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Cycling routes
United States
Vermont

Orleans County

The best cycling routes in Orleans County

4.8

(52)

504

riders

40

rides

Touring cycling in Orleans County, Vermont, offers routes through a landscape characterized by scenic lakes, mountains, and forests. The region features varied topography, from the high-sided mountains surrounding Lake Willoughby to more gentle grades along other waterways. Cyclists can expect a mix of paved and unpaved roads, providing diverse conditions for exploration.

Best touring cycling routes in Orleans County

  • The most popular touring cycling route is Covered Bridge – Big Falls Waterfall loop from Jay Peak Resort, a 54.8…

Last updated: August 8, 2026

5.0

(1)

25

riders

#1.

Big Falls Waterfall – Jay Peak Pass loop from Big Falls State Park

77.0km

05:32

1,200m

1,200m

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

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Hard

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

5.0

(1)

10

riders

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

Easy

The Page Pond – Great Hosmer Pond loop offers a delightful touring cycling experience through Vermont's bucolic landscape. This 7.1-mile (11.4 km) dirt road tour, with a gentle 480 feet…

Easy

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

Hard

Embark on a quintessential Vermont touring cycling adventure with the Page Pond – Great Hosmer Pond loop, a moderate 8.6-mile (13.8 km) journey that winds around three serene ponds. You'll…

Moderate

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
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Tips from the Community

Sue
May 10, 2026, Tomifobia Nature Trail

Tomifobia Nature Trail is a 19-kilometre rail trail in the Eastern Townships region of Quebec that follows the former route of a Canadian Pacific railway from Ayer’s Cliff to Stanstead. The gravel-surfaced trail is open to cyclists, hikers, and cross-country skiers year-round, and is privately owned and maintained by the Sentiers Massawippi nonprofit organization. The trail passes through a beautiful wildlife-rich landscape, so you’re likely to see plenty of herons, beavers, deer, and turtles along the way.

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The Roue de la médecine (Medicine Wheel) is a monument along the Tomifobia Nature Trail made up of a circle of four stones, each oriented to a cardinal point and engraved with one of four animals: a moose, a coyote, an eagle, and a bear, with a short text explaining each animal’s symbolic significance in Indigenous beliefs around Unity and Healing. Designed by Metis Algonquin-Anishnabe Elder Paul-Conrad Carignan, it’s dedicated to the spiritual and healing teachings of the Medicine Wheel and its four directions.

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Sue
May 10, 2026, Tomifobia River

The Tomifobia River is beautiful and flows just under 11 kilometres through Quebec's Eastern Townships, through a largely protected Green Zone, before draining into Lake Massawippi and ultimately into the Saint Lawrence. Its Algonquian name reflects its history as a travel route for Abenaki peoples, and its valley was later settled by United Empire Loyalists, leading to the development of mill villages along its banks in the early 19th century. Today it's an important ecological corridor, home to trout, Atlantic salmon, the endangered wood turtle, bald eagles, and river otters, and is a popular spot for fishing, canoeing, and birdwatching.

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A mystical place where time travel may occur... and also a nice place for launch while on a bike trip

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Arnaud
July 20, 2024, Jay Peak Pass

A great challenge with long steep segments. I definitely recommend an adequate gear setup (32 teeth cassette) for climbing, especially if bike touring. Totally worth it though!

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Alex
February 8, 2024, Fuller Covered Bridge

The Fuller Covered Bridge, also referred to as the Blackfalls Covered Bridge, spans Black Falls Brook in Montgomery, Vermont, along Fuller Bridge Road. Listed on the National Register of Historic Places in 1974, it's part of a notable regional assembly constructed by brothers Sheldon and Savannah Jewett.

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Comstock Covered Bridge is a historic bridge in Montgomery, Vermont on Comstock Bridge Road. Built in 1883, it crosses the Trout River and is on the National Register of Historic Places.

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Jamie S.
January 23, 2024, Jay Peak Pass

Jay Peak Pass is a 2231-foot pass in northern Vermont. It is adjacent to Jay Peak, a popular hiking spot in the summer and ski resort in the winter. This is a challenging goal for any cyclist riding around this beautiful part of the state.

