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Touring cycling routes around Winslow are characterized by a mix of paved and unpaved sections, often following historic roads. The region features a landscape that includes lakes, rivers, and varied terrain with moderate elevation changes. Cycling infrastructure in the area supports different types of rides, from dedicated cycleways to shared footways.
Last updated: May 5, 2026
1
riders
42.6km
02:34
330m
330m
Embark on a moderate touring bicycle journey around Messalonskee Lake from Oakland, Maine. This 26.5-mile (42.6 km) loop offers serene views of the lake, the second largest in the Belgrade…
1
riders
50.4km
03:02
370m
370m
Embark on a touring cycling adventure around China Lake, starting from Waterville, Maine. This moderate route spans 31.3 miles (50.4 km) and involves a total elevation gain of 1214 feet…

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20.1km
01:21
170m
170m
The Waterville to Fairfield loop offers a moderate touring bicycle experience, covering 12.5 miles (20.1 km) with 571 feet (174 metres) of elevation gain. You can expect to complete this…
78.5km
04:54
770m
770m
Embark on a challenging touring bicycle adventure around Long Pond and Great Pond from Waterville, Maine. This difficult route spans 48.8 miles (78.5 km), taking you through picturesque lake country…
61.9km
03:41
460m
460m
Embark on a difficult touring bicycle loop connecting Waterville and Augusta, a substantial 38.5 miles (61.9 km) ride. You will gain 1513 feet (461 metres) over an estimated 3 hours…
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Popular around Winslow
Situated among rolling hills and farmland, Great Pond is the largest body of water in the famed Belgrade Chain of Lakes. The maximum depth of the lake is 69 feet as is rated top 5 among Maines crystal clear lakes.
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Messalonskee Lake is one of 5 lakes within the Belgrade Lakes Region. It is a naturally occurring lake, though it has been artificially enlarged with a dam. It's a popular destination for fishing, boating, swimming, and bird & other wildlife spotting.
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Mill Island Park is a great little park in the middle of the Kennebec River. There are picnic area, walking paths, a playground, and more.
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This public footbridge was built in the early 1900s with a toll of 1 cent. After less than a year the original bridge was destroyed in a flood and subsequently rebuilt. The toll was also raised to 2 cents, which is where the common name comes from though the official name is still Ticonic Footbridge. These days there is no toll to cross the bridge, which was added to the National Register of Historic Places in 1973.
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China Lake is a popular destination for water lovers of all stripes, including those that prefer it frozen. The lake and nearby town of the same name have no connection to the seemingly eponymous country of China. Instead the name derives from an old hymn by Timothy Swan that was popular around the time the town was founded.
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China Lake is a popular destination for water lovers of all stripes, including those that prefer it frozen. The lake and nearby town of the same name have no connection to the seemingly eponymous country of China. Instead the name derives from an old hymn by Timothy Swan that was popular around the time the town was founded.
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Long Pond is part of the Belgrade Lakes System and is separated into two distinct sections by a narrow crossing in the middle. Both the southern & northern sections provide habitat for warm and cold water fish species. There are a number of public beaches and boat launches around the lake for people to access the water.
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The touring cycling routes around Winslow feature a diverse landscape, often combining paved and unpaved sections. You'll encounter varied terrain with moderate elevation changes, passing by lakes and river valleys. The region has made efforts to accommodate cyclists with dedicated cycleways, marked lanes, and shared footways.
Yes, there are routes suitable for different ability levels. For an easier option, consider the Waterville to Fairfield loop — Kennebec County, Maine, which is a moderate 12.5-mile (20.1 km) trail. While rated moderate, its shorter distance and lower elevation gain make it more accessible.
For longer rides, you can explore routes like the Long Pond & Great Pond from Waterville, Maine, which spans approximately 48.8 miles (78.5 km) and is considered difficult. Another challenging option is the Waterville to Augusta loop — Kennebec County, Maine, covering about 38.5 miles (61.9 km).
Yes, many of the touring cycling routes around Winslow are designed as loops, offering scenic circular journeys. Examples include the Messalonskee Lake loop from Oakland, Maine and the China Lake loop from Waterville, Maine, both providing waterside cycling experiences.
The Winslow area is rich in natural beauty and historical sites. While cycling, you might encounter highlights such as China Lake. Beyond the immediate routes, the region boasts dramatic features like Petrified Forest National Park, Meteor Crater, and Homolovi State Park, offering unique geological and historical sights.
Winslow's climate makes spring and fall ideal for touring cycling, offering pleasant temperatures. Summers can be very hot, and while winters are milder than many places, conditions can vary. Checking local weather forecasts before your ride is always recommended.
While specific family-friendly touring routes are not detailed, the presence of shared footways and dedicated cycleways suggests options for various cycling experiences. For off-bike exploration, Mill Island Park in nearby Waterville offers facilities, and McHood Park & Clear Creek Reservoir provides opportunities for swimming and hiking in a scenic canyon.
In Winslow, you can visit the iconic 'Standin' on the Corner' Park, immortalized by the Eagles song, a popular photo spot on Historic Route 66. The historic La Posada Hotel, a Fred Harvey House built in 1929, is also an American treasure. Winslow's location on Route 66 adds a nostalgic charm to the town. For more information on local attractions, you can visit visitwinslow.com.
There are 7 touring cycling routes available in the Winslow area on komoot, offering a range of distances and difficulties for exploration.
The touring cycling routes around Winslow are appreciated by the komoot community for their varied terrain, including lake loops and river valleys. Cyclists enjoy the options for different ability levels and the scenic landscapes. More than 2 touring cyclists have used komoot to explore Winslow's varied terrain, highlighting the region's appeal.
Yes, many routes in the Winslow area feature significant bodies of water. For example, the Messalonskee Lake loop from Oakland, Maine offers views around Messalonskee Lake, and the China Lake loop from Waterville, Maine circles China Lake, providing scenic waterside cycling.
The touring cycling routes in Winslow range from easy to difficult. There is 1 easy route, 4 moderate routes, and 2 difficult routes, providing options for various fitness levels and preferences.


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