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Routes
Road cycling routes
United States
Vermont

Bennington County

The best traffic-free bike rides in Bennington County

4.7

(23)

1,036

riders

15

rides

No traffic road cycling routes in Bennington County traverse a landscape shaped by the Taconic Mountains to the west and the Green Mountains to the east, offering varied terrain. The region features river valleys, including the Walloomsac and Batten Kill, which provide scenic routes along their banks. Road cyclists encounter a mix of rolling roads and challenging climbs, with significant elevation changes in mountainous areas. The natural environment includes forested hillsides and open valleys, providing diverse backdrops for cycling.

Best…

Last updated: April 25, 2026

50

riders

#1.

Scotch Hill – Dead Lake loop from Emmaus House

110km

05:49

1,200m

1,200m

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Hard

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

Hard
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

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

Moderate

4.0

(1)

11

riders

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Traffic-free bike rides in Bennington County

Traffic-free bike rides in Bennington County

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Hiking Collection by

Jamie S.

Tips from the Community

David Howells
February 6, 2024, Chiselville Covered Bridge

This is a stunning covered bridge. It is also known as the East Arlington Covered Bridge. It was built in 1870 and spans over the Roaring Branch of the Batten Kill on Sunderland Hill Road in the town of Sunderland, Vermont. There is a sign on the bridge that states you will get fined $1 if you drive over the bridge faster than a walking man.

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AverieOutside
February 6, 2024, Hapgood Pond

Hapgood Pond is a 12-acre pond that is 12 feet deep at its deepest point. This pond is within a recreation area of the same name. The recreation area has a campground, restrooms, picnic tables, and a swimming beach.

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This is a stunning covered bridge. It is also known as the East Arlington Covered Bridge. It was built in 1870 and spans over the Roaring Branch of the Batten Kill on Sunderland Hill Road in the town of Sunderland, Vermont. There is a sign on the bridge that states you will get fined $1 if you drive over the bridge faster than a walking man.

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0

Jamie S.
December 30, 2023, The Mill Pond

The Mill Pond is a small pond off of the scenic West River in Londonderry, Vermont. It is just east of downtown Londonderry where you can get a bite to eat on your ride.

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August 30, 2023, Mount Greylock

Mount Greylock is the tallest peak in Massachussets. On a clear day, you can see up to 90 miles in the distance. At the peak, there is a visitor center, restrooms and a scenic viewing area.

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This old village is register as a US Historic site. It has well-preserved mid-19th century houses.

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Frequently Asked Questions

How many no traffic road cycling routes are available in Bennington County?

There are 15 dedicated no traffic road cycling routes in Bennington County featured in this guide. These routes offer a range of difficulties, with 5 easy, 7 moderate, and 3 difficult options to explore.

What kind of terrain can I expect on no traffic road cycling routes in Bennington County?

Bennington County offers diverse terrain for road cyclists. You'll find routes nestled between the Taconic Mountains and the Green Mountains, providing both challenging climbs and scenic rolling roads. Many routes follow picturesque river valleys like the Walloomsac and Batten Kill, offering a mix of elevation and flatter sections.

Are there any family-friendly no traffic road cycling options in Bennington County?

Yes, Bennington County has options suitable for families. While this guide focuses on road cycling, the region offers dedicated pathways like the Bennington Rail Trail, which is accessible and great for gentler rides. Look for routes categorized as 'easy' in this guide for less challenging road cycling experiences.

What are some scenic viewpoints or landmarks I can see along these routes?

Many routes offer stunning views and pass by notable landmarks. You might encounter picturesque spots like Equinox Pond or enjoy panoramic vistas from Lookout Rock. The historic Chiselville Covered Bridge is also a charming sight along several routes, such as the Chiselville Covered Bridge loop from Manchester.

What do other road cyclists enjoy most about no traffic road cycling in Bennington County?

The komoot community highly rates the no traffic road cycling in Bennington County, with an average score of 4.4 out of 5 stars. Cyclists often praise the stunning fall foliage, the peacefulness of the low-traffic roads, and the diverse landscapes ranging from mountain views to serene river valleys.

Are there any routes that include historic covered bridges?

Absolutely! Bennington County is known for its charming covered bridges. You can cycle across the historic Chiselville Covered Bridge on routes like the Chiselville Covered Bridge – Chiselville Covered Bridge loop from Arlington, adding a unique historical element to your ride.

Can I find challenging no traffic road cycling routes with significant elevation gain?

Yes, Bennington County offers challenging routes for experienced cyclists. For example, the Scotch Hill – Dead Lake loop from Emmaus House covers over 100 km with more than 1200 meters of elevation gain. Another demanding option is the Mount Greylock loop from The Clark Art Institute, featuring over 900 meters of climbing.

What is the best time of year for no traffic road cycling in Bennington County?

The fall season is particularly renowned for road cycling in Bennington County due to the spectacular fall foliage, transforming the landscape into vibrant colors. Spring and summer also offer excellent conditions with pleasant temperatures and lush greenery, though summer can be warmer.

Are there any loop routes available for no traffic road cycling?

Yes, many of the no traffic road cycling routes in Bennington County are designed as loops, allowing you to start and end at the same point. Examples include the Chiselville Covered Bridge loop from Manchester and The Mill Pond – Hapgood Pond loop from Peru.

Are there any routes that pass by lakes or water features?

Yes, Bennington County is dotted with serene lakes and river valleys. Some routes may offer views of or pass near lakes like Equinox Pond, or follow the scenic Walloomsac and Batten Kill rivers, providing beautiful waterside cycling experiences.

What is the typical difficulty range for these no traffic road cycling routes?

The routes in this guide cater to various skill levels. You'll find 5 easy routes perfect for a relaxed ride, 7 moderate routes offering a good balance of challenge and enjoyment, and 3 difficult routes for those seeking a more strenuous workout with significant climbs.

Most popular routes in Bennington County

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Check out more Road cycling routes throughout Bennington County below and find the perfect route in your destination.

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