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MayFest Arts & Crafts Festival will be back in 2022 — and better than ever! 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.
Come join us to enjoy a fun afternoon sampling delicious craft beer, wine, cider, and mead created by our region's prodigiously talented brewers. In addition to enjoying the delicious local brews, you can sample the best comfort food — soups, chili, chowder, stews, and more — offered by favorite local restaurants.
Wonderful food and incredible deals for lunch or dinner at 17 restaurants throughout Bennington county. Reservations are highly recommended during The Shires of Vermont Restaurant Week. You might just need to stay the week to have time to try them all!
Hemmings Cruise-Ins are back! In association with the Better Bennington Corporation, we will be hosting our popular cruise-ins on Main Street in Bennington, VT. The street will be closed for these events. Bring your collector car and join us!
MayFest Arts & Crafts Festival will be back in 2022 — and better than ever! 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.
Come join us to enjoy a fun afternoon sampling delicious craft beer, wine, cider, and mead created by our region's prodigiously talented brewers. In addition to enjoying the delicious local brews, you can sample the best comfort food — soups, chili, chowder, stews, and more — offered by favorite local restaurants.
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
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
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
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.
From hometown tree lighting celebrations, to brunch with Santa, to Family Festival Day at the Bennington Museum to holiday concerts and more. Bennington is brimming with holiday cheer from the first to the 31st of December. The Bennington area Chamber of Commerce has assembled an itinerary of the cheeriest of the cheery for you and
Wonderful food and incredible deals for lunch or dinner at 17 restaurants throughout Bennington county. Reservations are highly recommended during The Shires of Vermont Restaurant Week. You might just need to stay the week to have time to try them all!
Live music and fun for the whole family as we wave goodbye to another beautiful Vermont foliage season. Join the celebration where main street is blocked off for the fun and festivities.
Learn about more community events at the Bennington Area Chamber Calendar