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Routes
Road cycling routes
United States
Vermont
Rutland County

Killington Village

The best road cycling routes around Killington Village

3.7

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227

riders

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Road cycling routes around Killington Village traverse the diverse landscapes of Vermont's Green Mountains. The region features winding roads, rolling hills, and varied terrain, with significant elevation gains possible on many routes. Cyclists can expect to ride through lush forests and past natural features, offering a range of physical experiences. The area's topography provides both challenging climbs and rewarding descents.

Best road cycling routes around Killington Village

  • The most popular road cycling route is Billings Farm & Museum – Woodstock…

Last updated: May 21, 2026

3.0

(1)

51

riders

#1.

Billings Farm & Museum – Woodstock Middle Covered Bridge loop from Killington Resort

94.2km

04:22

1,110m

1,110m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Killington Village

Hiking around Killington Village

Cycling around Killington Village

Tips from the Community

Natalie
January 29, 2024, Billings Farm & Museum

Billings Farm is an outdoor museum and dairy farm and a hidden gem of Vermont. It is an especially good place to come if you're cycling with children who will love seeing the farm animals up close, especially the herd of Jersey cows with their beautiful big brown eyes.

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This road is a joy to ride whilst it travels through the woods with stunning hills such as Mount Tom providing the backdrop.

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Alex
January 23, 2024, Woodward Reservoir

Woodward Reservoir in Plymouth, Vermont, offers a calm setting for cyclists. With its quiet reservoir and rural surroundings, riders can take a leisurely break. The reservoir's laid-back atmosphere and practical amenities, like picnic areas, provide a straightforward spot for cyclists to relax amidst Vermont's natural scenery.

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Jamie S.
December 29, 2023, Summit Pond

Summit Pond is a small freshwater pond at the base of West Hill on Killington Road. The Foundry at Summit Pond located on its southern side is a great place to grab a bite to eat on your ride.

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It is worth pedaling through Lincoln Bridge to truly appreciate the design and craftsmanship that went into its creation. Built in 1877, it was restored in the 1980s to ensure its survival for years to come.

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Billings Farm is an outdoor museum and dairy farm and a hidden gem of Vermont. It is an especially good place to come if you're touring with children who will love seeing the farm animals up close, especially the herd of Jersey cows with their beautiful big brown eyes.

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Natalie
December 13, 2023, Westerly Bridge

Woodstock Middle Covered Bridge has spanned the Ottauquechee River since 1969 and was supposedly constructed without the use of any nails.

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David Howells
November 22, 2023, Silver Lake

This beautiful busy 84 acre lake is a popular venue for its sandy swimming area, picnic grounds, and camping area. Surrounded by lush woodland this is a veritable paradise for active people or for the more sedate people amongst us.

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Frequently Asked Questions

How many road cycling routes are available in Killington Village?

Killington Village offers a diverse selection of road cycling routes. Our guide features 6 distinct routes, ranging from easy to difficult, allowing cyclists to explore the region's varied terrain.

What are the difficulty levels of road cycling routes around Killington Village?

Road cycling routes in Killington Village cater to all skill levels. You'll find a mix of difficulties, including 1 easy route, 3 moderate routes, and 2 challenging routes, ensuring options for beginners and experienced riders alike.

Are there any easy road cycling routes suitable for beginners or families?

Yes, there are easy options perfect for beginners or families. The Woodward Reservoir loop from West Bridgewater is an easy 17.9-mile (28.9 km) trail that leads through lush forests and varied terrain, typically completed in about 1 hour 16 minutes.

What kind of scenery can I expect on road cycling routes in Killington Village?

Road cycling in Killington Village offers stunning scenery, characterized by the majestic Green Mountains, winding roads, rolling hills, and lush forests. You'll experience breathtaking vistas, especially during the vibrant fall foliage season in late September and early October.

Are there specific viewpoints or natural attractions along the road cycling routes?

While cycling, you'll encounter numerous scenic spots. The region is known for its panoramic views, with some routes offering glimpses of the Green Mountains. For specific viewpoints, consider visiting Deer Leap Overlook, which provides expansive vistas. The routes themselves often pass through picturesque natural settings like Gifford Woods State Park.

When is the best time of year for road cycling in Killington Village?

The best time for road cycling in Killington Village is typically from late spring through fall. The vibrant fall foliage in late September and early October offers an unforgettable cycling experience with a spectacular tapestry of colors. Summer also provides excellent conditions for riding.

Are there challenging routes for experienced road cyclists seeking significant elevation gain?

Absolutely. Killington Village is an excellent destination for experienced cyclists looking for a challenge. Routes like the Hadley Hill – Spruce Knoll loop from Mountain Green Resort feature over 4,200 feet (1,288 meters) of elevation gain, offering demanding climbs and rewarding descents through the Green Mountains.

Where can I find parking for road cycling routes in Killington Village?

Many road cycling routes in Killington Village start from popular locations like Killington Resort or Mountain Green Resort, which typically offer parking facilities. For specific routes, it's advisable to check the route details on komoot for designated starting points and parking information.

Are there any circular road cycling routes in the area?

Yes, many of the road cycling routes in Killington Village are designed as loops, allowing you to start and end at the same point. Examples include the Billings Farm & Museum – Woodstock Middle Covered Bridge loop from Killington Resort and the Summit Pond loop from Killington.

What do other cyclists say about road cycling in Killington Village?

The road cycling experience in Killington Village is highly rated by the komoot community, with an average score of 3.7 stars from over 3 reviews. Cyclists often praise the diverse landscapes, challenging climbs, and the opportunity to combine natural beauty with cultural points of interest.

Can I find routes that combine natural beauty with cultural points of interest?

Yes, several routes offer a blend of natural beauty and cultural exploration. The Billings Farm & Museum – Woodstock Middle Covered Bridge loop from Killington Resort is a prime example, combining scenic riding with visits to local landmarks.

Are there any long-distance road cycling routes in Killington Village?

For those seeking longer rides, Killington Village offers routes that can extend up to five hours and cover significant distances. The Billings Farm & Museum – Woodstock Middle Covered Bridge loop from Killington Resort is a substantial 59.1-mile (95.1 km) route, providing a comprehensive tour of the region.

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

The duration of road cycling routes in Killington Village varies widely based on distance and elevation. You can find shorter rides like the Woodward Reservoir loop from West Bridgewater, which takes about 1 hour 16 minutes, to longer, more challenging routes that can last over 4 hours, such as the West Hill – Spruce Knoll loop from Mountain Green Resort.

Most popular routes around Killington Village

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