Events in Windsor, Connecticut

10 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.

What's coming up

• Paint & Play
  Tue 8 Sep 2026, 10:30 AM — class
  Windsor Public Library · 323 Broad St, Windsor, CT 06095
• Test of Strength: Fight For Your Dreams 9
  Fri 11 Sep 2026, 5:00 PM — Live music
  Dudleytown Brewing Company · 1001 Day Hill Road, Windsor, CT 06095
• Flower Arrangement Workshop
  Sat 12 Sep 2026, 1:00 PM — class
  Windsor Public Library · 323 Broad St, Windsor, CT 06095 · 18+
• How to Get Hired with Career Coach Fiona Bain
  Mon 28 Sep 2026, 6:00 PM — class
  Windsor Public Library · 323 Broad St, Windsor, CT 06095 · 18+
• Automation Ready Expo
  Thu 1 Oct 2026, 9:00 AM — Market
  90 Lamberton Rd · 90 Lamberton Road, Windsor, CT 06095
• Take the Stage Live - Live Band Karaoke
  Sat 3 Oct 2026, 6:30 PM — Karaoke
  Dudleytown Brewing Company · 1001 Day Hill Road, Windsor, CT 06095
• Next Stop Comedy at the Beer Garden
  Fri 16 Oct 2026, 8:00 PM — Comedy
  Beer Garden @ Bart's Drive-In · 55 Palisado Ave, Windsor, CT 06095 · from $27.86 · 21+
• Next Stop Comedy at Beer Garden @ Bart's! - Windsor, CT
  Fri 16 Oct 2026, 8:00 PM — Comedy
  Beer Garden @ Bart's Drive-In Restaurant · 55 Palisado Avenue, Windsor, CT 06095
• Introduction to Sourdough
  Sat 17 Oct 2026, 11:00 AM — class
  Windsor Public Library · 323 Broad St, Windsor, CT 06095 · 18+
• Hartford Youth Cultural Fashion Show
  Sun 9 May 2027, 3:00 AM — Live music
  28 Day Hill Rd · 28 Day Hill Road, Windsor, CT 06095

Listings are seeded from venue and organiser calendars. See them on the map.