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Routes
Gravel rides
United States
Vermont
Windsor County

Ascutney

The best gravel rides around Ascutney

5.0

(2)

28

riders

10

rides

Gravel biking around Ascutney, Vermont, offers diverse terrain characterized by the prominent Mount Ascutney monadnock, surrounded by hardwood and spruce forests. The region features extensive trail networks that incorporate scenic old backroads and Class IV forest roads, providing varied surfaces for gravel cyclists. Riders can explore routes that traverse the Connecticut River Valley and connect neighboring towns, encountering a mix of rolling hills and more challenging ascents. This landscape supports a rich biodiversity within one of southern Vermont's largest undeveloped…

Last updated: May 15, 2026

5.0

(1)

6

riders

#1.

Taftsville Covered Bridge – Woodstock Middle Covered Bridge loop from Windsor

79.5km

05:49

1,700m

1,700m

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

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Hard

5.0

(1)

6

riders

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

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

Hard

Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

2

riders

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

Hard
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Popular around Ascutney

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Tips from the Community

mtm05005
February 26, 2024, Lake Runnemede

Lake Runnemede is a great place for a break during a long ride. The large body of water is home to many species of birds and fish. The water is visible from the road, so if you don't have time to stop, you can still get a great view as you ride by.

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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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The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.

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The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.

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Grace Mulligan
December 22, 2023, Lake Runnemede

This is a lovely run around the shores of Lake Runnemede along a relatively flat and grassy footpath that's right up on the water's edge, creating lovely scenes as you make your way around.

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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.

0

0

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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Frequently Asked Questions

What kind of terrain can I expect on gravel bike trails around Ascutney?

Gravel biking around Ascutney offers a diverse mix of terrain. You'll encounter extensive trail networks, scenic old backroads, and challenging Class IV forest roads. The routes traverse forested hills, the Connecticut River Valley, and feature both rolling hills and more demanding ascents, all set against the backdrop of the prominent Mount Ascutney monadnock.

Are there gravel bike routes suitable for beginners or families in Ascutney?

Yes, while many routes offer a challenge, there are options for easier rides. For a family-friendly or beginner-level experience, consider the Bowers Covered Bridge loop from West Windsor. This easy 10.4 km (6.5 miles) route takes about 54 minutes to complete, offering a pleasant ride through rural landscapes.

What are some challenging gravel bike routes for experienced riders?

Experienced gravel bikers looking for a significant challenge have several options. The Taftsville Covered Bridge – Woodstock Middle Covered Bridge loop from Windsor Trail is a difficult 72.9 km (45.3 miles) route that typically takes over 7 hours. Another demanding option is the Gravel loop from West Windsor, a difficult 28.0 km (17.4 miles) path with varied terrain.

Can I find loop trails for gravel biking in the Ascutney area?

Absolutely. Many of the gravel routes around Ascutney are designed as loops, allowing you to start and finish in the same location. Examples include the Gravel loop from Windsor, which is a moderate 19.3 km (12.0 miles) ride, and the Bowers Covered Bridge loop from Perkinsville, a difficult 40.8 km (25.4 miles) route.

What kind of natural attractions or viewpoints can I expect along the gravel routes?

The Ascutney region is rich in natural beauty and offers several points of interest. You might encounter scenic waterfalls like Little Cascade Falls, or enjoy panoramic views from the Observation Tower on Mount Ascutney. The area also features historic covered bridges, such as the Cornish-Windsor Covered Bridge, the longest wooden covered bridge in the United States.

What is the best season for gravel biking around Ascutney?

Ascutney offers excellent gravel biking opportunities across multiple seasons. Spring and fall provide comfortable temperatures and stunning foliage, especially in autumn when the hardwood forests display vibrant colors. Summer is also popular, though riders should be prepared for warmer weather. Winter can be challenging due to snow and ice, but some local riders adapt with fat bikes or switch to other winter sports.

Are there any specific considerations for riding Class IV roads in Ascutney?

Yes, Class IV roads in Ascutney are unmaintained public roads that can be rough, rocky, and muddy, often requiring a more robust bike setup. It's recommended to use bikes with tires of 35mm or wider for these adventurous sections. These roads offer a unique challenge and a true backcountry gravel experience.

What do other gravel bikers say about the routes in Ascutney?

The gravel biking routes in Ascutney are highly regarded by the komoot community, with an average rating of 5.0 stars. Riders often praise the varied terrain, the scenic beauty of the Vermont landscape, and the opportunity to explore historic covered bridges and quiet backroads.

Are there options for parking near the gravel bike trails in Ascutney?

Yes, parking is generally available at various trailheads and access points around Ascutney and neighboring towns like Windsor, West Windsor, and Perkinsville. Many routes start from locations with designated parking, making it convenient to begin your ride. Specific parking details can often be found on individual route pages or local trail association websites.

Can I find places to eat or stay near the gravel biking routes?

The towns surrounding Ascutney, including Windsor, West Windsor, and Hartland, offer various amenities. You'll find local cafes, pubs, and restaurants where you can refuel after your ride. For accommodation, there are inns, B&Bs, and camping facilities, including those at Mount Ascutney State Park, which also features a sheltered picnic area.

How many gravel bike trails are available in the Ascutney area?

There are over 10 distinct gravel bike routes documented in the Ascutney area, ranging from easy loops to difficult, long-distance challenges. This variety ensures there's something for every skill level and preference.

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