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MayFest
MayFest is Downtown Bennington’s cherished annual arts, crafts, music, and community festival, traditionally held on the Saturday of Memorial Day weekend. This free, family-friendly event transforms Main Street into a vibrant celebration of creativity and local culture, with handcrafted goods, live entertainment, tasty food, and activities for all ages.
Main Street comes alive with more than 130 hand-selected vendors offering handmade jewelry, pottery, clothing, woodwork, specialty foods, and unique one-of-a-kind gifts. Beyond browsing and shopping, the festival features multiple live music stages, a dedicated Kids’ Zone, and plenty of delicious festival treats.
If you're interested in Sponsoring MayFest, please contact us for more information.
Community and Tradition
MayFest is more than a festival — it’s a community tradition that brings neighbors and visitors together to celebrate the arrival of spring in Southern Vermont. According to Vermont Country Magazine, the event captures “the essence of Southern Vermont, a region defined by its commitment to community,” making it a joyful way to support local makers and businesses.
“Mayfest brings out the best in Bennington. It’s our chance to show off our creativity, our talent, and our community spirit…all in one place, while supporting the Downtown district.”
Whether you’re shopping for handcrafted treasures, enjoying live music, savoring festival food, or enjoying time with family and friends, MayFest is a signature kickoff to the season and a beloved tradition that showcases the heart of Downtown Bennington.