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Bennington Battle Day Celebration

Monument Circle Old Bennington

Due to the COVID-19 pandemic, some of the traditional events that mark this celebration, such as the parade, have been cancelled in 2020. However, there is a modified plan for a fun-filled — and safe — roster of weekend events to celebrate and commemorate this important Vermont milestone. Please visit to learn more. This

Garlic Town, USA

Garlic Town, USA is a one-day festival scheduled for Saturday of Labor Day Weekend to celebrate farmers, agriculture and the spirit of Bennington's famous long-running GarlicFest which had to be cancelled due to the pandemic. Organized and coordinated by the Town of Bennington and the Better Bennington Corporation, Garlic Town will feature garlic and produce

Quiltfest – Annual Event

Mount Anthony Union Middle School 747 East Road, Bennington

There’s a reason this show has been around for 26 years! Come for an action-packed weekend of education, challenge quilts, demonstrations and comradery in the beautiful green mountain state.

Food Truck Festival – Annual Event

Downtown Bennington Bennington

Just like it sounds! Head downtown where streets are blocked off for a food truck extravaganza. And a beer garden too. Photo Credit: Lorianna Weathers

Southern Vermont Fall HomeBrew Festival

Previously known as the Summer HomeBrew Festival, this has been postponed to the fall (assuming it's deemed safe to hold it at that time; the organizers plan to implement many safety precautions). This festival will be held at the old Tuttle's lot behind the Bennington Brush Building. There will be plenty of excellent food, live

Oldcastle Professional Theater 2021 Season

Downtown Bennington Bennington

Stay tuned for information about our 2021 season! Live theater and performing arts in beautiful downtown Bennington Vermont. Visit the Oldcastle website for a complete calendar of live theater, performing arts, camps and more. Located in the heart of Bennington's downtown shopping and dining district. Just a short drive from Albany and the Berkshires. Make


Lake Paran Houghton Lane, North Bennington

  The idyllic Vermont Village of North Bennington is the site of Winter fun for the annual Winter Festival. Come plunge in icy waters in the Penguin Plunge Event.

Southern Vermont Storm Football – 2020 Season

willow park 24 performance drive, Bennington

NEFL North Atlantic Conference North Division Title holders. Home games held at Willow Park, Bennington, Vermont. What's better on a brisk fall day than packing up the family for some action packed football in a beautiful Vermont setting. Click link for season schedule and more information and their year-round schedule of games and activities.

Bennington Pride Parade

The annual Bennington Pride Parade culminates a week of special events and celebration of LGBTQ+ Pride 2021!  

Bennington Arts Weekend – Annual Event

Downtown Bennington Bennington

It’s no wonder Bennington hosts the annual Arts and Craft show. After all Bennington was ranked in the top ten most vibrant arts communities by SMU’s National Center for Arts Research (NCAR) for the past two years running. This collection of the highest quality arts and crafts producers gather at Camelot Village every year for

Learn about more community events at the Bennington Area Chamber Calendar