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.
Last updated: May 16, 2026
8
riders
45.5km
04:17
870m
870m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
riders
6.38km
00:38
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
5.0
(1)
5
riders
19.7km
01:18
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
6
riders
54.2km
03:34
760m
760m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
15
riders
16.9km
01:39
290m
290m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.0
(1)
2
riders
19.7km
01:13
210m
210m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
23.6km
02:26
460m
460m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
12.7km
01:12
190m
190m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
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
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.
0
0
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.
0
0
This is another very nice pond in the area used for fishing and rafting.
0
0
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.
0
0
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.
0
0
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.
0
0
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.
0
0
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


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