Events from May 16, 2025 – September 24, 2022 › Cities and Towns › Rutland › – Happy Vermont

Vermont Events

Rutland County Pride Festival

Rutland County Pride Festival Center Street and Merchants Row, Rutland, VT, United States

Enjoy music, vendors, food, entertainment, games, prizes and more at the Rutland County Pride Festival. The mission of Rutland County Pride, Inc. is to enhance and sustain the well-being of the LGBTQ+ and allied communities by providing programs and services that cultivate community; advocate for...

Recurring

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 in August and October. Enjoy fine art, photography, crafts, Vermont vineyards/breweries/distilleries, specialty foods, kids' activities, and musical entertainment in a festive outdoor setting. -Courtesy photo 

Oliver Anthony Music Performs at The Vermont State Fair in Rutland

Vermont State Fairgrounds 175 S. Main Street, Rutland, VT, United States

Oliver Anthony Music performs at The Vermont State Fair in Rutland. His passionate voice, featuring a unique and emotional rasp shaped by his personal battles, captures the despair of those living without hope, especially those who live in small-town or rural America. Order your tickets...

Rutland Whoopie Pie Festival

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

Don't miss the fourth annual Rutland Whoopie Pie Festival! Try whoopie pies from over a dozen bakers and enjoy activities around Center Street and Merchants Row. The Rutland Whoopie Pie Festival is an all-day extravaganza with something for everyone. Enjoy a day of music, performances,...