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Routes
Cycling routes
United States
Vermont

Rutland County

The best cycling routes in Rutland County

4.5

(4)

134

riders

35

rides

Touring cycling routes in Rutland County, Vermont, traverse a landscape characterized by the Green Mountains, serene lakes, and extensive trail networks. The region features challenging climbs and rolling country roads, offering varied terrain for cyclists. Key natural features include parts of the Green Mountains, with peaks like Killington Mountain, and tranquil waters such as Chittenden Reservoir and Lake Bomoseen. Forests like Aitken State Forest and the Green Mountain National Forest also contribute to the diverse cycling environment.

Best touring cycling routes in Rutland County

  • The most popular touring cycling route is Pine Hill Park loop from Rutland City, a 4.7 miles (7.6 km) trail that takes 45 minutes to complete, offering an easy loop through the park.
  • Another top favourite among local touring cyclists is SVT Ringmaster loop from Middletown Springs, a difficult 28.3 miles (45.5 km) path that includes significant elevation gain over its 4 hours 17 minutes duration.
  • Local touring cyclists also love the Lake Bomoseen – Scotch Hill Road loop from Fair Haven, a 12.2 miles (19.7 km) trail leading through the scenic area around Lake Bomoseen, often completed in about 1 hour 13 minutes.
  • Touring cycling in Rutland County is defined by mountainous terrain, serene lakes, and rolling country roads. The network offers options for different ability levels, from easy loops to challenging mountain climbs.
  • The routes in Rutland County are highly rated by the komoot community with an average score of 4.3 stars from more than 3 reviews. More than 100 touring cyclists have used komoot to explore Rutland County's varied terrain.

Last updated: May 16, 2026

8

riders

#1.

SVT Ringmaster loop from Middletown Springs

45.5km

04:17

870m

870m

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

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Hard

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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5.0

(1)

5

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

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

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 Rutland County

Cycling in Robert T. Stafford White Rocks National Recreation Area

Cycling in Jim Jeffords State Forest

Cycling around East Poultney

Cycling around Killington Village

The Long Trail — America's oldest long-distance path

Hiking in Rutland County

Road Cycling Routes in Rutland County

MTB Trails in Rutland County

Running Trails in Rutland County

Gravel biking in Rutland County

Other adventures in Rutland County

The Long Trail — America's oldest long-distance path

Hiking Collection by

Jamie S.

Tips from the Community

Sue
February 5, 2024, Gifford Woods State Park

Gifford Woods State Park is a popular destination for outdoor enthusiasts and Appalachian Trail through-hikers. The park has a wooded picnic area, two camping loops with water and restrooms, and one of Vermont's few remaining old-growth hardwood tree stands. The stand is home to grand-sized trees like sugar maple, beech, yellow birch, white ash, and hemlock, and the park's understory is rich with beautiful native wildflowers.

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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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Will
December 29, 2023, Muddy Pond

This is another very nice pond in the area used for fishing and rafting.

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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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Scott
December 14, 2023, Pine Hill Park

Spanning 325 acres, this haven boasts 17 miles (ca. 27 km) of top-notch single-track trails. Ideal for mountain biking, and other outdoor sports in central Vermont. Explore old logging roads amid stunning forests and scenic vistas.

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Scott
November 16, 2023, Pine Hill Park

Spanning 325 acres, this haven boasts 17 miles (ca. 27 km) of top-notch single-track trails. Ideal for mountain biking, and other outdoor sports in central Vermont. Explore old logging roads amid stunning forests and scenic vistas.

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Scott
November 16, 2023, Rocky Pond

Traverse Giorgetti to the park boundary near Rocky Pond on a singletrack, to avoid the eroded old pond road. You will be inspired to explore the great views, especially at Stegosaurus entrance overlooking the pond.

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Frequently Asked Questions

How many touring cycling routes are available in Rutland County?

Rutland County offers a diverse selection of over 30 touring cycling routes. These routes cater to various skill levels, from easy loops to challenging mountain climbs, allowing cyclists to explore the region's unique landscapes.

