4.8
(16)
214
riders
14
rides
No traffic touring cycling routes around Woodstock Village are characterized by a landscape of rolling hills and the Green Mountains, offering varied terrain for cyclists. The Ottauquechee River meanders through the region, providing scenic views along many routes. Historic covered bridges, such as the Taftsville Covered Bridge, are iconic features integrated into the cycling network. The area also includes peaks like Mount Peg, which contribute to the diverse elevation profiles found on the trails.
Last updated: May 29, 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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9
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
60.3km
05:56
1,200m
1,200m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Woodstock Village
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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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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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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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 touring 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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Woodstock Middle Covered Bridge has spanned the Ottauquechee River since 1969 and was supposedly constructed without the use of any nails.
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Named after A.G. Dewey, who owned a mill there 1869-1960s. , explore old wool mill ruins and look out for beautiful yellow-rumped warblers, black-throated warbler Northern goshawks, bald and golden eagles, red-tailed and red-shouldered hawks, ospreys, blue jays, and mourning doves.
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There are over a dozen dedicated no-traffic touring cycling routes around Woodstock Village. These routes are carefully curated to offer scenic rides away from vehicular traffic, allowing you to fully immerse yourself in the beautiful Vermont landscape. The routes vary in length and difficulty, ensuring options for different skill levels.
While many routes in the area feature varied terrain, some sections are suitable for families. The Ottauquechee River Trail, though not explicitly listed in our no-traffic routes, is known for being a flatter path ideal for a less strenuous ride. For a moderate option that includes a scenic covered bridge, consider the Taftsville Covered Bridge – Quechee Covered Bridge loop, which is about 30 km long.
Woodstock Village is nestled in Vermont's Green Mountains, so you can expect a mix of rolling hills, gradual climbs, and thrilling descents. The region is renowned as a 'Gravel Road Capital of the Northeast,' meaning many routes will feature well-maintained backcountry roads. You'll cycle past working farms, alongside brooks, and through woodlands, often encountering historic covered bridges.
Yes, many of the no-traffic touring cycling routes around Woodstock Village are designed as loops, allowing you to start and end at the same point. For example, the Taftsville Covered Bridge – Quechee Covered Bridge loop offers a moderate 30 km ride, while the Taftsville Covered Bridge – Carriage Barn Visitor Center loop is a more challenging 60 km option.
The routes often incorporate iconic Vermont features. You can expect to see historic covered bridges like the Taftsville Covered Bridge. Many routes also offer views of the Ottauquechee River and pass by significant natural features such as Mount Tom. The Woodstock Middle Covered Bridge – Carriage Barn Visitor Center loop is a great option to experience some of these sights.
The best time for touring cycling in Woodstock Village is typically from late spring through early autumn. During these months, the weather is generally pleasant, and the landscapes are vibrant, offering lush greenery in summer and spectacular foliage in the fall. While some trails might be accessible in winter for fat biking, touring cycling is best enjoyed in warmer, drier conditions.
Absolutely. For experienced touring cyclists seeking a challenge, there are several difficult routes. The Taftsville Covered Bridge – Carriage Barn Visitor Center loop is a demanding 60 km ride with significant elevation gain. Another challenging option is the Carriage Barn Visitor Center – Woodstock Middle Covered Bridge loop, covering nearly 39 km with over 700 meters of ascent.
Many routes around Woodstock Village, including those starting from the George Perkins Marsh Boyhood Home, offer convenient parking access. The presence of the Carriage Barn Visitor Center also indicates facilities that often include parking for trail users. It's always advisable to check specific route details for designated parking areas.
The komoot community highly rates the touring cycling experience in Woodstock Village, with an average score of 4.8 out of 5 stars. Reviewers often praise the region's stunning natural beauty, the charm of its historic covered bridges, and the extensive network of quiet backcountry roads that make for truly traffic-free rides. The diverse terrain and picturesque views are frequently highlighted as favorites.
Yes, Woodstock Village is a cycling-friendly community. Businesses like Woodstock Wheels offer self-guided e-bike tours, and the Woodstock Inn & Resort provides complimentary cruiser bikes for guests and offers rentals and route suggestions. These services often cater to various cycling experiences, including touring.
While all routes aim for low traffic, some are inherently less strenuous. The Ottauquechee River Trail is known for being flatter and generally less crowded. For a moderate, shorter loop that still offers a great experience, consider the Woodstock Middle Covered Bridge – Carriage Barn Visitor Center loop, which is about 23 km long and provides a good introduction to the area's charm.


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