The best cycling routes around South Woodstock
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Touring cycling routes around South Woodstock traverse a landscape characterized by rolling hills, river valleys, and historic covered bridges. The region features a mix of forested areas and open countryside, offering varied terrain for cyclists. Elevation changes are common, with routes often including significant climbs and descents. This area provides a scenic backdrop for touring bicycle exploration.
Best touring cycling routes around South Woodstock
- The most popular touring cycling route is Woodstock Middle Covered Bridge – Mount Peg loop from…
Last updated: July 6, 2026
22
riders
17.7km
01:55
520m
520m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
riders
68.7km
06:34
1,400m
1,400m
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.
6
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
18.3km
01:52
460m
460m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
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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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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Mount Peg is a short summit just a few minutes from the main street of Woodstock, Vermont. Standing at just 1,080 feet, Mount Peg is a popular spot with hikers and mountain bikers in the summer and snowshoers and skiers in the winter. The trails on the east side of the mountain are actually groomed in the winter for nordic skiing. At the summit there is a picnic table and some benches, and great views over the town of Woodstock, Mount Tom, and the Ottauquechee River Valley.
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The Carriage Barn Visitor Center is open from 10am-5pm, Memorial Day weekend until October 31. The building was constructed on the foundation of a stable that the Billings Family originally erected in 1895 to house their horses and carriages. The main floor of this Visitor Center houses an exhibit Conservation Stewardship, a bookstore and a reading area, and restrooms. Park Rangers are there daily to answer any questions you might have. The Carriage Barn Visitor Center is a great place to stop by before exploring the Marsh-Billings-Rockefeller National Historical Park.
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Frequently Asked Questions
How many touring cycling routes are available around South Woodstock?
There are over 25 touring cycling routes around South Woodstock, offering a variety of experiences across rolling hills and scenic river valleys.
Are there any easy touring cycling routes for beginners in South Woodstock?
The touring cycling routes around South Woodstock are primarily rated as moderate or difficult. There are no routes specifically categorized as easy, so beginners should be prepared for some challenging terrain and elevation changes.
What are some longer touring cycling routes in the South Woodstock area?
For a longer ride, consider the Quechee Gorge Bridge – Taftsville Covered Bridge loop from South Woodstock. This difficult 41.2-mile (66.3 km) path offers extensive views of the Quechee Gorge and passes through scenic river valleys.
Are there any circular touring cycling routes around South Woodstock?
Yes, many routes in the area are circular. For example, the Cox Reservoir loop from West Woodstock is a difficult 11.4-mile (18.3 km) circular route, and the Bowers Covered Bridge loop from Blood Hill is another difficult 15.7-mile (25.3 km) option.
What kind of scenery can I expect on touring cycling routes in South Woodstock?
Touring cycling around South Woodstock is defined by historic covered bridges, rolling hills, and scenic river valleys. You'll encounter a mix of forested areas and open countryside, with routes often including significant climbs and descents that offer panoramic views.
What are some notable landmarks or attractions I can see along the touring cycling routes?
Many routes pass by or near significant landmarks. You might encounter the historic Taftsville Covered Bridge, or enjoy views from Mount Tom, including the View from Faulkner Trail on Mount Tom. The Pogue is also a beautiful natural feature in the area.
What is the best season for touring cycling in South Woodstock?
The region's beauty shines in spring, summer, and fall. Spring offers lush greenery, summer provides warm weather for longer rides, and fall is spectacular with vibrant foliage. Be prepared for varied conditions, especially in spring and fall when temperatures can fluctuate.
Are there any family-friendly touring cycling options in South Woodstock?
Given that most routes are rated moderate to difficult with significant elevation changes, families with younger children or those seeking very easy, flat rides might find options limited. However, experienced cycling families could enjoy routes like the Woodstock Middle Covered Bridge – Carriage Barn Visitor Center loop from George Perkins Marsh Boyhood Home, a moderate 14.3-mile (22.9 km) trail.
What do other touring cyclists say about the routes in South Woodstock?
The touring cycling routes in South Woodstock are highly rated by the komoot community, with an average score of 4.5 stars from 4 reviews. Cyclists often praise the scenic beauty, the challenge of the terrain, and the historic charm of the covered bridges.
Where can I find parking or trailheads for touring cycling routes in South Woodstock?
Many routes start from accessible points like the George Perkins Marsh Boyhood Home or near the Carriage Barn Visitor Center. Specific parking information is usually detailed on individual route pages on komoot, which can be accessed via the route links.
Are there any less crowded touring cycling routes in South Woodstock?
While South Woodstock is generally less congested than larger urban areas, for a potentially quieter experience, consider routes that venture slightly further from the main village centers. Exploring routes like the Cox Reservoir loop from West Woodstock might offer a more secluded ride.
What should I wear for touring cycling in South Woodstock?
Given the varied terrain and potential for elevation changes, layered clothing is recommended. Performance cycling gear, including padded shorts, a moisture-wicking base layer, and a windproof/water-resistant jacket, will enhance comfort. Always check the weather forecast before your ride.
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