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Festivals in Milton, VT.
Craft Shows, Music Festivals

Featured Events

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!

October 17 - 19, 2025

castleberryfairs.com

This is a VIP Promoter
(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

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 Milton, VT — upcoming

Art & Stroll
September 2025 (dates not updated)

Art & Stroll

Open field next to Hannaford in Milton, Milton, VT

Status: Updated 7/19/2024

A Craft Show organized by Milton Artist's Guild.
This Vermont Craft Show will have antique/collectibles, crafts, fine art and fine craft exhibitors, and 3 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm.