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Routes
Bike touring routes & trails
United States
Vermont
Bennington County
Pownal

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

Routes
Bike touring routes & trails
United States
Vermont
Bennington County
Pownal

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

Hard

4.9

(9654)

9,874

riders

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

03:15

39.0km

690m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: May 6, 2026

Waypoints

A

Start point

Parking

Get Directions

1

17.2 km

Bennington Battle Monument

Highlight • Monument

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

Tip by

2

17.8 km

First Congregational Church of Bennington

Highlight • Religious Site

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 …

Tip by

3

19.8 km

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 …

Tip by

4

26.7 km

Vermont Working Farm (Gravel Road)

Highlight • Structure

B

39.0 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

33.1 km

3.88 km

1.84 km

Surfaces

19.3 km

17.9 km

1.66 km

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (470 m)

Lowest point (160 m)

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Weather

Powered by Foreca

Sunday 21 June

24°C

10°C

35 %

Additional weather tips

Max wind speed: 9.0 km/h

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

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Description

If you're looking for a truly rewarding challenge on two wheels, the Bennington Battle Monument – Vermont Working Farm (Gravel Road) loop from Pownal is a difficult touring cycling route that delivers. This 24.2-mile (39.0 km) journey packs in 2261 feet (689 metres) of climbing over roughly 3 hours and 14 minutes, making it ideal for cyclists with very good fitness who crave a demanding gravel adventure.

What to expect on Bennington Battle Monument – Vermont Working Farm (Gravel Road) loop from Pownal

Expect a diverse ride as you pedal through picturesque working farms and potentially past apple orchards, all while enjoying spectacular views of the quintessential Vermont countryside. The route prominently features the iconic Bennington Battle Monument, a 306-foot stone obelisk commemorating a pivotal Revolutionary War victory. Be prepared for varied gravel surfaces, from hard-packed sections to potential 'bone shakers' or 'rocky Class IV' stretches, demanding a robust touring or gravel bike and strong legs for the significant climbs.

Planning your visit

While specific parking details for the start point in Pownal aren't provided, you'll want to plan your visit to make the most of the scenic views. The region is beautiful in various seasons, but consider spring or fall for comfortable temperatures and vibrant foliage. Remember that Vermont's gravel roads can be rugged, so ensure your bike is well-maintained and suitable for challenging terrain.

Trail details

  • Distance: 24.2 miles (39.0 km)
  • Elevation gain: 2261 feet (689 metres)
  • Difficulty: difficult
  • Estimated time: 3 hours and 14 minutes

Nearby routes

Moderate

5.0

104

Ashuwillticook Rail Trail

02:30h

43.8km

140m

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