4.5
(116)
4,942
riders
177
rides
Road cycling routes around Stratton, Vermont, traverse a landscape characterized by the Green Mountains, offering varied terrain suitable for different cycling preferences. The region features scenic roads that wind through lush forests and picturesque countryside, providing both challenging climbs and enjoyable descents. Cyclists can experience panoramic views of the mountains and explore the tranquil Vermont countryside on well-paved surfaces. The area's diverse topography includes rolling hills and more significant ascents, catering to a range of fitness levels.
Last updated: November 1, 2026
5.0
(2)
23
riders
26.5km
01:18
260m
260m
Easy road ride. Mostly well-paved surfaces and easy to ride.
3.0
(1)
20
riders
71.1km
03:36
720m
720m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

17
riders
32.2km
01:34
260m
260m
Easy road ride. Mostly well-paved surfaces and easy to ride.
7
riders
63.8km
03:16
770m
770m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
9
riders
22.8km
01:16
260m
260m
Moderate road ride. Some segments of this route may be unpaved and difficult to ride.
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Red Lion is a really nice pub for refreshments. It has a walled garden at the rear where you can safely leave bikes.
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There is no burial mound at this specific location. But several tumuli can be seen well from here.
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In this area there are many burial mounds from the Bronze Age. This particular one is on the grounds of a simple campsite.
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Great place for free parking if you get here early enough
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Beautiful views are always guaranteed, regardless of the what the weather holds.
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It is markedly hillier on the quiet road but it is much quieter and pleasant (def not busy usually three or four vehicles tops). If you are concerned over time or wanting to be apart from traffic altogether take the cyclepath.
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The main square in the Duchy of Cornwall's Poundbury. Duchess of Cornwall Pub is a nice place, although over-priced drinks and food only so so. You might like instead to choose the next door wine bar and merchant (but only open to 1830).
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There are over 180 road cycling routes around Stratton, offering a wide variety of options for different skill levels. This includes 45 easy routes, 126 moderate routes, and 17 challenging routes for experienced cyclists.
Road cycling in Stratton, Vermont, is characterized by the majestic Green Mountains, offering a mix of challenging climbs and scenic descents. You'll find continuously rolling terrain through classic Vermont landscapes, including farm country, picturesque towns, and cooling rivers. Routes like the notable Stratton Mountain Road present significant climbs, while others offer gentler rides through valleys.
Yes, Stratton offers several easy road cycling routes. For instance, the Stratton Village Green – The Smiths Arms loop from Frampton is an easy 16.5-mile path with an elevation gain of 850 feet, passing through varied scenery. Another easy option is the View of Weymouth and Portland – View of Weymouth Bay loop from Stratton, which covers 20.1 miles.
For advanced riders seeking a challenge, the region's mountainous terrain provides ample opportunity. While specific routes vary, the area is known for climbs like Stratton Mountain Road, which spans 3.8 miles with an average gradient of 4.1% and an elevation gain of 941 feet. The broader Southern Vermont road network also features routes with significant ascents and descents, catering to experienced cyclists.
The best seasons for road biking in Stratton are typically spring, summer, and fall. Summer offers pleasant temperatures for exploring the 'southern Vermont summer experience.' Fall is particularly popular for its stunning fall foliage, transforming the Green Mountains into a vibrant display of colors. Always check local weather conditions before heading out.
While cycling, you can enjoy stunning panoramic vistas of the Green Mountains. The summit of Stratton Mountain, accessible by gondola or hiking, features a historic fire tower with breathtaking 360-degree views. Although not directly on a cycling route, nearby attractions include the Hardy Monument and the Maiden Castle hillfort, which offer scenic perspectives.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 97 reviews. Reviewers often praise the region's diverse terrain, from tranquil countryside to challenging mountain climbs, and the picturesque scenery that defines the Vermont experience.
Yes, the region hosts events like the Vermont Challenge Gran Fondo, which offers routes of 26, 68, and 100 miles, showcasing the area's suitability for long-distance cycling. These routes often include climbs to Stratton Mountain Resort and traverse extensive stretches of farm country and mountain passes.
Many of the road cycling routes around Stratton are designed as loops, allowing you to start and end your ride in the same location. For example, the Hardy's Monument – Valley of Stones loop from Charminster is a 21.1-mile circular route, and the The Saxon Arms loop from The Teddy Bear Museum is another circular option covering 15 miles.
The Stratton area is rich in natural beauty. While cycling, you might encounter views of tranquil water bodies like Stratton Pond, one of the largest in the Green Mountains. Nearby natural attractions also include Lye Brook Falls and Grout Pond, offering serene spots to explore off the bike.
Beyond the natural landscapes, the region offers several historical and cultural sites. You can find the Cerne Abbas Giant, an ancient hill figure, or visit Thomas Hardy's Cottage, the birthplace of the famous author. The St. Michael and All Angels Church, Littlebredy, is another historical site of interest.
While specific parking locations for every route vary, Stratton, being a popular outdoor destination, generally offers parking facilities at key trailheads, resort areas, and town centers. It's advisable to check the starting point of your chosen route for specific parking information.


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