Festivals near Middlebury, VT.

Braintree Bluegrass Brunch feat. Turnip Truck and The Spring Chickens

• Sep. 28 - Sep 28, 2025
• 2756 Braintree Hill Rd - Braintree, VT USA

• Music

Join us for the final Braintree Bluegrass Brunch of the season—featuring Turnip Truck and The Spring Chickens live at the historic Braintree Hill Meet ....

The Cabot Cheese and Culture Festival

• Sep. 27 - Sep 27, 2025
• The Cabot Village Common - Cabot, VT USA

• Food / Wine / Beer

This year, over 40 vendors will gather on the Cabot Village Common, bringing together cheesemakers and producers of fermented foods and beverages for ....

Bristol Harvest Festival

• Sep. 27 - Sep 27, 2025
• Bristol Town Green - Bristol, VT USA

Join the 26th annual Bristol Harvest Festival presented by the Addison County Chamber of Commerce with support by the Bristol Recreation Department. T ....

Burlington Baroque Festival - The Cantor of Leipzig

• Sep. 20 - Sep 20, 2025
• College Street Congregational Church - Burlington, VT USA

• FREE!!
• $1 - $10
• $25 - $50
• $50 - $100

The 2nd annual BURLINGTON BAROQUE FESTIVAL will be a wondrous array of repertoire offered by a renowned ensemble of specialists performing in historic ....

Vermont VegFest

• Sep. 20 - Sep 20, 2025
• Hula - Burlington, VT USA

• Community (Community / Social)

• $1 - $10

We can't wait to welcome you to the inaugural Vermont VegFest! Join us on Saturday, September 20th, 2025 at Hula in Burlington, Vermont for a full day ....

Adirondack Harvest Festival

• Sep. 20 - Sep 20, 2025
• Essex County Fairgrounds - Westport, NY USA

The 9th Annual Adirondack Harvest Festival will take place on Saturday, September 20, 2025 from 12 to 5 PM at the Essex County Fairgrounds in Westport ....

Burlington Baroque Festival - The Four Seasons and Songs

• Sep. 19 - Sep 19, 2025
• College Street Congregational Church - Burlington, VT USA

• FREE!!
• $1 - $10
• $25 - $50
• $50 - $100

The 2nd annual BURLINGTON BAROQUE FESTIVAL will be a wondrous array of repertoire offered by a renowned ensemble of specialists performing in historic ....

Vermont Climbing Festival

• Sep. 19 - Sep 21, 2025
• farr's field - Waterbury, VT USA

• $50 - $100

CRAG-VT is excited to announce the sixth annual Vermont Climbing Festival, taking place September 19–21, 2025 in Waterbury and on the cliffs of Bolton ....

Amanda Legare

• Sep. 13 - Sep 13, 2025
• United Church of Cabot - Cabot, VT USA

• Food / Wine / Beer

Ham, Red Flannel Hash, Coleslaw, Rolls, Baked Beans, Dessert. Eat in or Take Out. By Donation. ....

Town of West Rutland Block Party

• Sep. 6 - Sep 6, 2025
• West Rutland Town Hall - West Rutland, VT USA

• Music

The Block Party will take place on the Town Hall Green and Marble Street on Saturday, September 6 from 2:30pm to 8:00pm. Marble Street from Campbell ....

MaMuse

• Sep. 3 - Sep 3, 2025
• Chandler Music Hall ~ Chandler Center for the Arts - Randolph, VT USA

• Music

• $25 - $50

Join MaMuse for an evening of harmony-rich folk-soul that uplifts the spirit and opens the heart. Expect unreleased songs from their upcoming album, b ....

Fair Haven Food Truck Frenzy

• Sep. 3 - Sep 3, 2025
• Fair Haven - Fair Haven, VT USA

• Food / Wine / Beer

Fair Haven Food Truck Frenzy – September 3, 2025 | 5:00–9:00 PM | Fair Haven Park Fair Haven’s favorite community tradition is back! On Wednesday, Se ....

