Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Road cycling routes
United States
Vermont
Windsor County

Ascutney

The best road cycling routes around Ascutney

77

riders

15

rides

Road cycling routes around Ascutney are characterized by paved country roads with generally rolling terrain, passing through small pastoral farms and forested areas. Mount Ascutney, an isolated monadnock, provides a prominent natural feature in the landscape. The region offers diverse options for road cyclists, from moderate loops to challenging climbs.

Best road cycling routes around Ascutney

  • The most popular road cycling route is Plainfield loop from Cornish, a 20.4 miles (32.8 km) trail that takes 1 hour 24 minutes…

Last updated: June 29, 2026

6

riders

#1.

Plainfield loop from Cornish

32.8km

01:24

290m

290m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Navigate with device

Send to Phone

Save

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
Sign up for free to see 11 more rides around Ascutney.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Ascutney

Hiking around Ascutney

Cycling around Ascutney

Running Trails around Ascutney

Gravel biking around Ascutney

Tips from the Community

Paul_C
May 5, 2025, Mt. Ascutney Climb

Climbing Mount Ascutney offers an intense, lung-busting experience as you tackle one of the steepest paved mountain ascents in the United States, winding up through Vermont's forested state park. Prepare for an immediate and unrelenting challenge over approximately 3.7 miles, gaining around 2,300 ft to reach the upper parking lot near 2,900 ft elevation. You'll battle an average gradient of a brutal 11-12%, featuring sustained pitches significantly exceeding 15% and reportedly hitting 20% or more, offering almost no recovery.

0

0

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.

0

0

Claremont sits on the Sugar River, which was responsible for powering its textile industry past and its hydropowered present. As the only city in Sullivan County, it is a good place to visit on a ride to refuel in one of its many cafés.

0

0

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.

0

0

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.

0

0

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 to return after your ride to look around, it is well worth it. As you ride through, you pass Blow-Me-Down Pond, a beautiful wetland right next to the road.

0

0

The estate here was taken into the care of the U.S. Fish & Wildlife Service from the family of John Hay, the personal secretary to Abraham Lincoln, at his wish that it should become a wildlife sanctuary. You can visit the house and gardens, known as 'The Fells', and take a walk through the woodlands on the marked trails.

1

0

Scott
December 25, 2023, Lake Sunapee

It's the fifth-largest lake entirely within New Hampshire, offering a vast expanse of sparkling water and endless opportunities for outdoor recreation. Quaint towns like Sunapee Harbor and Georges Mills dot the shoreline, offering a glimpse into New Hampshire's idyllic charm.

0

0

Frequently Asked Questions

How many road cycling routes are available around Ascutney?

There are 17 road cycling routes around Ascutney documented on komoot, offering a variety of experiences. These include 3 easy routes, 12 moderate routes, and 2 challenging routes, catering to different fitness levels.

Are there any challenging road cycling routes for experienced riders in the Ascutney area?

Yes, Ascutney offers challenging routes for experienced riders. The most notable is the Mount Ascutney Parkway Climb, known as one of the steepest and hardest bike climbs in the Northeast, gaining approximately 2,280 feet in just 3.5 miles with grades up to 15%. For a longer, difficult ride, consider the Lake Sunapee loop from Claremont, which covers nearly 70 miles with significant elevation gain.

What kind of terrain can I expect on road cycling routes around Ascutney?

Road cycling routes around Ascutney primarily feature paved country roads with generally rolling terrain. You'll pass through small pastoral farms and forested areas. While many routes are moderate, options range from flat stretches to very steep climbs, particularly on Mount Ascutney itself.

Are there any family-friendly paved bike trails in the Ascutney area?

For families looking for an easier ride, the region offers several options. The Plainfield loop from Cornish is an easy 20.4-mile route that provides a pleasant ride through the local countryside on paved surfaces, suitable for a family outing.

What are the best seasons for road biking in Ascutney?

The best seasons for road biking in Ascutney are typically spring, summer, and especially fall. Autumn is particularly popular for its stunning fall foliage, which transforms the forested landscapes into vibrant colors. Spring and fall offer pleasant temperatures, while summer provides longer daylight hours. Always check local road conditions, especially in early spring or late fall.

Are there any scenic viewpoints or natural attractions along the road cycling routes?

Absolutely. The Ascutney area is rich in natural beauty and landmarks. From the summit of Mount Ascutney, accessible via the Parkway, you can enjoy panoramic 360° views from the Observation Tower on Mount Ascutney. You might also encounter natural features like Little Cascade Falls within the State Park, or historical landmarks such as the Cornish-Windsor Covered Bridge, the longest wooden covered bridge in the country.

Where can I find parking for road bike trails near Ascutney State Park?

Parking is generally available at Mount Ascutney State Park for access to the Parkway climb and other trails. For routes starting in nearby towns, designated parking areas are often available in village centers or trailheads. It's advisable to check specific route details for precise parking information.

Are there any loop road bike trails around Ascutney?

Yes, many of the road cycling routes around Ascutney are designed as loops. For example, the Bellows Falls & the Connecticut River loop from Claremont offers a moderate 46.8-mile ride following the Connecticut River, providing scenic views along its course. The Cornish-Windsor Covered Bridge loop from Windsor is another popular moderate loop.

Can I find cafes or pubs accessible by road bike in the Ascutney area?

The towns and villages surrounding Ascutney, such as Windsor and Claremont, offer various cafes and pubs where cyclists can stop for refreshments. Many routes pass through or near these communities, making it convenient to find places to refuel. Some areas within Mount Ascutney State Park also offer facilities like a sheltered picnic area.

What is the Mount Ascutney Parkway Climb like for road cyclists?

The Mount Ascutney Parkway Climb is a legendary challenge for road cyclists. It's a very steep ascent within Mount Ascutney State Park, gaining approximately 2,280 feet in just 3.5 miles, with extended ramps reaching a 15% grade. The climb is bordered by thick forest, offering stunning scenery, especially during the fall foliage season, and leads to panoramic views from the summit.

Are there any long road bike rides around Ascutney?

For those seeking longer rides, the Ascutney region provides options that extend into the surrounding areas. The Lake Sunapee loop from Claremont is a difficult route spanning nearly 70 miles, offering a substantial and rewarding day in the saddle through varied terrain.

Most popular routes around Ascutney

Easy hikes around Ascutney

Most popular attractions around Ascutney

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

WilderNorwichQuecheeWindsorHartlandSouth WoodstockHartford VillageHurricane Forest Wildlife RefugeWhite River JunctionBethelNorth Hartland Dam Recreation AreaNorth HartlandWoodstock VillageSouth RoyaltonCavendishLudlow VillageWestonProctorsvilleRochesterSpringfieldWest WoodstockNorth SpringfieldChester

Nearby adventure guides

Things to Do around Windsor

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy