Gloucester Holiday Events

Holiday events Happening Next in Gloucester, MA

Rosh Hashanah Community Dinner

 Chabad Jewish Center of Cape Ann 22 Sep 2025
WORKSHOPS

Experience Rosh Hashanah

 37 Main Street, Gloucester, MA, United States, Massachusetts 01930 23 Sep 2025
HOLIDAY

The NONNAS Dinner

 2 Main St., Gloucester, MA, United States, Massachusetts 01930 19 Oct 2025
WORKSHOPS

O'Brien's OBoru @ Blue Collar Lobster

 Blue Collar Lobster Co. 16 Nov 2025
PARTIES

Gloucester Gratis Days: Complimentary Self-Guided Tours for Gloucester Residents

 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 16 Sep 2025
ART

1st Annual East Veteran’s Holiday Craft Fair

 Veterans Memorial 13 Dec 2025
CHRISTMAS-MARKETS-AND-FAIRS