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Routes
Road cycling routes
United States
Vermont
Orange County

Randolph

The best road cycling routes around Randolph

4.0

(4)

154

riders

7

rides

Road cycling around Randolph features a landscape characterized by rolling hills and varied terrain, with several routes offering significant elevation gains. The region includes scenic areas like Baker Pond and passes through rural settings with historic covered bridges and agricultural landmarks. Road cyclists can expect a mix of open roads and routes that traverse through gaps, indicating a diverse topography. The area's elevation profiles suggest a challenging environment suitable for experienced riders seeking climbs.

Best road cycling routes around Randolph

Last updated: May 28, 2026

5.0

(1)

63

riders

#1.

Baker Pond loop from Randolph

60.6km

02:34

480m

480m

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

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Moderate

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

4.0

(1)

8

riders

48.3km

02:14

570m

570m

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

Moderate

4.0

(1)

8

riders

45.8km

02:04

520m

520m

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

Moderate
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Popular around Randolph

Cycling around Randolph

Tips from the Community

Lisa
February 25, 2024, Warren Falls

You'll have to hop off your bike if you want to visit Warren Falls, but it's worth the short walk to check out this series of cascades and popular swimming holes.

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maniboyflex
February 21, 2024, Baker Pond

Baker Pond is a peaceful lake surrounded by a vibrant green forest, with beautiful fall colors. The pond covers an area of 35 acres, and it is easily accessed from the road, with a gravel ramp for boat access. The access to the pond is an open area and can be a nice place to take a break. This pond belongs to the Vermont Fish & Wildlife Department and it is a popular destination for fishing.

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Billings Farm is an outdoor museum and dairy farm and a hidden gem of Vermont. It is an especially good place to come if you're cycling with children who will love seeing the farm animals up close, especially the herd of Jersey cows with their beautiful big brown eyes.

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Alex
January 22, 2024, Rochester

Rochester welcomes visitors with its quintessential New England charm. Nestled amid picturesque mountains, the town offers outdoor adventures, artisan shops, and local eateries. Explore the scenic Green Mountain National Forest, discover charming boutiques, and savor the hospitality of this Vermont gem.

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Scott
January 15, 2024, Warren Falls

A stunning natural site featuring a series of cascading falls and inviting swimming holes. It's a popular destination for locals and tourists.

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Jamie S.
January 15, 2024, Granville Notch

Granville Notch, or Granville Gulf, is a mountain pass, located in Granville, Vermont on Vermont Route 100. There are creeks, streams, and waterfalls surrounded by lush forests on both sides of the pass, making this a scenic challenge for any cyclist exploring the area.

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Scott
January 15, 2024, Roxbury Gap

This scenic pass between the Green Mountains offers stunning views and a gateway to charming towns and outdoor adventures.

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Jamie S.
December 31, 2023, Granville Notch

Granville Notch, or Granville Gulf, is a mountain pass, located in Granville, Vermont on Vermont Route 100. There are creeks, streams, and waterfalls surrounded by lush forests on both sides of the pass making this a scenic challenge for any cyclist exploring the area.

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Frequently Asked Questions

What kind of terrain can I expect when road cycling around Randolph?

Randolph's road cycling routes are characterized by rolling hills and varied terrain, often featuring significant elevation gains. You'll encounter a mix of open roads and routes that traverse through scenic gaps, providing a challenging environment suitable for experienced riders.

Are there any easy road cycling routes for beginners in Randolph?

The road cycling routes around Randolph are generally moderate to difficult, with no routes specifically categorized as easy. The terrain often includes significant elevation changes, making it more suitable for riders with some experience.

What are some longer distance road cycling routes available in Randolph?

For longer distances, consider the Woodstock Middle Covered Bridge – Billings Farm & Museum loop from Bethel, which is 102.3 km, or the Rochester – Roxbury Gap loop from Bethel, spanning 107.2 km. Both offer substantial mileage and challenging climbs.

Are there any circular road cycling routes in Randolph?

Yes, many of the routes around Randolph are circular. For example, the popular Baker Pond loop from Randolph is a 60.6 km circular route, and the Bethel loop from Randolph is another circular option covering 45.75 km.

What are the most challenging road cycling routes in Randolph?

The most challenging routes include the Rochester – Roxbury Gap loop from Bethel, which features over 1400 meters of elevation gain, and the Woodstock Middle Covered Bridge – Billings Farm & Museum loop from Bethel, with over 1000 meters of climbing.

What kind of scenic views or landmarks can I expect on road cycling routes in Randolph?

Road cycling in Randolph offers scenic rural landscapes, passing by notable features like Baker Pond, historic covered bridges, and agricultural landmarks. Routes also traverse through picturesque gaps, providing diverse views of the region's topography.

What do other road cyclists say about the routes in Randolph?

The road cycling routes in Randolph are highly rated by the komoot community, with an average score of 4.0 stars from over 4 reviews. Cyclists often praise the varied terrain and the challenging climbs.

How many road cycling routes are there to explore around Randolph?

There are over 8 road cycling routes available around Randolph on komoot, offering a range of moderate to difficult options for exploration.

Are there any routes that pass by historic sites or cultural attractions?

Yes, the Woodstock Middle Covered Bridge – Billings Farm & Museum loop from Bethel specifically passes by a historic covered bridge and the Billings Farm & Museum, offering a cultural element to your ride.

What is the best time of year for road biking in Randolph?

While specific seasonal data isn't provided, the region's characteristics of rolling hills and varied terrain suggest that spring, summer, and fall would offer the most pleasant conditions for road cycling, avoiding potential winter weather challenges.

Are there any routes that are particularly popular among local road cyclists?

Local road cyclists frequently enjoy the Baker Pond loop from Randolph for its moderate challenge, and the Rochester – Roxbury Gap loop from Bethel for its significant climbs and scenic traverse.

Most popular routes around Randolph

Cycling around Randolph

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