The best cycling routes around South Windham
4.7
(3)
121
riders
12
rides
Touring cycling around South Windham offers routes through scenic landscapes characterized by wooded areas, river views, and a developed rail-trail system. The region features the Presumpscot River, which provides water views, and interconnected trail networks. Many routes traverse forests, wetlands, and former rail corridors, offering varied terrain for cyclists. The area's topography includes generally flat sections, particularly along rail-trails, with some routes incorporating gentle elevation changes.
Best touring cycling routes around South Windham
- The most popular touring cycling route is…
Last updated: June 23, 2026
29
riders
12.8km
01:11
60m
60m
The Moody Trail System loop via Frazier Trail offers a delightful journey through Gorham, Maine, showcasing diverse landscapes from dense forests to open wetlands. You'll pedal along a mix of…
15.5km
00:57
130m
130m
The Mountain Division and Presumpscot River Loop offers a delightful blend of smooth rail trail and natural riverside paths, making it a unique touring cycling experience. You'll pedal through open…
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25.9km
01:35
190m
190m
Cycle the 16.1-mile Middle Jam Road & River Road loop via Babb's Bridge in Windham, Maine, a moderate route with scenic river views.
21.8km
01:15
110m
110m
This easy 13.6-mile touring cycling loop connects Gorham and Westbrook, offering a pleasant ride with 356 feet of elevation gain.
33
riders
12.4km
01:07
80m
80m
The Moody Trail System loop near Gorham offers a delightful touring cycling experience, winding through a mix of natural, wooded areas and open fields. You'll encounter varied terrain, from smooth…
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Tips from the Community
I love this bridge. But, a dump truck tried to cross it and collapsed the floor. Not sure the repair time frame. 9/21/24
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I always feel like a freight train rolling down this section, it's just lovely!
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Entering the property of Smiling Hill Farm is like taking a step back in time. There is a small entry fee to walk around the property (you'll have to walk your bike), and you can even try some of their famous homemade milk. The farm and homestead operates much like it did when it was originally founded in the 1720s, and it serves as a reminder of what treating the land with respect looks like.
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The hall is part of the University of Southern Maine. It used to be part of the Western Normal School at the end of the 19th century. The building was named after William Corthell, the first principal of the school. Today, it is used as an events venue by the university.
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The Frazier Trail offers access from downtown Gorham to the large trail networks within the Weeks and Moody Trail Systems. This is a really popular wide trail that anyone in the family can do.
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A mountain biker's dream, Moody Trail System winds through Frazier Preserve's lush forests as a scenic single track dotted with thrilling stream crossings. Let the swooping path take you up and down rocky ridges under a shady canopy one minute, then emerge to skirt a sun-speckled stream the next. With its mix of woodland challenges and riparian views, Moody captivates riders who love nature’s adrenaline rush.
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The hall is part of the University of Southern Maine. It used to be part of the Western Normal School at the end of the 19th century. The building was named after William Corthell, the first principal of the school. Today, it is used as an events venue by the university.
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Babb's Bridge is a covered bridge that crosses Presumpscot River between the towns of Gorham and Windham. The current bridge is a replica of the original bridge that was built in the 19th century and was destroyed by arson in 1973.
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Frequently Asked Questions
How many touring cycling routes are available in South Windham?
There are over 10 touring cycling routes in South Windham, offering a variety of options for different skill levels and preferences.
What kind of terrain can I expect on touring cycling routes in South Windham?
Touring cycling routes in South Windham primarily feature rail-trails, river corridors, and wooded paths. You'll find generally flat sections, especially along the paved Mountain Division Trail, with some routes incorporating gentle elevation changes through forests and wetlands. The region is known for its scenic landscapes and river views.
Are there any family-friendly touring cycling routes in South Windham?
Yes, many routes in South Windham are suitable for families, particularly those utilizing the rail-trail system. The Moody Trail System loop via Frazier Trail is an easy 8-mile route traversing wooded areas, ideal for a family outing. The Mountain Division Trail, part of the broader Sebago to the Sea Trail, is also generally flat and paved, making it accessible for various ages.
What are some scenic highlights or landmarks I can see along the touring cycling routes?
Along the touring cycling routes, you can enjoy picturesque wooded areas, river views, and natural features like the Presumpscot River. Notable landmarks include the historic Babb's Bridge, which you can cross on the Middle Jam Road & River Road loop. You might also encounter the ruins of a canal and the Oriental Powder Mill near Gambo Dam along the Mountain Division Trail. For a natural spectacle, consider visiting Jewell Falls.
Are there any circular touring cycling routes in the area?
Yes, South Windham offers several circular touring cycling routes. A popular option is the Mountain Division and Presumpscot River Loop, which combines a rail-trail section with scenic views along the Presumpscot River. Another great choice is the Gorham-Westbrook & Congress Street Bike Route loop, offering a diverse ride.
What is the best time of year for touring cycling in South Windham?
The best time for touring cycling in South Windham is generally from spring through fall. During these seasons, the weather is pleasant, and the natural landscapes, including wooded areas and river views, are at their most vibrant. While some trails may be accessible in winter, many cyclists prefer the warmer months for optimal conditions.
Where can I find parking for touring cycling routes in South Windham?
Parking is available at various access points for the trail networks. For the Mountain Division Trail, you can typically find access and parking near the South Windham Fire Station off Route 202 or off Gambo Road. Many local parks and trailheads also offer designated parking areas for outdoor enthusiasts.
What do other touring cyclists enjoy most about cycling in South Windham?
The area is highly rated by the komoot community, with an average score of 4.7 stars. Reviewers often praise the quiet, scenic rail-trails, the beautiful river views, and the accessibility of routes for various skill levels. The combination of natural beauty and well-maintained paths makes for an enjoyable cycling experience.
Are there any easy touring cycling routes for beginners?
Absolutely. South Windham is well-suited for beginners, with 12 out of 13 routes rated as easy. The Mountain Division Trail, for instance, is a paved rail-with-trail that offers a generally flat and easy ride. The Mountain Division Trail – Snake Pond loop from Little Falls is another easy option, providing a pleasant 10.8-mile ride.
Can I combine touring cycling with other activities like visiting a waterfall?
Yes, you can easily combine your touring cycling trip with visits to nearby natural attractions. For example, Jewell Falls is a beautiful waterfall located within reach of some cycling routes, offering a refreshing stop. The Presumpscot River also provides opportunities for paddling and swimming in areas like Shaw Park.
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