Events from September 14 – November 4, 2023 › Cities and Towns › Rutland › – Happy Vermont

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Art in the Park Festival in Rutland

Main Street Park 5 South Main Street, Rutland, VT, United States

The Chaffee Art Center invites you to its annual Art in the Park Festival on Aug. 10-11 and Oct. 12-13, 2024. Enjoy fine art, photography, crafts, Vermont vineyards/breweries/distilleries, specialty foods, kids' activities, and musical entertainment in a festive outdoor setting.

Rutland Whoopie Pie Festival

Downtown Rutland Center Street & Merchants Row, Rutland, VT, United States

Don't miss the Rutland Whoopie Pie Festival! Sample delicious whoopie pies from vendors across the East and vote for your favorite. Watch the Dream Maker Bakers Team assembles a massive whoopie pie. Enjoy activities, entertainment and tasty food options.