Events from May 24, 2025 – September 24, 2022 – Happy Vermont

Vermont Events

Mazza’s Strawberry Fest in Colchester

Sam Mazza's 277 LaVigne Road, Colchester, VT, United States

Taste everything strawberry at Mazza's Strawberry Fest, from creemees and donuts to fudge and shortcake. Enjoy performances, food vendors, kids activities, pony rides and more. Free admission.

Recurring

BBQ & Brew in Rutland

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

The BBQ & Brew Festival is a gathering of local restaurants, beloved food trucks and an assortment of beers all participating in a two-day outdoor event. Local bands and DJs will perform a variety of music to set the vibe and keep the energy high....

Recurring

Jenny Brook Bluegrass Festival in Tunbridge

Tunbridge Fairgrounds 1 Fairground Lane, Tunbridge, VT, United States

The annual Jenny Brook Bluegrass Festival in Tunbridge features artists like the Lonesome River Band, Amanda Cook Band and Sister Sadie. Established in 2001, Jenny Brook is family-friendly and offers free passes for youth 17 and under accompanied by a parent. Multi-day tickets and day...

Recurring

West Windsor Music Festival

West Windsor Historic Town Hall 22 Brownsville-Hartland Road, West Windsor, VT, United States

Enjoy a weekend of music at the third annual West Windsor Vermont Music Festival. Performances on Friday evening include Nick Sanders, a dynamic and talented pianist who brings fire and imagination to the festival. The duets and musical interactions with Sakiko at the keyboard promise to...

Recurring

Vermont Brewers Festival in Burlington

Burlington Waterfront Park 10 College Street, Burlington, VT, United States

The annual Vermont Brewers Festival on the Burlington Waterfront is the premier Vermont beer event of the year. Tickets will be going on sale at 11 a.m. on May 2, 2025. Sign up for the Vermont Brewers Association newsletter or visit vermontbrewers.com for details and...

Recurring

Killington Wine Fest

Killington Killington Road, Killington, VT, United States

Wine lovers and aficionados are invited to taste world-famous wine and gourmet food in the scenic Green Mountains at the Killington Wine Fest. Hosted by the Killington Pico Area Association (KPAA), this annual event blends fine wines, gourmet food, and stunning mountain views into an unforgettable weekend experience.

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 

Garlic Town, USA in Bennington

Downtown Bennington 479 Main. Street, Bennington, VT, United States

Celebrating all things garlic at Southern Vermont's largest stinkin' festival. Garlic Town brings together over 130 vendors, including garlic growers, craft vendors and food trucks. Also, enjoy live bands, beer, wine and garlic cocktails, live chef demonstrations, family activities and more.