Activities & Adventures

August in Bennington, Vermont

Summer at Its Peak August might be the best month to experience everything Bennington has to offer. The trails are green, the rivers are flowing, outdoor dining is in full

July in Bennington, Vermont: Celebrate America’s 250th Where History Begins

Fourth of July • Arts & Events • Bennington Updates Few places are as closely connected to America’s story as Bennington. As the nation begins commemorating its 250th anniversary, there

May in Bennington, Vermont

Spring Energy, Outdoor Events, and the Start of Something Good May is when Bennington fully opens up. The doors, the streets, the stages, all of it. After a long Vermont

March in Bennington, Vermont

When Winter Sweetens & Spring Begins to Stir Maple Steam, Green Celebrations, and a New Theater Season March in Bennington feels alive. The steam starts rising from sugarhouses. Storefront windows

A Romantic Getaway Begins Here: Fall in Love with Bennington, Vermont

Some places try to manufacture romance. Bennington simply lives it. It’s in the way Main Street invites you to slow down and wander hand in hand. It’s in the quiet

10 reasons to visit Bennington, Vermont in 2026

Welcome to Bennington, Vermont, a town where history, art, culture, and outdoor adventure come together in perfect harmony. Located in the rolling hills of southwestern Vermont, Bennington offers a quintessential

October in Bennington: Foliage, Festivals, and Family Fun

The air is crisp, the leaves are turning, and Vermont is settling into one of its most beloved seasons. Fall in Bennington is a time for scenic drives, apple picking,

Experience History: Bennington’s 2025 Battle Day Weekend

Battle Day Weekend Kicks Off in Bennington! Bennington has been honoring the Battle of Bennington for nearly 250 years, making it one of the nation’s longest continuously celebrated Revolutionary War

A Festival That Grew from the Ground Up: 30 Years of Garlic in Southern Vermont

Garlic Town, USA celebrates 3 decades this Labor Day Weekend in Bennington, Vermont Thirty years ago, a small farmers’ market in Wilmington, Vermont planted the seed for what would become

Bennington, Vermont: Celebrating Summer as an Appalachian Trail Community

July itinerary July in Bennington means sunshine, outdoor adventure, and one special honor worth celebrating: Bennington is an official Appalachian Trail (AT) Community, recognized by the Appalachian Trail Conservancy for