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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Events in Bennington, VT — upcoming
May 24, 2025
Mayfest Arts and Craft Festival
Beautiful Downtown, Bennington, VT
Web: betterbennington.com/event-details/mayfest-..
Status: Updated 8/13/2024
This Vermont Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 25 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-5pm. This event will also include: face painting, hair braiding, games, small farm animals, children's karaoke, magician, etc.
June 2025 (dates not updated)
Flavors of Vermont: Food Festival at the Barn
The Apple Barn Field, Bennington, VT
Status: Updated 2/17/2024
This Vermont Food Festival will have homegrown products exhibitors and 8 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-6pm. This event will also include: live music, activities, contests, demonstrations, kids area.
July 19, 2025
Blueberry Festival at the Barn
The Apple Barn and Country Bake Shop, Bennington, VT
Status: Updated 4/9/2025
This Vermont Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-5pm. This event will also include: blueberry picking, games, contests, activities, live music.
August 16, 2025
Bennington Food Truck Festival
Downtown, Bennington, VT
Status: Updated 4/1/2025
This Vermont Food Festival will have crafts, film, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-7pm. This event will also include other activities such as face-painting and ax throwing booth.
August 2025 (dates not updated)
Clothing Extravaganza at the Barn
The Apple Barn and Bakeshop Field, Bennington, VT
Status: Updated 2/17/2024
This Vermont Festival will have flea market exhibitors and no food booths. This event will also include kids area.
August 2025 (dates not updated)
Bennigton Vermont Garlic & Herb Festival
Downtown, Bennington, VT
Status: Updated 2/22/2024
This Vermont Specialty-Theme Event will have crafts and homegrown products exhibitors, and tba food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-5pm. Admission tickets are $5 - $30. This event will also include: demos, lectures, face painting, kids activity tent.
September 20, 2025
Heritage Harvest Festival at the Barn
The Apple Barn and Bakeshop Field, Bennington, VT
Status: Updated 4/9/2025
This Vermont Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-5pm. This event will also include: eating contests, corn maze, childrens' activities, bar, live music, activities.
October 18, 2025
Harvest Fest
Downtown, Bennington, VT
Web: betterbennington.com/event-details/harvest-..
Status: Updated 3/11/2025
This Vermont Family & Kids Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 15 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-5pm. This event will also include: face painting, hair braiding, kids' games, pumpkin painting, story telling.
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
This Vermont Festival will have antique/collectibles, commercial/retail, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 3pm-9pm. This event will also include: live music, demonstrations, games, contests, activities, spookiness, fairies.
April 2026 (dates not updated)
Maple in April at the Barn
The Apple Barn and Bakeshop, Bennington, VT
Status: Updated 3/5/2025
This Vermont Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 7 food booths. There will be 1 stage with Local talent and the hours will be Sat 8am-5pm, Sun 8am-5pm. This event will also include: demonstrations, kids' area, live music.
