4.5
(95)
4,862
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: May 4, 2026
5.0
(2)
26
riders
26.5km
01:18
260m
260m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.0
(1)
22
riders
71.1km
03:36
720m
720m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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13
riders
32.1km
01:35
260m
260m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
15
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
7
riders
63.6km
03:15
760m
760m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Beautiful views are always guaranteed, regardless of the what the weather holds.
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St Mary’s Church is a Grade II* listed Anglican church rebuilt in 1849–50 by architect Decimus Burton, replacing an earlier medieval building. Designed in the Early English style, it features coarse ashlar stone, a three-stage west tower and a distinctive Portland stone spire. Some elements from the old church were reused, including memorial slabs and fragments of medieval stained glass. The church was largely funded by the local lord, Hastings Nathaniel Middleton, and consecrated in 1850.
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You could of choose to continue up along the grove, alongside the Roman Defensive Ditch and Bank system but you'd be with the traffic so taking a right here and going through the Industrial Estate avoids all the traffic and brings you up onto the road that takes you to Poundbury
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Be careful as it is unpaved. Passable on a road bike, and offers a good alternative to busy roads.
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Walk under the bridge from the main road and it is a completely different view
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This small church consists solely of a nave and chancel. The original elements preserved from the 12th century are the chancel arch and the doorway.
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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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