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Routes
Road cycling routes
United States
Vermont
Windham County

Wilmington

The best road cycling routes around Wilmington

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.

Best road cycling routes around Wilmington

  • The most popular road cycling route is Mirror Lake loop from Lake Raponda, a 19.8 miles (31.9 km) trail that takes 1 hour 29 minutes to complete. This moderate route offers views of Mirror Lake and the surrounding natural environment.
  • Another top favourite among local road cyclists is West River overlook – Newfane Store loop from Lake Raponda, a difficult 51.2 miles (82.4 km) path. This route features significant elevation gain and passes by the West River overlook, providing expansive views.
  • Local road cyclists also love the Molly Stark statue – Jarvis Hill loop from Lake Raponda, a 37.2 miles (59.8 km) trail leading through forested hills and past the Molly Stark statue, often completed in about 3 hours 32 minutes.
  • Road cycling around Wilmington is defined by rolling hills, forested roads, and lake views. The network offers options for both moderate and difficult ability levels, catering to various road cycling preferences.
  • The routes in Wilmington are highly rated by the komoot community with an average score of 5.0 stars from over 1 review. More than 60 road cyclists have used komoot to explore Wilmington's varied terrain.

Last updated: July 9, 2026

5.0

(1)

17

riders

#1.

Mirror Lake loop from Lake Raponda

31.9km

01:29

390m

390m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard
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Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard
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Popular around Wilmington

Hiking around Wilmington

Cycling around Wilmington

Tips from the Community

Lisa
October 12, 2023, Mirror Lake

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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Lisa
October 12, 2023, Molly Stark statue

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.

1

0

Frequently Asked Questions

How many road cycling routes are available around Wilmington?

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.

Are there any beginner-friendly road cycling routes in Wilmington?

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.

What are some options for long-distance road cycling in Wilmington?

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.

Are there any family-friendly road cycling routes in the Wilmington area?

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.

What is the best time of year for road cycling in Wilmington?

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.

Are there any loop road cycling routes around Wilmington?

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.

What kind of scenery can I expect on Wilmington's road cycling routes?

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.

Are there any permits required for road cycling on trails in Wilmington?

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.

What are the typical durations for road cycling routes in Wilmington?

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.

What do other road cyclists enjoy most about cycling in Wilmington?

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.

Are there any challenging road cycling routes for advanced riders in Wilmington?

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.

Most popular routes around Wilmington

Hiking around Wilmington

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