Theatre Shows in Gloucester, MA

Discover theatre shows in Gloucester, MA on VibeHawk. Browse upcoming events with dates, venues, and ticket prices, then tap any listing for details and tickets.

• Bad Books by Sharyn Rothstein

  Nov 7 – May 6, 2027 · 7:30 PM

  Natti-Willsky Performance Center, 267 East Main St, Gloucester, MA

  $18–$74

• HOMECOMING Drag Show starring Laila McQueen

  Saturday, November 7, 2026 · 8:30 PM

  The Cut, 177 Main Street, Gloucester, MA

  See tickets

• Cape Ann Shakespeare Troupe: Laugh Out Loud

  Nov 7 – Nov 15, 2026 · Start times 3:00 PM – 7:30 PM

  The Natti-Willsky Performance Center, 267 East Main Street, Gloucester, MA

  $38

• Spiritualism Tours by Candlelight

  Nov 12 – Jan 28, 2027 · 6:30 PM

  Hammond Castle Museum, 80 Hesperus Ave., Gloucester, MA

  $27.50–$35

• Over by Jessica Algard

  Dec 4 – Dec 6, 2026 · 7:30 PM

  Natti-Willsky Performance Center: Home of Gloucester Stage Company, 267 East Main St., Gloucester, MA

  $46–$56

• Annual Live Christmas Pageant

  Sunday, December 20, 2026 · 5:00 PM

  Dock Square, MA

  Free

• Cape Ann Shakespeare Troupe presents Richard III

  Apr 9 – Apr 11, 2027 · 7:30 PM

  Natti-Willsky Performance Center: Home of Gloucester Stage Company, MA

  $33

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