South Windham is a region in Maine characterized by its hilly and forested terrain, offering diverse natural landscapes for outdoor pursuits. The area features a mix of hardwood trees, winding paths through dense forests, and views of the White Mountains and Little Duck Pond. This geography makes it suitable for several sports like hiking, road cycling, touring cycling, and gravel biking. Extensive trail networks and conservation areas provide varied environments for exploration.
South Windham…
33
Routes
5
(4)
Average rating
157
People visited

3
hikers
2.31km
00:42
80m
80m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

2
hikers
7.65km
02:02
80m
90m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

2
hikers
2.04km
00:33
20m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

1
hikers
3.46km
00:57
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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10
riders
97.5km
04:41
870m
870m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

8
riders
44.0km
02:16
550m
550m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

7
riders
61.9km
02:56
610m
610m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

5
riders
42.9km
02:13
440m
440m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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5.0
(2)
15
riders
41.1km
03:11
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

10
riders
30.5km
02:31
120m
120m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5
riders
33.3km
02:15
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

7
riders
48.7km
03:53
450m
450m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5
riders
40.9km
02:35
270m
270m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5
riders
42.0km
02:45
220m
220m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
riders
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

9
riders
46.9km
02:47
210m
210m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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South Windham offers opportunities for hiking, road cycling, touring cycling, and gravel biking. The region features extensive trail networks and conservation areas suitable for various skill levels. Over 190 visitors have explored routes in the area, which hold an average rating of 5.0 stars on komoot.
The East Windham Conservation Area features an 8-mile (13 km) trail network with scenic mountain and water views, including vistas of the White Mountains and Little Duck Pond. The Lowell Preserve offers over 8 miles (13 km) of trails across more than 300 acres. For more options, explore Hiking around South Windham.
Yes, South Windham provides trails suitable for beginners and those seeking less strenuous options. The East Windham Conservation Area is developing a universal access trail with a 12-foot (3.7 m) wide gravel surface. For specific routes, refer to Easy hikes around South Windham.
The Mountain Division Trail is a paved rail-with-trail connecting Windham, Gorham, and Standish, suitable for road and touring cycling. This trail is part of a larger vision for a 50-mile (80 km) rail-trail. Find more routes in Road Cycling Routes around South Windham and Cycling around South Windham.
South Windham offers excellent gravel biking opportunities. The Mountain Division Trail has unpaved segments south of Mallison Falls Road suitable for fat tires due to rocky surfaces. Old logging roads and former rail lines also serve as ideal gravel routes. Discover more in Gravel biking around South Windham.
Trails in South Windham traverse hilly and forested terrain with hardwood trees. Visitors can find scenic views of the White Mountains and Little Duck Pond, especially from the East Windham Conservation Area. The Lowell Preserve features unique 'porcupine caves' and diverse natural environments.
Many trails in South Windham are suitable for families, particularly those with gentler slopes and well-maintained paths. The East Windham Conservation Area is developing a universal access trail, making it more accessible for all visitors. Easy hiking guides can provide suitable options for families.
Specific regulations regarding dogs vary by trail and conservation area. Visitors should check local signage or the official website for the Town of Windham for current rules on leash requirements and pet waste disposal before visiting. Generally, dogs are permitted on many trails if leashed.
Komoot offers several guides for South Windham, including Hiking around South Windham, Easy hikes around South Windham, Road Cycling Routes around South Windham, Cycling around South Windham, and Gravel biking around South Windham.
For general inquiries about South Windham and the surrounding area, the official website for the Town of Windham, Maine, is windhammaine.gov. The general inquiry phone number for the Town of Windham is (207) 892-1907.
The East Windham Conservation Area is a significant natural space featuring an 8-mile (13 km) trail network. It offers scenic mountain and water views, including vistas of the White Mountains and Little Duck Pond. This area is part of a larger 2,000-acre (809 ha) conservation corridor.
The Lowell Preserve is a forested conservation area in South Windham spanning over 300 acres (121 ha). It features more than 8 miles (13 km) of trails. The preserve is known for its diverse natural environments and unique 'porcupine caves'.

