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Routes
Road cycling routes
United States
Vermont
Rutland County

Rutland

The best road cycling routes around Rutland

4.4

(12)

35

riders

12

rides

Road cycling routes around Rutland traverse a landscape characterized by quiet roads and rolling countryside. The region, England's smallest historic county, features gentle undulations rather than high mountains, with the highest point reaching 197 meters. Rutland Water, a large man-made reservoir, forms a central feature, though dedicated road routes extend beyond its immediate perimeter. The area offers an extensive network of well-maintained roads suitable for varied road cycling experiences.

Best road cycling routes around Rutland

  • The most popular road cycling…

Last updated: May 16, 2026

4

riders

#1.

Pine Hill Park – Pine Hill Park loop from Rutland

71.9km

03:12

500m

500m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

4.0

(1)

5

riders

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

Moderate
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5.0

(4)

4

riders

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

Easy

4.0

(1)

2

riders

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

Moderate

3

riders

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

Easy
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Popular around Rutland

Hiking around Rutland

Tips from the Community

Tyler Sanders
December 14, 2023, Gorham Covered Bridge

Gorham Covered Bridge is a lattice truss bridge that spans Otter Creek and was constructed in 1841 and was later listed on the National Register of Historic Places in 1974.

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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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Frequently Asked Questions

How many road cycling routes are available in Rutland?

Rutland offers a selection of road cycling routes, with over 10 distinct options available on komoot. These routes cater to various preferences, ranging from easy to moderate difficulty levels.

What is the typical terrain like for road cycling in Rutland?

Rutland is characterized by its picturesque rolling countryside and quiet roads. While it doesn't feature high mountains, the region offers enough 'punchy slopes' to keep rides engaging. The highest point in the county is around 197 meters, providing a mix of gentle undulations and some more challenging ascents.

Are there road cycling routes suitable for beginners in Rutland?

Yes, Rutland has several routes suitable for beginners. For example, the Gorham Covered Bridge loop from Rutland is an easy 16.9-mile (27.1 km) trail that takes you through charming villages and rolling farmland, typically completed in about 1 hour 17 minutes.

What are some challenging road cycling routes in Rutland?

For those seeking a more substantial ride, the Pine Hill Park – Pine Hill Park loop from Rutland is a moderate 44.7-mile (71.9 km) route. It features an elevation gain of nearly 500 meters, offering a good workout through the region's rolling terrain.

What landmarks or points of interest can I see along the road cycling routes in Rutland?

Road cycling routes in Rutland often pass by charming villages and offer views of the expansive Rutland Water. You might encounter historical landmarks such as the Gorham Covered Bridge. Other notable points of interest in the wider area include Pico Peak and Pine Hill Park.

Are there circular road cycling routes in Rutland?

Many of Rutland's road cycling routes are designed as loops, allowing you to start and finish at the same point. Examples include the Gorham Covered Bridge loop from Proctor and the Roadbike loop from Rutland, which offer scenic journeys through the countryside.

Where can I find parking for road cycling routes in Rutland?

Parking is available at various points around Rutland, with the Normanton Car Park being a known starting point for some routes, such as the Southern Route highlighted by Discover Rutland. Many villages and attractions also offer parking facilities that can serve as convenient starting points.

What is the best time of year for road cycling in Rutland?

Rutland is enjoyable for road cycling throughout much of the year. The spring and autumn months often provide pleasant temperatures and beautiful scenery. Summer offers longer daylight hours, while winter cycling is possible, though conditions may be colder and require appropriate gear.

Are there cafes or pubs along the road cycling routes in Rutland?

Yes, Rutland's charming villages and popular cycling areas are well-equipped with amenities. Numerous pubs and cafes are conveniently located along popular routes, providing ideal spots for refreshment and rest stops during your ride.

What do other road cyclists enjoy most about road cycling in Rutland?

The komoot community highly rates road cycling in Rutland, with an average score of 4.4 stars from over 12 reviews. Cyclists often praise the region's extensive network of quiet roads, picturesque rolling countryside, and the charming, 'unsullied villages' that make for a serene and enjoyable riding experience.

Are there any specific road cycling routes that offer particularly scenic viewpoints?

Many routes around Rutland offer stunning views, particularly those that traverse the rolling countryside or provide glimpses of Rutland Water. The Hambleton Peninsula, for instance, offers additional scenic views and some challenging climbs, making it a rewarding detour for panoramic vistas.

Can I rent a road bike in Rutland?

Yes, cyclists benefit from readily available bike hire services in Rutland. Prominent stores like Rutland Cycling have flagship locations at Whitwell and Normanton, offering bike rentals, sales, and servicing to cater to your cycling needs.

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