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

Vermont Events

Mayfest Arts & Crafts Festival in Bennington

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

The 38th Mayfest Arts and Crafts Festival, an annual street fair, is one of Bennington's favorite traditions! Enjoy entertainment, food, activities, arts, crafts and more. Free admission.

Brattleboro Brewers Festival

Guilford Fairgrounds 163 Fairground Road, Guildford, United States

The Brattleboro Brewers Festival returns! The festival is a tri-state event and raises thousands of dollars for local charities. Sample 100 brews and ciders, enjoy tasty food and live music. Tickets $39.50

Recurring

Burlington Discover Jazz Festival

Downtown Burlington Main Street, Burlington, VT, United States

From June 4-8, the Flynn celebrates the 42nd anniversary of the Burlington Discover Jazz Festival. Enjoy free shows across Burlington, from Church Street to the Waterfront, and ticketed performances at the Flynn Main Stage. -Courtesy photo / Discover Jazz Festival 

Recurring

Elevate Mountain Bike Festival in Stowe

Trapp Family Lodge 700 Trapp Hill Road, Stowe, United States

The Elevate Mountain Bike Festival in Stowe brings together women and gender-expansive riders from all corners of the U.S. to ride, build community and foster growth on and off the bike. The three-day event includes:  - Trail and downhill clinics with expert coaches to share the...

Adamant Blackfly Festival

Adamant Co-op 1313 Haggett Road, Adamant, VT, United States

The annual Adamant Blackfly Festival is a family-friendly "bug-centric" celebration at the Adamant Co-op. Enjoy a parade, nature walk, live music, food and a big sense of community.

Starry Fest in Ferrisburgh

Starry Night Cafe 5371 Ethan Allen Highway, Ferrisburgh, VT, United States

The second annual Starry Fest in Ferrisburgh features live music, lawn games, live music, food, drinks, local farmers and artists. Hosted by the Starry Night Café, which is celebrating its 25th birthday. Free admission.

Manchester Street Fest

Main Street in Manchester Route 7A, Manchester Center, VT, United States

Experience Street Fest in Manchester, where the town's historic Main Street becomes a pedestrian-only destination for food, fun and live music by the Andris Berry Band. Please note that Main Street between the Bonnet Street roundabout and Memorial Avenue will be closed to traffic between...

Strawberry Festival in Middletown Springs

Middletown Springs Historical Society 4 Park Avenue, Middletown Springs, VT, United States

The Strawberry Festival in Middletown Springs showcases a sweet afternoon of fun on the town green.  Enjoy delicious strawberry shortcake made with fresh local strawberries, homemade biscuits, vanilla ice cream and whipped cream, along with iced tea, lemonade or coffee.    

Recurring

Quechee Hot Air Balloon, Craft & Music Festival

Quechee Balloon Festival 70 Village Green Circle, Quechee, VT, United States

The annual Quechee Hot Air Balloon, Craft & Music Festival—the longest running hot air balloon festival in New England—returns to the Upper Valley. Don’t miss this exciting festival with hot air balloon flights scheduled throughout weekend and additional tethered rides during the day. Enjoy music and entertainment...

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.

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

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....