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Routes
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United States
Vermont
Windsor County

Woodstock Village

The best cycling routes around Woodstock Village

4.8

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180

riders

34

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Touring cycling routes around Woodstock Village traverse a landscape characterized by the scenic Green Mountains and the meandering Ottauquechee River. The region features prominent hills like Mt. Tom and Mt. Peg, offering extensive trail systems. Rolling hills, working farms, and historic covered bridges contribute to the diverse terrain. This area provides varied cycling experiences across its network of backcountry roads.

Best touring cycling routes around Woodstock Village

  • The most popular touring cycling route is Taftsville Covered Bridge – Quechee Covered Bridge loop from George Perkins Marsh Boyhood Home, an 18.7 miles (30.0 km) trail that takes 2 hours 3 minutes to complete, passing by historic covered bridges and river views.
  • Another top favourite among local touring cyclists is Woodstock Middle Covered Bridge – Mount Peg loop from George Perkins Marsh Boyhood Home, a difficult 11.0 miles (17.7 km) path. This route offers ascents to Mt. Peg with views of the village and surrounding countryside.
  • Local touring cyclists also love the Taftsville Covered Bridge – Carriage Barn Visitor Center loop from George Perkins Marsh Boyhood Home, a 37.5 miles (60.4 km) trail leading through rolling hills and past the Taftsville Covered Bridge, often completed in about 5 hours 57 minutes.
  • Touring cycling around Woodstock Village is defined by rolling hills, the Ottauquechee River, and historic covered bridges. The extensive network of trails and roads offers options for all skill levels.
  • The routes in Woodstock Village are highly rated by the komoot community with an average score of 4.75 stars from over 10 reviews. More than 160 touring cyclists have used komoot to explore Woodstock Village's varied terrain.

Last updated: May 21, 2026

5.0

(3)

17

riders

#1.

Taftsville Covered Bridge – Quechee Covered Bridge loop from Woodstock

30.0km

02:03

180m

180m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Woodstock Village

Hiking around Woodstock Village

Road Cycling Routes around Woodstock Village

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Gravel biking around Woodstock Village

Tips from the Community

mtm05005
February 26, 2024, Deweys Mills Dam

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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Natalie
December 13, 2023, Westerly Bridge

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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Scott
December 11, 2023, Deweys Pond

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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Frequently Asked Questions

What types of touring cycling routes can I find around Woodstock Village?

Woodstock Village offers a diverse network of touring cycling routes, ranging from leisurely village rides to more challenging paths through rolling hills and past historic covered bridges. The landscape features the scenic Green Mountains and the meandering Ottauquechee River, providing varied terrain for all skill levels. You'll find routes that showcase working farms, picturesque vistas, and iconic landmarks.

Are there routes suitable for beginners or families with children?

Yes, Woodstock Village caters to all skill levels. While specific 'easy' touring routes aren't explicitly listed in the top routes, the area's extensive network includes paths suitable for leisurely rides. For families, the village itself and flatter sections along the Ottauquechee River Trail offer pleasant cycling experiences. The Woodstock Inn & Resort also provides complimentary cruiser bikes for exploring the village at a relaxed pace.

What are some of the more challenging touring cycling routes in the area?

For those seeking a challenge, routes like the Woodstock Middle Covered Bridge – Mount Peg loop from George Perkins Marsh Boyhood Home offer significant ascents, including climbs to Mt. Peg with rewarding views. Another difficult option is the Carriage Barn Visitor Center – Taftsville Covered Bridge loop from George Perkins Marsh Boyhood Home, which covers over 21 miles with substantial elevation gain through rolling hills.

Where can I rent bicycles or e-bikes in Woodstock Village?

Woodstock is well-equipped for bike rentals. Woodstock Wheels offers self-guided e-bike tours with pre-mapped routes. Mountain bike rentals are available at the Woodstock Inn Activity Center, and the Woodstock Inn & Resort also provides complimentary cruiser bikes for guests to explore the village.

What kind of natural and historical attractions can I see along the cycling routes?

Cycling routes around Woodstock Village often pass by significant natural and historical landmarks. You can expect to see picturesque covered bridges, such as the Taftsville Covered Bridge, and enjoy views of the Ottauquechee River. Many routes offer glimpses of the scenic Green Mountains and prominent peaks like Mount Tom. The Carriage Barn Visitor Center is also a common starting point or landmark on several tours.

Are there any circular touring cycling routes available?

Yes, many of the touring cycling routes in Woodstock Village are designed as loops, allowing you to start and end at the same point. Examples include the popular Taftsville Covered Bridge – Quechee Covered Bridge loop from George Perkins Marsh Boyhood Home, and the Woodstock Middle Covered Bridge – Carriage Barn Visitor Center loop from George Perkins Marsh Boyhood Home.

What is the best time of year for touring cycling in Woodstock Village?

The Woodstock area is beautiful throughout the warmer months. Spring and especially autumn offer stunning scenery with vibrant foliage. The region hosts numerous organized rides and festivals, particularly during the cycling season. While winter fat biking is an option, the primary touring cycling season typically runs from spring through fall, when trails are clear and weather is favorable.

Is public transportation available to access cycling routes in Woodstock Village?

While Woodstock Village is a premier destination for cycling, specific public transportation options directly serving trailheads for cyclists might be limited. It's generally recommended to plan your route and parking in advance, especially if you're bringing your own bike. Many routes start from central locations or visitor centers, which may have better accessibility.

Where can I find parking for cycling routes in Woodstock Village?

Parking availability varies by trailhead. For routes starting near the George Perkins Marsh Boyhood Home or the Carriage Barn Visitor Center, you may find designated parking. For specific trail networks like Mt. Peg Trails or the Woodstock Aqueduct Trails, it's advisable to check local resources for parking information, as options can range from dedicated lots to roadside parking.

Are there any dog-friendly cycling trails in Woodstock Village?

Many outdoor areas in Woodstock Village, including some trails, are dog-friendly, but leash policies and specific trail restrictions may apply. It's always best to check local signage or official park websites for the most up-to-date information regarding pets on trails, especially within areas like the Marsh-Billings-Rockefeller National Historical Park.

What do other touring cyclists say about their experience in Woodstock Village?

The touring cycling routes in Woodstock Village are highly rated by the komoot community, with an average score of 4.75 stars from over 10 reviews. Cyclists often praise the diverse terrain, the beauty of the Green Mountains and Ottauquechee River, and the charm of the historic covered bridges and working farms encountered along the way.

Are there any cafes or pubs near the cycling routes?

Woodstock Village itself is known for its charming atmosphere, with tree-lined streets and a vibrant village green. You'll find various cafes, restaurants, and pubs within the village center, making it easy to refuel before or after your ride. Many routes pass close to or through the village, offering convenient access to amenities.

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