Vermont: a place which encompasses independent thinking, friendliness, a passion for sports and a penchant for resourcefulness. The people, landscape, heritage, distinct seasons, famed fall foliage, renowned maple syrup, acclaimed breweries and the most snow on the East Coast make the Green Mountain State delightfully experiential. The hills and valleys here rock with 68 festivals all year long! Three of the biggest are: Champlain Valley Fair, Vermont Dairy Festival and Bennigton Vermont Garlic & Herb Festival. Get your green on at Vermont’s Festivals, Art Shows, Music Festivals and Craft Shows!

Mayfest Arts and Craft Festival
May 24, 2025
betterbennington.com/event-details/mayfest-..
(802) 442-5758
Beautiful Downtown - Bennington, VT
Mayfest is an arts & crafts fair in its 38th year that features over 120 craft and food vendors and consistently attracts over 10,000 attendees annually. 2024 was a sold-out show! We've added a great kids zone full of free activities! Come enjoy a day of fine crafts, food, family entertainment, and beautiful spring in Southern Vermont!
Champlain Valley Craft Show & Antique Expo
October 17 - 19, 2025
castleberryfairs.com
(603) 332-2616
Champlain Valley Expo - Essex, VT
The Champlain Valley Fairgrounds will come alive with color, flavor and music for the Champlain Valley Craft Show and Antique Expo in beautiful Essex Junction, Vermont. Over 175 Booths of American made arts, crafts, specialty foods and antiques. Adult Admission $10.00. Under age 14 Free. Indoor, Rain or Shine. Hours: Fri. 10-5 / Sat. 10-5 / Sun. 10-4
Harvest Fest
October 18, 2025
betterbennington.com/event-details/harvest-..
(802) 442-5758
Downtown - Bennington, VT
Celebrate Fall at Bennington's Harvest Fest! 🍂 Join us Saturday, October 18, 2025, from 10 AM – 5 PM in Beautiful Downtown Bennington, VT for our 4th Annual Harvest Fest! Enjoy craft and food vendors, live music on multiple stages, and a Kid Zone packed with fun in Merchants Park! Soak in the stunning fall foliage while exploring downtown shops, restaurants, and surprise activities and entertainment throughout the day! Free admission & plenty of parking! Follow us on Facebook and visit our website for updates. Don't miss this perfect fall celebration!
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August 2025 (dates not updated)
Vermont State Fair
Vermont State Fairgrounds, Rutland, VT
Status: Updated 7/5/2024
August 2025 (dates not updated)
Bennington Food Truck Festival
Downtown, Bennington, VT
Status: Updated 2/13/2024
August 2025 (dates not updated)
Clothing Extravaganza at the Barn
The Apple Barn and Bakeshop Field, Bennington, VT
Status: Updated 2/17/2024
August 2025 (dates not updated)
North Country Moose Festival
Canaan Recreational Park, Canaan, VT
Status: Updated 6/10/2024
August 2025 (dates not updated)
Vergennes Day
City Park, Vergennes, VT
Status: Updated 6/12/2024
August 2025 (dates not updated)
Middlebury New Filmmakers Festival
Town Hall Theater, Middlebury, VT
Status: Updated 6/5/2024
August 2025 (dates not updated)
Caledonia County Fair
Caledonia Country Fairgrounds, Lyndonville, VT
Status: Updated 8/1/2024
August 22 - 31, 2025
Champlain Valley Fair
Champlain Valley Exposition, Essex Junction, VT
Status: Updated 12/27/2024
August 2025 (dates not updated)
Mount Snow Brewers Festival
Mount Snow Resort, Mount Snow, VT
Status: Updated 8/22/2024
August 2025 (dates not updated)
Bennigton Vermont Garlic & Herb Festival
Downtown, Bennington, VT
Status: Updated 2/22/2024
August - September 2025 (dates not updated)
Mad River Valley Craft Fair
Kenyon's Field, Waitsfield, VT
Status: Updated 6/20/2024
September 2025 (dates not updated)
New World Festival
Downtown, Randolph, VT
Status: Updated 7/5/2024
September 2025 (dates not updated)
Jay Oktoberfest
Downtown, Jay, VT
Status: Updated 1/12/2023
September 2025 (dates not updated)
Southern Vermont Art & Craft Festival
Riley Rink Indoors and Outdoors, Manchester, VT
Status: Updated 10/29/2023
September 2025 (dates not updated)
Woodstock Art Festival
Woodstock Village Green, Woodstock, VT
Status: Updated 7/4/2024
September 2025 (dates not updated)
Art & Stroll
Open field next to Hannaford in Milton, Milton, VT
Status: Updated 7/19/2024
September 2025 (dates not updated)
Fall Craft Festival on the Green in Chester
The Green in Chester, Chester, VT
Status: Updated 7/12/2024
September 2025 (dates not updated)
Heritage Harvest Festival at the Barn
The Apple Barn and Bakeshop Field, Bennington, VT
Status: Updated 2/17/2024
September 2025 (dates not updated)
Bristol Harvest Festival
Bristol Town Green, Bristol, VT
Status: Updated 6/12/2024
October 4 - 5, 2025
Vermont Fall Open Studio Weekend
611 Route 103 South, Ludlow, VT
Status: Updated 1/28/2025
October 2025 (dates not updated)
Mount Snow Oktoberfest
Mount Snow Resort, West Dover, VT
Status: Updated 9/12/2024
October 11 - 12, 2025
Quilting in the Land of Milk & Honey - Quilt Show
Middlebury Recreation Center, Middlebury, VT
Status: Updated 6/20/2024
October 2025 (dates not updated)
Vermont Apple Festival
Riverside Middle School, Springfield, VT
Status: Updated 7/19/2024
October 2025 (dates not updated)
Stowe Foliage Arts Festival
Top Notch Field, Stowe, VT
Status: Updated 10/29/2023