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Midnight Madness – Annual Event

Downtown Bennington Bennington

Come join the fun for Bennington’s annual Midnight Madness event — 56 years and running! Bennington’s entire downtown main street is all abuzz with live music, great food, and amazing deals while downtown stores open their doors until midnight. And don’t forget to check out Four Corners North, where Hawkins House, Tap House at Catamount

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

Bennington Performing Arts Center

Downtown Bennington Bennington

Bennington Performing Arts Center — The Home of Oldcastle Theatre Company — is restarting their programming beginning Friday, September 11, 2020. Live theater and performing arts in beautiful downtown Bennington Vermont. Visit the website (below) for a complete calendar of live theater, performing arts, camps and more. Located in the heart of Bennington's downtown shopping

Elegance: A Special Exhibition

A special exhibition at the Park-McCullough Historic Governor’s Mansion in North Bennington which illuminates the story and sophisticated lifestyle of the Park-McCullough family in the late 19th and early 20th centuries. Fridays, Saturdays, & Sundays.

Southern Vermont Fall HomeBrew Festival

*This event has been postponed until sometime in 2021. Stay tuned for details. 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

Performance: An Evening in Vienna – The Taconic Chamber Players

The Taconic Chamber Players has a broad repertoire of Baroque, Classical, Romantic, and contemporary works, including pop, rock, and jazz arrangements. This is a fundraiser for BPAC. Tickets are $25 and can be purchased online or via telephone. Seats are limited to 46 due to COVID-19 guidelines, so please reserve in advance.



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.

Learn about more community events at the Bennington Area Chamber Calendar