Woodstock, VT, USA to Bennington, VT, USA from $110: 1 ways by bus, train, flight or car

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Woodstock to Bennington with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company

various

Bus

Average Duration

2h 

Estimated price

$110-110

Recommended

Select

Open full-size map

Distance: 87 km

Duration: 2h

Browse car rentalsExplore flights

Traveling From Woodstock to Bennington

The drive from Woodstock to Bennington offers a captivating contrast, with Woodstock's charming village atmosphere and artsy vibe transitioning into Bennington's rich history and stunning natural landscapes.

Best Neighbourhoods in Bennington

Bennington offers a variety of neighborhoods, each with distinct charm and character.

Downtown Bennington

• Bustling shops and restaurants abound.

• Historic buildings reflect local heritage.

Old Bennington

• Quaint streets lined with 18th-century homes.

• Close to the Bennington Battle Monument.

North Bennington

• Picturesque views and outdoor activities available.

• Home to the Bennington Art Center.

Best Times To Visit Bennington's Attractions

Timing your visit to Bennington's attractions can significantly enhance your experience.

Bennington Battle Monument

Visit early in the morning or weekdays for fewer crowds.

Bennington Museum

Late afternoon often sees reduced visitor numbers, allowing for quieter exploration.

Southern Vermont Arts Center

Opt for weekdays to enjoy art exhibits without the weekend rush.

Bennington Weather: What to Expect Year-Round

Bennington experiences a temperate climate with distinct seasons, making each time of year unique for travelers. The best visits often occur during late spring and early fall, when mild temperatures enhance outdoor activities and sightseeing.

Dining Recommendation

Head to The Blue Benn Diner in Bennington for a classic American experience that contrasts with Woodstock's eclectic dining scene; their homemade meatloaf, served with locally sourced sides, embodies the region's comfort food tradition. The warm, retro atmosphere and focus on hearty, authentic flavors provide a distinct culinary experience that showcases local ingredients and community spirit.