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

You can expect a varied terrain that includes challenging climbs through the Green Mountains, serene stretches around lakes, and rolling country roads. The region is characterized by its mountainous landscape, tranquil waters, and extensive trail networks, providing a mix of experiences for touring cyclists.

Are there easy touring cycling routes suitable for beginners or families in Rutland County?

Yes, Rutland County has 5 easy touring cycling routes. A great option for beginners or families is the Pine Hill Park loop from Rutland City, which is a 4.7-mile easy loop through the park, typically taking about 45 minutes to complete.

Where can I find challenging touring cycling routes in Rutland County?

For those seeking a challenge, Rutland County offers 16 difficult touring cycling routes. One such route is the SVT Ringmaster loop from Middletown Springs, a demanding 28.3-mile path with significant elevation gain, taking approximately 4 hours and 17 minutes to complete.

Are there any circular touring cycling routes in Rutland County?

Many routes in Rutland County are designed as loops. For instance, the Lake Bomoseen – Scotch Hill Road loop from Fair Haven offers a scenic 12.2-mile circular ride around Lake Bomoseen, which can be completed in about 1 hour and 13 minutes.

What natural attractions can I explore near the touring cycling routes in Rutland County?

Rutland County is rich in natural beauty. Near many routes, you can find attractions like the majestic Killington Peak Summit, the scenic Deer Leap Overlook, and the tranquil Little Rock Pond. These offer great opportunities for exploration off the bike.

Can I find routes that offer scenic viewpoints?

Absolutely. The mountainous terrain of Rutland County provides numerous opportunities for stunning views. Highlights like the Deer Leap Overlook and the summit of Pico Peak are accessible near some touring routes, offering panoramic vistas of the Green Mountains and surrounding valleys.

Are there touring cycling routes that pass by lakes or water bodies?

Yes, Rutland County is home to several beautiful lakes. The Lake Bomoseen – Scotch Hill Road loop from Fair Haven is a prime example, leading you through the scenic area around Lake Bomoseen. Other routes may pass by Chittenden Reservoir, Half Moon Pond, and Lake St. Catherine, offering picturesque waterside cycling.

Where can I find parking for touring cycling routes in Rutland County?

Many popular trailheads and starting points for touring cycling routes in Rutland County offer designated parking. For example, the SVT Ringmaster loop from SVT Fairgrounds Trailhead parking indicates a specific parking area for convenience. It's always a good idea to check the route details on komoot for specific parking information.

What do other touring cyclists enjoy about the routes in Rutland County?

The touring cycling routes in Rutland County are highly rated by the komoot community, with an average score of 4.3 stars. Cyclists often praise the diverse terrain, from challenging mountain climbs to serene lakeside paths, and the stunning natural beauty of the Green Mountains and tranquil lakes.

When is the best season for touring cycling in Rutland County?

The best season for touring cycling in Rutland County is typically from late spring through early fall. During these months, the weather is generally pleasant, and the natural landscapes, including the Green Mountains and various lakes, are at their most vibrant. Fall foliage offers a particularly spectacular backdrop for cycling.

Can I expect to see wildlife while touring cycling in Rutland County?

Yes, Rutland County's extensive forests, such as Aitken State Forest and the Green Mountain National Forest, provide habitats for various wildlife. Cyclists often report sightings of deer, various bird species, and other small animals, especially on quieter routes away from urban areas. Early mornings or late afternoons are often the best times for wildlife viewing.

Are there any routes that explore specific parks or forests?

Certainly. The Gifford Woods State Park loop from Giffords Woods State Park is a moderate 11.2-mile route that takes you through the beautiful state park. Additionally, routes like the Pine Hill Park loop from Rutland City offer cycling within dedicated parkland, providing a mix of natural scenery and maintained trails.

Most popular routes in Rutland County

Hiking in Rutland County

Most popular attractions in Rutland County

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Didn’t find what you were looking for?

Check out more Cycling routes throughout Rutland County below and find the perfect route in your destination.

Robert T. Stafford White Rocks National Recreation AreaEast PoultneyJim Jeffords State ForestKillington Village

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Things to Do around West Rutland

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