9
riders
3
rides
Touring cycling around Wilmington offers routes through the Green Mountains region of Vermont, characterized by rolling hills, dense forests, and scenic waterways like the Deerfield River and Mirror Lake. The terrain includes significant elevation changes, providing challenging climbs and rewarding descents. This area provides a mix of natural landscapes, from lakeside paths to more strenuous mountain routes.
Last updated: July 8, 2026
2
riders
67.7km
05:37
960m
950m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
26.8km
01:38
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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2
riders
35.0km
02:28
630m
630m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
27.0km
01:49
410m
410m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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Nice view of the reservoir, plenty of places to sit. Decent, but exposed stealth camping option for a three-day tour of the Roundabout Battlebro route in a pinch.
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Ample dispersed pull off campsites along this fast, paved gravel descent. Not much thru traffic, but expect competition from car campers for the choicest sites.
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Touring cycling around Wilmington takes you through the Green Mountains region of Vermont. You'll encounter rolling hills, dense forests, and scenic waterways like the Deerfield River and Mirror Lake. The routes feature significant elevation changes, offering both challenging climbs and rewarding descents through varied natural landscapes.
The touring cycling routes around Wilmington are generally categorized as moderate to difficult due to the hilly terrain and elevation changes. There are no routes specifically listed as 'easy' in this guide. However, routes like the Mirror Lake – Molly Stark statue loop from Chimney Hill or the Molly Stark statue loop from Mirror Lake are rated as moderate and might be more approachable for those newer to touring cycling in a mountainous region.
Route durations vary depending on distance and elevation. For example, the Deerfield River – Molly Stark statue loop from Mt Mills West Picnic Area is a longer ride, typically taking around 5 hours 36 minutes. Shorter, moderate routes like the Mirror Lake – Molly Stark statue loop from Chimney Hill can be completed in about 2 hours.
Yes, all the touring cycling routes featured in this guide are circular loops. This includes popular options such as the Deerfield River – Molly Stark statue loop from Mt Mills West Picnic Area, the Mirror Lake – Molly Stark statue loop from Chimney Hill, and the Mirror Lake loop from Cooper Hill.
The best seasons for touring cycling in Wilmington are typically spring, summer, and fall. These seasons offer pleasant temperatures and vibrant scenery, from spring blossoms to spectacular fall foliage. Winter cycling can be challenging due to snow and ice, especially in the Green Mountains.
The routes offer diverse scenic views, including the tranquil waters of Mirror Lake, the winding Deerfield River, and expansive vistas of the dense Green Mountain forests. You'll also encounter landmarks like the Molly Stark statue, providing picturesque backdrops for your ride.
Many routes incorporate the Molly Stark statue, a notable local landmark. You'll also cycle alongside the scenic Deerfield River and around Mirror Lake, offering beautiful natural points of interest. The routes themselves traverse the picturesque Green Mountains, providing continuous natural beauty.
Wilmington experiences four distinct seasons. Summers are generally warm and humid, while spring and fall offer cooler, more moderate temperatures. Winters are cold with significant snowfall. Always check the local forecast before heading out, as mountain weather can change rapidly.
This guide features 5 distinct touring cycling routes around Wilmington, offering a range of distances and difficulty levels through the region's diverse landscapes.
The routes in Wilmington feature significant elevation changes, characteristic of the Green Mountains. For example, the Deerfield River – Molly Stark statue loop from Mt Mills West Picnic Area involves over 950 meters of ascent, while the Mirror Lake – Molly Stark statue loop from Drop Off Area includes over 630 meters of climbing.
Given the moderate to difficult ratings and significant elevation changes on most routes, touring cycling in Wilmington might be more challenging for younger children or beginner family cyclists. Routes like the Molly Stark statue loop from Mirror Lake, rated moderate, could be considered for families with older, experienced cycling children.
While specific regulations for each route are not provided, generally, dogs are welcome on many outdoor trails in Vermont, especially if kept on a leash. However, it's always best to check local signage or specific park regulations for each trail to ensure dog-friendly access before you go.


Browse the best Cycling routes in other regions.