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.
Last updated: May 28, 2026
5.0
(1)
63
riders
60.6km
02:34
480m
480m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3.0
(1)
53
riders
101km
04:29
1,010m
1,010m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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14
riders
93.0km
04:59
1,280m
1,270m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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.
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.
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Popular around Randolph
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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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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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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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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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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This scenic pass between the Green Mountains offers stunning views and a gateway to charming towns and outdoor adventures.
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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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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.
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.
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.
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.
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.
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.
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.
There are over 8 road cycling routes available around Randolph on komoot, offering a range of moderate to difficult options for exploration.
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.
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.
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.


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