4.9
(7)
132
riders
26
rides
Touring cycling around West Woodstock features a landscape characterized by rolling hills, river valleys, and historic covered bridges. The region offers varied terrain, including both gentle stretches along waterways and more challenging ascents. This area provides a mix of paved and unpaved routes suitable for touring cyclists seeking scenic rides through rural New England. The Ottauquechee River flows through the heart of the region, providing scenic trails along its banks.
Last updated: July 2, 2026
5.0
(3)
17
riders
30.0km
02:03
180m
180m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
22
riders
17.7km
01:55
520m
520m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
13
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Deweys Mill Dam is a small dam constructed in 1989. It is built on the Ottauquechee River and created Deweys Pond. There is a viewing platform near the dam which gives you a good view of the small cascada created by the dam.
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Known as Vermont's Grand Canyon, you get a splendid view of the gorge from the road bridge. You can also park up your bike and take the hiking path to explore it further and go for a swim in the summer.
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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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A lovely old cemetery surrounded by a stone wall. Jump off the bike to take a closer look on foot.
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Known as Vermont's Grand Canyon, you get a splendid view of the gorge from the road bridge. You can also park up your bike and take the hiking path to explore it further and go for a swim in the summer.
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On the north side of the river there is a viewing spot where you can have a closer look at the Mill ponds and old dam waterfall. In the winter, the water freezes; a spectacular sight.
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Built recently in 2012, Hurricane Irene had damaged the previous structure so badly that it didn't reach the river bank on either side. It has been sympathetically redesigned to complement the other covered bridges in the area.
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Taftsville Covered Bridge was opened in 1836 and is very well maintained. You can also walk down onto the river bank to get a lovely view of the river crossing from below. There are information boards which provide further information about the wooden bridge's history.
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West Woodstock offers a good selection of touring cycling routes, with over 25 options to explore. These routes vary in difficulty, catering to both moderate and more challenging rides through the region's scenic landscapes.
While West Woodstock's touring cycling routes are primarily moderate to difficult, there are options that can be enjoyed by those with some cycling experience. The region's terrain often includes rolling hills, so even moderate routes will have some elevation changes. For a moderate option, consider the Taftsville Covered Bridge – Quechee Covered Bridge loop from George Perkins Marsh Boyhood Home, which is 18.7 miles long.
The touring cycling routes around West Woodstock feature a diverse landscape of rolling hills, picturesque river valleys, and historic covered bridges. You'll encounter a mix of paved and unpaved sections, providing varied riding experiences through rural New England. Expect both gentle stretches along waterways and more challenging ascents.
Yes, many of the touring cycling routes in West Woodstock are designed as loops, allowing you to start and end at the same point. A popular circular route is the Taftsville Covered Bridge – Quechee Covered Bridge loop from George Perkins Marsh Boyhood Home, which covers 18.7 miles and connects two historic covered bridges.
West Woodstock's routes are rich with scenic beauty and historical landmarks. You can enjoy views from View from Faulkner Trail on Mount Tom, or visit the iconic Taftsville Covered Bridge. The Carriage Barn Visitor Center also serves as a notable point of interest and a starting point for several tours.
Absolutely. West Woodstock offers several difficult routes for experienced touring cyclists seeking a challenge. The Woodstock Middle Covered Bridge – Mount Peg loop from George Perkins Marsh Boyhood Home is a difficult 11.0-mile path with significant elevation gain and views towards Mount Peg. Another challenging option is the Carriage Barn Visitor Center – Taftsville Covered Bridge loop from George Perkins Marsh Boyhood Home, spanning 21.3 miles through rural landscapes.
The touring cycling routes in West Woodstock are highly regarded by the komoot community, holding an average rating of 4.8 stars from numerous reviews. Cyclists often praise the region's beautiful rural scenery, the charm of its historic covered bridges, and the varied terrain that keeps rides interesting.
The best time for touring cycling in West Woodstock is typically from late spring through early fall (May to October). During these months, the weather is generally pleasant, and the natural scenery, from lush greenery to vibrant autumn foliage, is at its peak. Winter cycling can be challenging due to snow and ice, making many routes less accessible.
Yes, the Carriage Barn Visitor Center is a common starting point and landmark for several touring cycling routes. For example, the Woodstock Middle Covered Bridge – Carriage Barn Visitor Center loop from George Perkins Marsh Boyhood Home is a moderate 14.2-mile route that incorporates this location.
The touring cycling routes in West Woodstock vary in length and duration. You can find routes ranging from around 11 miles, like the challenging Woodstock Middle Covered Bridge – Mount Peg loop which takes nearly 2 hours, to longer rides such as the 21.3-mile Carriage Barn Visitor Center – Taftsville Covered Bridge loop, which can take over 3 hours to complete.
West Woodstock is known for its historic covered bridges, and several touring cycling routes highlight these architectural gems. The Taftsville Covered Bridge – Quechee Covered Bridge loop from George Perkins Marsh Boyhood Home is an excellent choice, connecting two prominent covered bridges over its 18.7-mile course.


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