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Frequently Asked Questions

How many touring cycling routes are available in Orleans County?

Orleans County offers over 30 touring cycling routes, catering to various skill levels. 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 Orleans County?

The terrain in Orleans County, Vermont, is diverse, featuring scenic lakes, mountains, and forests. You'll find a mix of paved and unpaved roads, with options ranging from routes with significant elevation gain through mountainous areas to more gentle grades along waterways and rail trails. Expect rolling hills and forested landscapes.

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

Yes, Orleans County has several easy touring cycling routes. A great option is the Beebe Spur Rail Trail loop from Newport, which is 13.5 miles long and leads through varied landscapes. Another easy route is the Page Pond – Great Hosmer Pond loop from Upper Soccer Field, offering a shorter, accessible ride.

What are some scenic highlights or natural features I can see along the touring cycling routes?

Orleans County is rich in natural beauty. Many routes offer stunning views of lakes, such as Lake Willoughby, often described as resembling a Norwegian fjord. You can also encounter mountains, forests, and even waterfalls. For example, the North Beach, Lake Willoughby – Lake Willoughby Scenic Drive loop from Willougby River provides exceptional views of Lake Willoughby. You might also spot Peter Gilman Waterfall or explore areas around Long Pond.

Are there any routes that feature waterfalls?

Yes, some routes in Orleans County pass by beautiful waterfalls. The Covered Bridge – Big Falls Waterfall loop from Jay Peak Resort is a challenging route that specifically highlights a waterfall. You can also find Peter Gilman Waterfall in the region, which may be accessible from various cycling paths.

What do other touring cyclists enjoy most about cycling in Orleans County?

The area is highly rated by the komoot community, with an average score of 4.7 stars from over 40 reviews. Reviewers often praise the region's diverse landscapes, from the dramatic scenery around Lake Willoughby to the peaceful rail trails, and the variety of routes suitable for different abilities.

Are there any circular touring cycling routes in Orleans County?

Many of the touring cycling routes in Orleans County are designed as loops, allowing you to start and end at the same point. Examples include the Covered Bridge – Big Falls Waterfall loop from Jay Peak Resort, the North Beach, Lake Willoughby – Lake Willoughby Scenic Drive loop from Willougby River, and the Beebe Spur Rail Trail loop from Newport.

Can I find routes that explore the region's lakes?

Absolutely. Orleans County is known for its stunning lakes. The North Beach, Lake Willoughby – Lake Willoughby Scenic Drive loop from Willougby River offers spectacular views of Lake Willoughby. Other routes may pass by Long Pond or other significant bodies of water like Crystal Lake and Lake Salem.

Are there any challenging routes for experienced touring cyclists?

Yes, Orleans County offers several challenging routes with substantial climbs and significant elevation gain. The Covered Bridge – Big Falls Waterfall loop from Jay Peak Resort is a difficult 54.8-mile route with over 1200 meters of elevation gain, perfect for experienced riders seeking a demanding adventure.

What are some notable landmarks or points of interest to look out for?

Beyond the natural beauty, you can explore various points of interest. Keep an eye out for Jay Peak Pass, or consider a detour to Belvidere Mountain and Fire Tower for panoramic views. The region's charming towns and villages also offer unique local experiences.

Is there public transport access to the cycling routes in Orleans County?

While specific public transport details for each route are not provided, many cycling routes in Vermont, including those in Orleans County, are accessible by car, with parking often available near trailheads or in nearby towns. It's advisable to check local transport options for specific starting points.

What is the best time of year to go touring cycling in Orleans County?

The best time for touring cycling in Orleans County is typically from late spring through early autumn (May to October). During these months, the weather is generally pleasant, and the natural scenery, from lush greenery to vibrant fall foliage, is at its most beautiful. Always check local weather conditions before heading out.

Most popular routes in Orleans County

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

Crystal Lake State ParkNewport CityBarton VillageGloverDerby CenterNorth TroyDerby LineNewport CenterGreensboro BendAlbany VillageGreensboro

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