4.0
(1)
39
riders
12
rides
Touring cycling routes around Ascutney are set within a landscape dominated by Mount Ascutney, a prominent monadnock rising from the Connecticut River Valley. The region features forested slopes and a network of scenic backroads. Cyclists can expect varied terrain, from challenging ascents to more gentle routes along river valleys. This area provides diverse opportunities for exploring rural New England by bike.
Last updated: May 1, 2026
14
riders
44.4km
03:54
290m
290m
Embark on a moderate touring cycling adventure along the Sugar River Trail, a route spanning 27.6 miles (44.4 km) with a gentle elevation gain of 957 feet (292 metres). You…
32.8km
01:59
290m
290m
Enjoy a moderate 20.4-mile touring cycling loop from Cornish, featuring the Cornish-Windsor Covered Bridge and scenic New Hampshire views.

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75.3km
04:33
600m
600m
This difficult 46.8-mile touring bicycle loop from Claremont explores the scenic Connecticut River Valley with 1975 feet of elevation gain.
10
riders
100.0km
09:25
2,060m
2,060m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
66.0km
06:11
1,260m
1,260m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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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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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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The road cuts through the Saint-Gaudens Historical National Park. It was once the home of the celebrated sculptor, Augustus Saint-Gaudens. The grounds are peppered with casts of his most famous works. If you have time during your ride to look around, it is well worth it. Take the Saint-Gaudens Road to the northwest. If you're just riding through, you pass Blow-Me-Down Pond, a beautiful wetland right next to the road.
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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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It is worth taking the Old Connecticut River Road to pass through the riverside rural idyll. There are great views of the river all along its length, and a sense of space and calm.
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Pedalling along Bellows Falls Road, there are fantastic views westwards across the Connecticut River and into Vermont.
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It is worth taking the Old Connecticut River Road to pass through the riverside rural idyll. There are great views of the river all along its length, and a sense of space and calm.
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There are over 10 touring cycling routes around Ascutney, offering a variety of experiences for different skill levels. You'll find options ranging from moderate loops to more challenging, longer routes through the region's diverse terrain.
Touring cycling around Ascutney features varied terrain, influenced by the prominent Mount Ascutney monadnock and the Connecticut River Valley. You can expect forested slopes, scenic backroads, and rolling hills. While some routes follow gentler river valleys, others, like the challenging ascent of Mount Ascutney itself, offer significant climbs. The region is also known for its unpaved 'Class 4' roads, providing unique gravel touring opportunities.
While specific family-designated routes aren't detailed, many of the region's scenic backroads and state park areas offer a more relaxed cycling experience suitable for families. Routes that follow river valleys, such as the Sugar River Trail, tend to have less elevation gain and can be more enjoyable for a family outing.
The Ascutney area is rich with natural beauty and historical landmarks. You can visit the Observation Tower on Mount Ascutney for expansive views, or see the picturesque Cornish-Windsor Covered Bridge, one of the longest wooden covered bridges in the US. The Little Cascade Falls also offers a scenic stop.
Yes, there are several circular routes available. For example, the Plainfield loop from Cornish is a moderate 20.4-mile path that explores rural areas with rolling hills and pastoral views. Another option is the Bellows Falls & the Connecticut River loop from Claremont, a longer 46.8-mile route through the Connecticut River Valley.
The best time for touring cycling in Ascutney is typically from late spring through early fall. The fall foliage season is particularly vibrant, offering stunning scenic rides. Summers are also popular, though it's wise to check weather conditions. Winters can bring snow and ice, making many routes unsuitable for touring bikes.
Mount Ascutney State Park offers parking facilities, which can serve as a convenient starting point for many cycling adventures. Additionally, various trailheads and public access points throughout the region will have designated parking areas. It's always a good idea to check specific route details for recommended parking locations.
The touring cycling routes in Ascutney are highly rated by the komoot community, with an average score of 4.0 stars. Cyclists often praise the region's diverse terrain, from challenging ascents to peaceful river valley rides, and the opportunity to explore rural New England's picturesque landscapes.
Absolutely. Ascutney offers several challenging routes for experienced touring cyclists. The region is known for its steep climbs, including sections of Mount Ascutney itself. Routes like the Woodstock Middle Covered Bridge – Silver Hill loop from Windsor Trail, spanning over 63 miles with significant elevation gain, provide a demanding and rewarding experience.
While specific cafes directly on every route are not guaranteed, the towns and villages surrounding Ascutney, such as Windsor, Claremont, and Cornish, offer various dining options, including cafes and pubs where you can refuel and relax after your ride. Planning your route to pass through these towns can ensure convenient stops.
For a moderate experience, the Sugar River Trail is a popular choice, covering 27.6 miles and following the scenic Sugar River. Another excellent moderate option is the Plainfield loop from Cornish, a 20.4-mile path featuring rolling hills and pastoral views.
Public transport options directly to specific trailheads in the rural Ascutney area may be limited. Most cyclists typically access the routes by car, parking at designated trailheads or in nearby towns. It's advisable to check local transport services if you plan to rely on public transit.


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