Festivals near Winooski, VT.

Winter Fair at Lake Champlain Waldorf School

• Dec. 5 - Dec 5, 2025
• Lake Champlain Waldorf School - Shelburne, VT USA

• Other / General

Friday, December 5, 6pm-9pm Saturday, December 6, 10am-2pm The Lake Champlain Waldorf School Winter Fair is one of the most treasured events of the y ....

Witch, Please: A Hocus Pocus Movie & Dining Experience (21+)

• Oct. 25 - Oct 25, 2025
• The Depot - Saint Albans City, VT USA

• Food / Wine / Beer

• $50 - $100

Get ready for a night of spells, snacks, and Salem-style shenanigans at The Depot on October 25th at 8pm! Join us for Witch, Please: A Hocus Pocus Mo ....

Champlain Valley Craft Show and Antique Expo

• Oct. 17 - Oct 19, 2025
• Champlain Valley Exposition - Essex Junction, VT USA

• $10 - $25

For over 40 years, the Champlain Valley Exposition has proudly hosted this beloved event, bringing together the finest handmade works and rare antique ....

Middlebury Car Show & Fall Festival

• Oct. 12 - Oct 12, 2025
• Triangle Park - Middlebury, VT USA

Join us in Middlebury for the 4th annual Middlebury Car Show & Fall Festival. Main Street will close to welcome 75 classic cars and trucks. Food truck ....

Montpelier Skelly Run

• Oct. 11 - Oct 11, 2025
• Montpelier - Montpelier, VT USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

Puuluup (Neo-Zombie-Post-Folk)

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

• Music

• $10 - $25

Experience the Estonian zombie-folk duo Puuluup, returning to Central Vermont with their genre-defying blend of tradition and innovation. Performing o ....

Cafely’s Warm Welcome on National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Randolph, VT USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lover! Get ready to raise your mug because National Coffee Day on September 29 is just around the corner, and it’s the perfect time ....

Celebrate with a Bold Cup of Cafely

• Sep. 29 - Sep 29, 2025
• 24 Pleasant St - Randolph, VT USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lover! Ready to raise a mug to one of the most beloved beverages in the world? National Coffee Day on September 29 is your day to ce ....

Love Your Coffee: Celebrate with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Randolph, VT USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lovers! Can you believe it’s almost National Coffee Day on September 29? I’m already feeling that warm, nostalgic buzz just thinking ....

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. ....

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 ....

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 ....