5.0
(2)
73
riders
11
rides
Road cycling routes around Chimney Hill are set against the backdrop of the Green Mountains, offering varied terrain for cyclists. The region is characterized by the southeastern slopes of Haystack Mountain and borders the Green Mountain National Forest, providing a mix of thick woodlands and quiet backroads. Cyclists can expect to find routes winding through rolling farmland and forest lanes, with mountain views. This area provides diverse landscapes suitable for road cycling.
Last updated: April 27, 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.
8
riders
73.6km
03:51
1,300m
1,300m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(2)
16
riders
30.5km
01:27
310m
310m
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.
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.
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Popular around Chimney Hill
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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You can explore 11 road cycling routes around Chimney Hill, offering diverse experiences for various skill levels. These routes are set against the backdrop of the Green Mountains, providing a mix of thick woodlands and quiet backroads.
The terrain around Chimney Hill is varied, featuring quiet backroads, rolling farmland, and forest lanes. You'll encounter scenic landscapes with mountain views, particularly on the southeastern slopes of Haystack Mountain and bordering the Green Mountain National Forest.
Yes, there are routes suitable for beginners. For example, the Molly Stark statue loop from Snow Lake is an easy 16.9-mile trail that leads through varied landscapes, making it a good option for those new to road cycling in the area.
Experienced riders looking for a challenge can tackle routes with significant elevation gain. The Snow Lake – Mill Pond loop from Drop Off Area is a difficult 45.7-mile path with substantial climbing, while the West River overlook – Newfane Store loop from Lake Raponda offers another difficult option spanning over 50 miles.
Road cycling routes in Chimney Hill offer views of the Green Mountains and pass through thick woodlands. You can find scenic spots like the West Side of Adams Reservoir, which is particularly vibrant during the fall foliage season. The region also offers glimpses of Haystack Mountain and the broader Green Mountain National Forest.
Yes, many of the road cycling routes around Chimney Hill are loops. A popular moderate option is the Mirror Lake loop from Lake Raponda, which covers 19.8 miles around Lake Raponda. For a more challenging loop, consider the Molly Stark statue – Jarvis Hill loop from Lake Raponda.
The region is known as a 'four-season resort community,' but for road cycling, spring through fall generally offers the best conditions. The fall foliage season is particularly stunning, with leaves turning gold, red, and orange, providing a picturesque backdrop for rides. Winter cycling would be challenging due to snow and ice.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the quiet backroads, varied terrain, and the beautiful mountain views that define the cycling experience in Chimney Hill.
While specific 'family-friendly' designated road cycling paths aren't highlighted, the presence of easy-grade routes like the Molly Stark statue loop from Snow Lake, combined with the region's quiet backroads, can offer suitable options for families looking for less strenuous rides. Always assess the route's specific conditions and traffic before heading out with children.
While specific parking areas for each route are not detailed, many routes start from locations like Lake Raponda or Snow Lake, which typically offer parking facilities for outdoor enthusiasts. It's advisable to check the starting point of your chosen route for available parking options.
The region around Chimney Hill, including nearby towns, offers amenities for visitors. While specific cafes directly on the routes are not listed, the area's focus on outdoor recreation suggests that local establishments in Wilmington or other nearby communities would provide options for refreshments and meals.


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