Vergennes Day

• Aug. 23 - Aug 23, 2025
• Vergennes City Park - Vergennes, VT USA

Join us for the 43rd annual Vergennes Day presented by the Addison County Chamber of Commerce. The event features more than 50 vendors, live music on ....

Party on the Bricks

• Aug. 21 - Aug 21, 2025
• Church Street Marketplace - Burlington, VT USA

• Music

Join us for Party on the Bricks—a brand-new summer series on the Church Street Marketplace! Each week, the party pops up on a different block of the ....

Party on the Bricks

• Aug. 14 - Aug 14, 2025
• Church Street Marketplace - Burlington, VT USA

• Music

Join us for Party on the Bricks—a brand-new summer series on the Church Street Marketplace! Each week, the party pops up on a different block of the ....

A2VT

• Aug. 14 - Aug 14, 2025
• Jaquith Public Library - Marshfield, VT USA

• Music

Representing Somalia, Congo, Tanzania and Burundi and currently living in Burlington, Vermont, A2VT synthesizes their native African musical and dance ....

Josh Panda at The Middlesex Bandstand

• Aug. 13 - Aug 13, 2025
• Middlesex Bandstand - Middlesex, VT USA

• Music

The Middlesex Bandstand proudly brings you music from around the world every Wednesday this summer! ??? Where + When: See you at the Middlesex Bands ....

Vermont Cheesemakers Festival 2025

• Aug. 10 - Aug 10, 2025
• Shelburne Farms - Shelburne, VT USA

• Food / Wine / Beer

• $50 - $100

Join us as we celebrate the 13th Annual Vermont Cheesemakers Festival! Vermont is a world-class cheese state with an incredibly high number of cheesem ....

Smoked Beef Dinner

• Aug. 9 - Aug 9, 2025
• Rutland Elks Lodge - Rutland, VT USA

• Food / Wine / Beer

Dinner, games and we'll be playing tunes in the parking lot of the Elks Lodge. All Welcome ....

64th Annual Art in the Park Summer Festival

• Aug. 9 - Aug 10, 2025
• Main Street Park - Rutland, VT USA

Chaffee Art Center's 64th Annual Art in the Park Summer Festival August 9 & 10 featuring fine artists & craft persons, specialty foods, kid’s activiti ....

Chaffee Art Center's 64th Annual Art in the Park Summer Festival

• Aug. 9 - Aug 10, 2025
• Main Street Park - Rutland, VT USA

• Arts (Arts & Crafts)
• Community (Community / Social)
• Community (Family & Kids)
• Community (Fundraiser)
• Music

• FREE!!

Chaffee Art Center's 64th Annual Summer Art in the Park Festival will take place on August 9 & 10.  Juried fine artists, craftspeople, and sp ....

Faerie Godbrothers

• Aug. 7 - Aug 7, 2025
• Jaquith Public Library - Marshfield, VT USA

• Music

The Faerie Godbrothers do it all - Americana, Roots, Bluegrass, Jazz, Soul, originals & covers. They travel from loss, to life, to love through the ec ....

Party on the Bricks

• Aug. 7 - Aug 7, 2025
• Church Street Marketplace - Burlington, VT USA

• Music

Join us for Party on the Bricks—a brand-new summer series on the Church Street Marketplace! Each week, the party pops up on a different block of the ....

Timbermash at The Middlesex Bandstand

• Aug. 6 - Aug 6, 2025
• Middlesex Bandstand - Middlesex, VT USA

• Music

The Middlesex Bandstand proudly brings you music from around the world every Wednesday this summer! ??? Where + When: See you at the Middlesex Bands ....

Fools Block Party

• Aug. 1 - Aug 2, 2025
• Church Street Marketplace - Burlington, VT USA

The Fools Block Party is coming to town Friday, August 1 and Saturday, August 2! In the wake of budget cuts and funding challenges, BCA announced that ....