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United States
Vermont
Bennington County

North Bennington

The best cycling routes around North Bennington

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5

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Touring cycling routes around North Bennington feature diverse terrain set against the Green Mountains and Taconic Mountains. The region includes rolling hills, significant elevation changes, and both paved and unpaved sections. Scenic lakes like Lake Paran and rivers such as the Walloomsac and Battenkill are often integrated into routes. Woodlands and historic covered bridges, like the Silk Covered Bridge, characterize the landscape.

Best touring cycling routes around North Bennington

  • The most popular touring cycling route is Bennington Battle Monument –…

Last updated: June 28, 2026

2

riders

#1.

Bennington Battle Monument – Vermont Working Farm (Gravel Road) loop from Bennington

30.8km

02:26

530m

530m

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

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Hard

1

riders

20.9km

01:16

200m

200m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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

Easy

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

Hard

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Tips from the Community

Alex
January 26, 2024, Bennington Battle Monument

The Bennington Battle Monument, erected in 1891, commemorates the Revolutionary War's Battle of Bennington in Vermont. Standing at 306 feet, it symbolizes the victory against British forces. Funded by patriotic citizens, the monument is a testament to the community's dedication to preserving and honoring its historical legacy.

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Established in 1762, The First Congregational Church of Bennington, or Old First Church, boasts a rich history in Old Bennington, Vermont. The present meeting house, erected in 1805, stands as a stellar representation of Federal period religious architecture in the state. Recognized for its historical significance, it earned a spot on the National Register of Historic Places in 1973.

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The Church of the Sacred Heart and St. Francis de Sales, located in Bennington, Vermont, holds a rich history dating back to its establishment. Serving as a spiritual cornerstone, the church's architectural and cultural significance draws interest. It stands as a testament to the community's enduring faith and heritage.

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Wonderful view from the monument into the distance.

Translated by Googleβ€’

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come between 10 and 5 to see the top of the monument.

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Frequently Asked Questions

How many touring cycling routes are available around North Bennington?

There are 5 touring cycling routes available around North Bennington. These routes offer a variety of experiences, from easy rides to more challenging adventures.

What kind of terrain can I expect on touring cycling routes in North Bennington?

You can expect diverse terrain, including rolling hills and significant elevation changes, set against the stunning backdrop of the Green Mountains and Taconic Mountains. Routes often feature a mix of paved and unpaved sections, with scenic views of valleys, rivers like the Walloomsac and Battenkill, and extensive woodlands. Historic covered bridges, such as the Silk Covered Bridge, are also common features.

Are there easy touring cycling routes suitable for beginners or families?

Yes, there is one easy touring cycling route available. The Bennington Battle Monument loop from Old Bennington is a great option, covering 18.7 km with moderate elevation gain, making it suitable for those looking for a less strenuous ride. The region also offers flatter options like the Bennington Rail Trail and Walloomsac Riverwalk, which are ideal for casual cycling.

What are some challenging touring cycling routes in the North Bennington area?

For more advanced cyclists, there are 3 difficult touring cycling routes. A challenging option is the Bennington Battle Monument – Vermont Working Farm (Gravel Road) loop from Bennington, which spans 38.2 km with significant elevation gain of almost 700 meters. Another demanding route is the Bennington Battle Monument loop from Bennington, covering 34.4 km with over 550 meters of ascent.

What scenic landmarks or attractions can I see along the touring cycling routes?

Many routes offer views of iconic landmarks and natural features. You can cycle past the historic Bennington Battle Monument, cross the picturesque Silk Covered Bridge, or explore the Carriage Road (Grove Road). The area also features the Wooden Footbridge and offers views towards Harmon Hill. Routes often incorporate views of working farms, tranquil lakes like Lake Paran, and the scenic Walloomsac and Battenkill Rivers.

Are there any touring cycling routes that include gravel sections?

Yes, some touring cycling routes in the area incorporate gravel sections, offering a mixed-surface experience. For example, the Bennington Battle Monument – Vermont Working Farm (Gravel Road) loop from Bennington combines paved and gravel roads, providing views of working farms and historic landmarks.

What is the best time of year to go touring cycling in North Bennington?

The best time for touring cycling in North Bennington is generally from spring through fall. During these seasons, the weather is pleasant, and the natural beauty of the Green Mountains and surrounding landscapes is at its peak. Autumn offers particularly stunning foliage views.

Are there any loop routes for touring cyclists?

All the touring cycling routes listed are designed as loops, allowing you to start and end at the same point. This includes routes like the Bike loop from Bennington and the various Bennington Battle Monument loops, providing convenient circular journeys.

What are the typical distances of touring cycling routes in this region?

The touring cycling routes around North Bennington vary in distance to suit different preferences. They range from approximately 18.7 kilometers (11.6 miles) for easier loops to about 38.2 kilometers (23.7 miles) for more challenging rides, offering options for both shorter excursions and longer adventures.

What do other touring cyclists enjoy most about cycling in North Bennington?

While specific ratings are not available for these routes, the region is highly regarded for its diverse terrain, picturesque landscapes, and historical charm. Cyclists often praise the blend of challenging ascents and leisurely trails, the stunning views of the Green Mountains, and the unique character added by historic covered bridges and working farms.

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