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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October 2025 (dates not updated)
Art in the Park Fall Foliage Festival
Main Street Park, Rutland, VT
Status: Updated 1/10/2024
October 2025 (dates not updated)
Apples & Crafts Fair & Food Truck Festival
Baileys Meadow, Woodstock, VT
Status: Updated 3/12/2024
October 2025 (dates not updated)
WOKO Gigantic Indoor Flea Market - October
Champlain Valley Exposition, Essex Junction, VT
Status: Updated 8/16/2024
October 2025 (dates not updated)
Middlebury Car Show & Fall Festival
Triangle Park, Middlebury, VT
Status: Updated 6/11/2024
October 18, 2025
Harvest Fest
Downtown, Bennington, VT
Web: betterbennington.com/event-details/harvest-..
Status: Updated 3/11/2025

October 17 - 19, 2025
Champlain Valley Craft Show & Antique Expo
Champlain Valley Expo, Essex, VT
Web: castleberryfairs.com
Status: Updated 1/20/2025


October 2025 (dates not updated)
Townshend Pumpkin Festival
On The Common, Townshend, VT
Status: Updated 8/15/2024
October 2025 (dates not updated)
Vermont Antique Expo & Sale
Champlain Valley Exposition, Essex Junction, VT
Status: Updated 9/4/2024
October 2025 (dates not updated)
Spirits of Samhain Festival - Halloween and Samhain
The Apple Barn and Bakeshop Field, Bennington, VT
Status: Updated 2/17/2024
November 2025 (dates not updated)
U-32 Fall Craft Fair
U-32 High School, Montpelier, VT
Status: Updated 10/21/2024
November 2025 (dates not updated)
Mount Abraham Craft Fair
Mount Abraham Union High School, Bristol, VT
Status: Updated 10/18/2024
November 2025 (dates not updated)
WOKO Gigantic Indoor Flea Market - November
Champlain Valley Exposition, Essex Junction, VT
Status: Updated 11/1/2024
November 2025 (dates not updated)
Winooski PTO Holiday Craft & Vendor Fair
Winooski School District, Winooski, VT
Status: Updated 10/17/2024
November 2025 (dates not updated)
Saint Francis Xavier Holiday Craft & Vendor Fair
Saint Francis Xavier School, Winooski, VT
Status: Updated 10/25/2024
December 2025 (dates not updated)
Beyond the Unicorn Christmas Craft Fair
Riverside Middle School, Springfield, VT
Status: Updated 11/21/2024
December 2025 (dates not updated)
Castleton Christmas Market
Castleton Village The Old Texaco Station, Castleton, VT
Status: Updated 11/14/2024
December 2025 (dates not updated)
Fourth Bugbee Holiday Craft Fair
Bugbee Senior Center, White River Junction, VT
Status: Updated 11/12/2024
December 2025 (dates not updated)
WOKO Gigantic Indoor Flea Market - December
Champlain Valley Exposition, Essex Junction, VT
Status: Updated 11/1/2024
February 2026 (dates not updated)
WOKO Gigantic Indoor Flea Market - February
Champlain Valley Exposition, Essex Junction, VT
Status: Updated 12/27/2024
March 2026 (dates not updated)
WOKO Gigantic Flea Market - March
Champlain Valley Exposition, Essex Junction, VT
Status: Updated 12/27/2024