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Killington

The best cycling routes around Killington

4.7

(291)

3,931

riders

276

rides

Touring cycling around Killington, Vermont, offers diverse terrain within the Green Mountains, characterized by winding roads and rolling hills. The region features lush forests, scenic valleys, and significant elevation changes, providing varied experiences for cyclists. These physical features contribute to a network of routes suitable for different skill levels, from moderate rides to challenging climbs.

Best touring cycling routes around Killington

  • The most popular touring cycling route is Kirkby Lonsdale & Dentdale loop from Sedburgh, a 33.8 miles (54.4…

Last updated: April 26, 2026

5.0

(3)

47

riders

#1.

Kirkby Lonsdale & Dentdale loop from Sedburgh

54.4km

03:39

800m

800m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

4

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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Killington

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Tips from the Community

MikeT
July 2, 2025, The Churchmouse at Barbon

Sadly shut now.

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Lovely licensed cafe have a warm Yorkshire welcome to 4 wet cyclists. Tea and meat pie with chips.

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Great for a lunch stop. Under no circumstances miss the deep fried Wensleydale

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Has been closed for a year

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Appears to be closed at the moment - Feb '25

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Andy
November 8, 2024, Water Cut Sculpture

Stunning views down down Mallastang

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Their homemade ice creams are delicious!

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Dent Town in the heart of Dentdale is a real chocolate box village. With its beautiful cobbled streets, historical architecture, accommodation offerings, two pubs, shops and cafes, it offers a great day out or place to stay when adventuring in the area.

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Frequently Asked Questions

How many touring cycling routes are available around Killington?

There are over 280 touring cycling routes around Killington, offering a wide range of experiences. These routes are highly rated by the komoot community, with an average score of 4.7 stars.

What kind of terrain can I expect on touring cycling routes in Killington?

Killington's touring cycling routes are set within the picturesque Green Mountains, featuring diverse terrain with winding roads and rolling hills. You'll encounter lush forests, scenic valleys, and significant elevation changes, providing options from moderate rides to challenging climbs.

Are there any challenging touring cycling routes for experienced riders?

Yes, Killington offers several challenging routes. For instance, the Billings Farm & Museum – Woodstock Middle Covered Bridge loop is a difficult 59.1-mile route with 1,120 meters of elevation gain, requiring very good fitness. The 6.5-mile climb up Killington Road also presents a significant challenge with an average 3.7% gradient and sections reaching 10.3%.

Are there any family-friendly or easier touring cycling options in Killington?

While many routes feature rolling hills, some options are more moderate. The Woodward Reservoir loop from West Bridgewater is a 17.9-mile trail through varied terrain that can be completed in about 1 hour and 16 minutes, offering a less strenuous option. For a leisurely experience, consider electric bike rentals and self-guided tours that visit local craft breweries, farm stands, and sugarhouses.

What natural landmarks or scenic viewpoints can I see along the routes?

The Killington area is rich in natural beauty. You might encounter views of Killington Peak, the second-highest mountain in Vermont, offering panoramic vistas on clear days. Other notable features include the ancient forests of Gifford Woods State Park and the dramatic 140-foot cascade of Cautley Spout Waterfall, accessible via a universally accessible portion of the Appalachian Trail.

What is the best time of year for touring cycling in Killington?

The best time for touring cycling in Killington is typically from late spring through early fall. During these seasons, the weather is generally favorable, and the lush forests and scenic views of the Green Mountains are at their peak. Fall foliage offers particularly stunning rides.

Are there any circular touring cycling routes in the Killington area?

Yes, many touring cycling routes in Killington are designed as loops, allowing you to start and end at the same point. Examples include the West Hill – Spruce Knoll loop from Mountain Green Resort and the Woodward Reservoir loop from West Bridgewater, providing convenient options for exploration.

Where can I find amenities like bike rentals or repairs in Killington?

Killington provides resources for cyclists. Shops like First Stop Board Barn offer gear, rentals, and service for various biking needs. Additionally, Vermont Bike & Brew provides electric bike rentals and self-guided tours, which can be a great way to explore the region.

What other outdoor activities are available in Killington besides touring cycling?

Killington is an outdoor enthusiast's paradise. Beyond touring cycling, you can enjoy extensive mountain biking at Killington Bike Park, hiking on sections of the Appalachian and Long Trails, kayaking, swimming, fishing, golfing, rock climbing, and zip-lining. In winter, it's a premier destination for skiing and snowboarding.

Are there any cultural attractions or places to explore near the cycling routes?

Absolutely. The Barbondale Valley is a picturesque area to cycle through. In nearby Woodstock, the Billings Farm and Museum offers a glimpse into historic rural Vermont life. For those interested in local brews, Long Trail Brewery provides a chance to sample craft beers with mountain views.

What are the typical distances and durations for touring cycling routes in Killington?

Routes vary significantly. You can find shorter trails like the 17.9-mile Woodward Reservoir loop, which takes about 1 hour and 16 minutes. Longer, more challenging routes, such as the 59.1-mile Billings Farm & Museum – Woodstock Middle Covered Bridge loop, can take around 4 hours and 28 minutes to complete, depending on your pace and fitness level.

What makes the Green Mountains a unique backdrop for cycling in Killington?

The Green Mountains provide a magnificent and ancient backdrop for cycling, with some formations over 900 million years old. Their diverse terrain of mountains, valleys, and forests creates constantly changing scenery, from lush summer greenery to vibrant fall foliage, making every ride visually engaging.

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