Events in Middletown, Connecticut

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

What's coming up

• Middletown Harvest MARKET (an autumn pop up)
  Fri 4 Sep 2026, 7:00 PM — Market
  52 North Main Street · 52 North Main Street, Middletown, CT 06457
• Darren Rivera & Friends: The Inside Joke Experience
  Thu 17 Sep 2026, 7:00 PM — Comedy
  Cantina Cafe Ristorante · 74 Court Street, Middletown, CT 06457
• Circular Society Vintage Market is BACK in Middletown
  Sun 20 Sep 2026, 10:00 AM — Market
  725 Main St unit 31 · 725 Main Street #unit 31, Middletown, CT 06457
• Rustic Roots Market
  Sun 20 Sep 2026, 11:00 AM — Market
  44 Maynard St · 44 Maynard Street, Middletown, CT 06457
• Collage Workshop for Kids
  Sat 26 Sep 2026, 2:00 PM — class
  Russell Library · 123 Broad St, Middletown, CT 06457
• Exhibition Kickboxing & Grappling Returns!
  Sat 26 Sep 2026, 2:00 PM — Art show
  Mezzo Grille · 106 Court Street, Middletown, CT 06457
• The Grand Opening of Circular Society
  Sat 26 Sep 2026, 6:00 PM — Live music
  725 Main St · 725 Main Street, Middletown, CT 06457
• Pete Correale Live
  Sat 3 Oct 2026, 5:30 PM — Comedy
  Italian Society of Middletown · 72 Court St, Middletown, CT 06457 · from $76.54 · 21+
• Andy Squyres and Zach Winters Live in Concert
  Fri 9 Oct 2026, 6:00 PM — Live music
  Fellowship Church · 1002 Saybrook Road, Middletown, CT 06457
• Glow-in-the-Dark Rock Painting
  Sat 17 Oct 2026, 2:00 PM — class
  Russell Library · 123 Broad St, Middletown, CT 06457
• Mystic Moon Market
  Sun 18 Oct 2026, 11:00 AM — Market
  44 Maynard St · 44 Maynard Street, Middletown, CT 06457
• Natural First Aid for Young Adults
  Sat 24 Oct 2026, 3:30 PM — class
  Russell Library · 123 Broad St, Middletown, CT 06457
• Fall into Favorites
  Sun 15 Nov 2026, 11:00 AM — Festival
  44 Maynard St · 44 Maynard Street, Middletown, CT 06457
• Jingle All the Way- Holiday Vendor Event 12/13, 11-5p
  Sun 13 Dec 2026, 11:00 AM — Festival
  44 Maynard St · 44 Maynard Street, Middletown, CT 06457

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