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Oldcastle Professional Theater 2020 Season

Downtown Bennington Bennington

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 a date night of it!

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.

Winters Wings and Home Brew Festival

Downtown Bennington Bennington

Micro Brews, home brews are all the rage. And Bennington Vermont’s HomeBrew Festival gathers together a whole array of top notch home breweries and micro breweries for a party that will warm even the coldest winter day. And help decide who will be crowned the winner of the Best Wings in Bennington.

Mayfest Arts and Craft Festival

Downtown Bennington Bennington

Mayfest is an annual street fair held in downtown Bennington featuring a wide variety of arts, crafts, activities, food, and entertainment. Families and people of all ages will find fun things to do and delicious food to eat.

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 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

Bennington Battle Day Celebration and Parade

Monument Circle Old Bennington

This is a weekend long celebration commemorating the Battle of Bennington which took place on August 16, 1777. It was a pivotal Revolutionary War battle which changed the course of history. Weekend events include a war re-enacter encampment at the Bennington Monument, a 5K race, a presentation by the Moodus Drum Fife & Drum Corps,

Garlic and Herb Festival – Annual Labor Day Weekend Event

Camelot Village 66 Colgate Heights, Bennington

Holy Garlic! This Southern Vermont Festival keeps getting better and better. And, now Bennington's Garlic and Herb Festival will celebrate its 25th year. Garlic ice cream, garlic goodies, and other local delicacies to eat on site and to take home. And, some of the best artisan vendors in the Northeast. This event is full to

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.

Learn about more community events at the Bennington Area Chamber Calendar