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Routes
Road cycling routes
United States
New Hampshire
Hillsborough County

Bennington

The best road cycling routes around Bennington

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Road cycling routes around Bennington traverse an area characterized by rolling hills, dense forests, and scenic river valleys. The landscape features a mix of paved country roads and routes that often pass by historic covered bridges. Elevation changes are moderate, providing varied terrain for road cyclists.

Best road cycling routes around Bennington

  • The most popular road cycling route is Forest Road covered bridge loop from Fisher Hill Town Forest, a 21.9 miles (35.2 km) trail that takes 1 hour…

Last updated: May 21, 2026

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#1.

Forest Road covered bridge loop from Fisher Hill Town Forest

35.2km

01:37

370m

370m

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

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Moderate

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

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

Moderate

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

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

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Tips from the Community

Alvaro Hernandez
February 15, 2024, Francestown forest

The Crotched Mountain Road surrounds the Francestown forest and takes you on an enjoyable ride below the canopy.

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This old covered bridge spans the Contoocook River and gives a lovely view of the river and Powdermill Pond Wildlife Management Area around the water. The area is particularly beautiful in Autumn when the trees leaves change to amber and crimson colors.

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Alex
February 15, 2024, Lake beach

This quiet lake and its beach are perfect for taking a rest off of the bike. With a lovely sandy beach to get into the water, the lake is perfect for a cool off on a summers day.

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Alex
February 15, 2024, Antrim Road

This quiet road has lovely views of Contocook River, and a slightly rickety old bridge spanning it. During Autumn the forest colours really pop here, turning a range of crimson and amber hues.

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AaronLavanchy
January 12, 2024, Harrisville

Harrisville is a charming small town centered around a historic 19th-century industrial mill complex. The town is frequently photographed as an example of picturesque New England.

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The Crotched mountain road surrounds the Francestown town forest and takes you on an enjoyable ride below the canopy.

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Frequently Asked Questions

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

Road cycling routes around Bennington feature a landscape of rolling hills, dense forests, and scenic river valleys. You'll encounter a mix of paved country roads, often passing historic covered bridges. The elevation changes are generally moderate, offering varied terrain suitable for most road cyclists.

Are there road cycling routes suitable for beginners in Bennington?

The routes in Bennington are primarily categorized as moderate difficulty, offering varied terrain with rolling hills. While there aren't specific 'easy' routes listed, the moderate elevation changes make them accessible for cyclists with some experience. For a good introduction, consider the Forest Road covered bridge loop from Fisher Hill Town Forest, which is a popular choice.

What is the typical length and duration of road cycling routes in the Bennington area?

Most road cycling routes around Bennington range from approximately 22 to 28 miles (35 to 45 km) in length. A typical ride, like the Forest Road covered bridge loop from Hancock, takes about 1 hour 30 minutes to 2 hours to complete, depending on your pace.

When is the best time of year for road biking in Bennington?

The best time for road biking in Bennington is typically from late spring through early autumn (May to October). During these months, the weather is generally pleasant, and the scenery, especially the fall foliage, is spectacular. Winter cycling is possible but requires appropriate gear and caution due to snow and ice.

Are there any family-friendly road cycling options in Bennington?

While the routes are generally moderate, the paved country roads and scenic nature of Bennington can be enjoyable for families with older children who are comfortable with longer distances and some elevation changes. The routes often wind through forested areas, providing a pleasant environment away from heavy traffic.

What are some scenic highlights or points of interest along the road cycling routes?

A defining feature of road cycling in Bennington is the presence of historic covered bridges. Many routes, such as the Forest Road covered bridge loop from Greenfield, specifically highlight these charming landmarks. You'll also enjoy forested roads and views of river valleys.

Are there any loop trails for road cycling in Bennington?

Yes, many of the road cycling routes in Bennington are designed as loops, offering a continuous scenic journey without retracing your path. Examples include the various 'Forest Road covered bridge loop' options and the Francestown forest – Antrim Road loop from Fleck Conservation Area.

What do other road cyclists say about the routes in Bennington?

The road cycling routes in Bennington are highly rated by the komoot community, with an average score of 4.0 stars. Cyclists often praise the quiet forested roads, the charm of the covered bridges, and the varied, yet manageable, terrain.

Are there routes that avoid heavy car traffic?

Many of Bennington's road cycling routes utilize paved country roads that typically have lower traffic volumes compared to main highways. Routes winding through forested areas, like the Lake beach – Harrisville loop from ConVal Regional High School, often provide a more serene cycling experience.

How many road cycling routes are available in the Bennington area?

There are several road cycling routes available around Bennington, offering various options for exploring the region's unique landscape. Komoot currently lists four distinct routes in this guide, all of moderate difficulty.

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