Windsor Fair

About

A family tradition since 1888, Windsor Fair is Maine's 2nd largest agricultural fair. Drawing over 150,000 attendees on 275 acres, the fair features daily entertainment from local and nationally recognized talent. Livestock shows, produce and craft exhibits, and demonstrations of traditional rural skills run alongside a giant midway, live music, demolition derbies, truck/tractor/livestock pulls, harness racing, and an auto stunt show. Vendor spaces are available through the concessions office in the midway area, the crafters mall, and commercial rentals—solid foot traffic for food, crafts, and specialty vendors.

Details

Type

Fair

Season / Event Date(s)

Aug 29-Sep 7, 2026

Tags

• annual
• agricultural
• multi-day
• week-long