail network connecting multiple preserves across Falmouth and Windham.

  • At 700 acres, this conservation area is the same size as Bradbury State Park
  • It forms part of a 2,000-acre conservation corridor—larger than any state park in Southern Maine
  • The area represents the largest wildlife habitat, clean water, and recreational trail corridor in Greater Portland
  • The Purple Loop offers stunning views of the White Mountains and Little Duck Pond shorefront
  • The Teal Trail features the best mountain view in the entire network
  • More than 400 supporters generously donated to help forever conserve this land
  • The area is part of the homeland of the Wabanaki People, whose connection to these lands and waters is respectfully acknowledged
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Lowell Preserve Trail

The Lowell Preserve encompasses over 300 acres of forested conservation area featuring more than 8 miles of trails. This diverse network accommodates multiple recreational activities, from hiking and mountain biking to horseback riding and ATV use, offering something for every outdoor enthusiast.
Fun Facts

  • The trail system features an infinite number of possible routes through various interconnected loops
  • Main trails consist of two primary loops marked by blue and red blazes, each approximately 1.5 miles long
  • Technical Trails in the northern section offer more challenging terrain ideal for mountain biking and trail running
  • The preserve supports a wide range of recreational activities year-round, including winter sports like snowshoeing and cross-country skiing
  • Trail surfaces vary from packed earth to rocky terrain with changing elevations throughout the preserve
  • Specific trails and sections are clearly marked to indicate allowed uses for different recreational activities
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Mountain Division Trail (Trailhead at Gambo Field)

The mission of the Friends of the Mountain Division Trail is to work with the nine communities along the Mountain Division Rail corridor, Maine Department of Transportation, and other organizations and stakeholders to create a safe, welcoming, contiguous trail that connects existing paved portions of the trail to provide for active transportation and recreation opportunities from Fryeburg to Portland.

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Otter Brook Sanctuary Trail

The Otter Brook Trail meanders alongside the housing development boundary, following the natural path of Otter Brook as it winds through diverse landscapes of tree plantations, woodlands, and marshy wetlands. This scenic route offers visitors an intimate connection with Windham’s varied natural environments.

  • The trail follows the picturesque Otter Brook throughout its course
  • Blue laminated signs guide hikers along the brook’s natural path
  • The northern section briefly intersects with snowmobile trails
  • The trail traverses multiple ecosystems including tree plantations, woods, and marshy wetlands
  • The southern portion of the trail can become particularly wet during spring months
  • The natural, uneven forest floor creates an authentic woodland hiking experience
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