5.0
(1)
64
riders
10
rides
Road cycling routes around Wilmington traverse a landscape characterized by rolling hills, dense woodlands, and scenic river valleys. The region offers varied terrain, from gentle ascents along lakeshores to more challenging climbs through forested areas. Road cyclists can expect routes that wind through rural settings, often featuring views of the surrounding Vermont countryside. The elevation changes are moderate to significant, providing diverse experiences for different skill levels.
Last updated: July 9, 2026
5.0
(1)
17
riders
31.9km
01:29
390m
390m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
7
riders
82.4km
04:50
1,130m
1,130m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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6
riders
59.0km
03:30
900m
900m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
3
riders
33.5km
02:18
560m
560m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
3
riders
71.7km
03:43
1,010m
1,010m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Popular around Wilmington
A small, pretty lake just off the Valley Trail — your reward for a little bit or a little of walking, depending on where you started the trail.
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This statue honors Elizabeth Page "Molly" Stark, the wife of General John Stark, who won the Battle of Bennington during the American Revolutionary War. Molly herself is said to have been a staunch, fierce, and devoted woman during the difficult times of war.
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There are 8 distinct road cycling routes around Wilmington, offering a variety of experiences for different skill levels. These routes are highly rated by the komoot community, with an average score of 5.0 stars.
While there are no routes specifically graded as 'easy,' several moderate routes offer a good starting point for less experienced cyclists. These routes feature rolling hills and scenic views without overly challenging climbs. For example, the Mirror Lake loop from Lake Raponda is a moderate 19.8-mile ride.
For those seeking longer rides, Wilmington offers several challenging routes. The West River overlook – Newfane Store loop from Lake Raponda is a difficult 51.2-mile path with significant elevation gain, providing expansive views. Another option is the Molly Stark statue loop from Molly Stark State Park, which covers 44.6 miles.
The road cycling routes around Wilmington are generally characterized by rolling hills and moderate to significant elevation changes, making them more suitable for cyclists with some experience. While there are no routes specifically designated as 'family-friendly' for very young children, the moderate routes like the Mirror Lake loop from Lake Raponda could be enjoyable for families with older, experienced children.
The best time for road cycling in Wilmington is typically from late spring through early fall. During these months, the weather is generally mild, and the Vermont countryside is vibrant with lush greenery or stunning fall foliage. Winter cycling can be challenging due to snow and ice.
Yes, many of the road cycling routes in Wilmington are designed as loops, allowing you to start and end at the same point. Examples include the popular Mirror Lake loop from Lake Raponda, the Molly Stark statue – Jarvis Hill loop from Lake Raponda, and the Molly Stark statue – Mirror Lake loop from Mirror Lake.
Wilmington's road cycling routes offer diverse and picturesque scenery. You can expect to ride through rolling hills, dense woodlands, and scenic river valleys. Many routes feature views of lakes, such as Mirror Lake and Lake Raponda, and provide expansive vistas of the surrounding Vermont countryside, including overlooks like the West River overlook.
Generally, no special permits are required for road cycling on public roads and designated routes in the Wilmington area. However, it's always a good practice to respect private property and adhere to local traffic laws and regulations.
The duration of road cycling routes in Wilmington varies significantly based on distance and difficulty. For instance, the moderate Mirror Lake loop from Lake Raponda typically takes about 1 hour 29 minutes, while the more challenging West River overlook – Newfane Store loop from Lake Raponda can take around 4 hours 50 minutes.
The komoot community highly rates the road cycling experience in Wilmington, with an average score of 5.0 stars. Reviewers often praise the varied terrain, from gentle ascents to challenging climbs, and the beautiful natural environment, including lake views and forested roads. The well-maintained routes and the opportunity to explore the Vermont countryside are frequently highlighted.
Yes, Wilmington offers several difficult routes ideal for advanced road cyclists. These routes feature significant elevation gains and longer distances. The West River overlook – Newfane Store loop from Lake Raponda, a 51.2-mile route with over 3,700 feet of elevation gain, is a prime example. Another challenging option is the Molly Stark statue – Jarvis Hill loop from Lake Raponda, covering 37.2 miles with substantial climbing.


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