Bennington Battle Monument loop from Bennington

If you're looking for a serious challenge on two wheels with a rewarding dose of history and scenery, the Bennington Battle Monument loop from Bennington is a difficult touring bicycle route that delivers. Covering 21.4 miles (34.4 km) with a substantial 1805 feet (550 metres) of elevation gain, this loop will test your legs over an estimated 2 hours and 28 minutes, making it perfect for experienced cyclists seeking a robust workout.

What to expect on Bennington Battle Monument loop from Bennington

Expect a diverse journey through Vermont's varied landscapes, nestled between the Green Mountains and the Taconic Mountains. You'll pedal past scenic valleys, active working farms, and alongside rivers like the Walloomsac and Battenkill. The route culminates at the iconic Bennington Battle Monument, offering panoramic vistas across Vermont, Massachusetts, and New York from its observatory. Be prepared for significant elevation changes and some unpaved gravel sections; this route demands a touring or gravel bike and very good fitness.

Planning your visit

Given the route's difficult rating and significant elevation, plan your ride for good weather conditions, especially if tackling the unpaved sections. While specific parking details aren't provided, Bennington offers various starting points. Always carry enough water and be aware that some segments might be challenging enough to require walking your bike. The best time to cycle Bennington Vermont is typically during the warmer, drier months to fully enjoy the scenic views and avoid adverse road conditions.

Trail details

• Distance: 21.4 miles (34.4 km)
• Elevation gain: 1805 feet (550 metres)
• Difficulty: difficult
• Estimated time: 2 hours and 28 minutes