Cultural Events in Gloucester, MA

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

• Captain Elias Davis House Tour

  Sep 25 – Oct 30, 2026 · 2:00 PM

  Cape Ann Museum, 27 Pleasant Street, Gloucester, MA

  Free

• Public Sail on a Historic Schooner

  Friday, September 25, 2026 · 4:00 PM

  Schooner Adventure, 23 Harbor Loop | Schooner Adventure, Gloucester, MA

  $60

• Daily Guided and Self-Guided Tour of Hammond Castle Museum

  Sep 26 – Mar 14, 2027 · 9:00 AM

  Hammond Castle Museum, 80 Hesperus Avenue, Gloucester, MA

  $4–$20

• Choate Island Day

  Saturday, September 26, 2026 · 10:00 AM

  The Crane Estate, 310 Argilla Road, Ipswich, MA

  $35–$50

• Manhattan Short Film Festival

  Sunday, September 27, 2026 · 2:00 PM

  Shalin Liu Performance Center, 37 Main Street, Rockport, MA

  $10

• 1926: A Year in the Life of Hammond and His Castle

  Wednesday, September 30, 2026 · 5:30 PM

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

  $15

• Preserving Scenic Beauty in Charles Eliot's Museum of Landscapes

  Thursday, October 1, 2026 · 6:00 PM

  Castle Hill on the Crane Estate, Argilla Road 290, Ipswich, M, MA

  $28–$35

• Beauport Cruiselines Oktoberfest Cruise

  Saturday, October 3, 2026 · 1:00 PM

  Beauport Cruiselines, 6 Rowe Square, Gloucester, MA

  $69

• CAM Talk: From Clay to Bronze, The Making of the Seated Cat

  Saturday, October 24, 2026 · 2:00 PM

  Cape Ann Museum Downtown Campus, 27 Pleasant Street, Gloucester, MA

  $5–$30

• Renaissance Faire at Hammond Castle Museum

  Nov 7 – Nov 8, 2026 · 9:00 AM

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

  See tickets

• Menorah Lighting and Chanukah Celebration

  Monday, December 14, 2026 · 4:00 PM

  Barletta Park, MA

  Free

• MLK Day Celebration

  Wednesday, January 20, 2027 · 2:00 PM

  Gloucester Unitarian Universalist Church, 10 Church Street, Gloucester, MA

  Free

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