Holiday events in Gloucester

Check out happening holiday events all around Gloucester, VA

Holiday Blues-A-Palooza V on December 13, 2025

 Sat, 13 Dec at 06:30 pm 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061

Christmas at Ware

 Sat, 13 Dec at 10:00 am Ware Parish Church

HOLIDAY PAINT NIGHT ☃️

 Fri, 12 Dec at 06:00 pm Arts on Main

Beer & Carols with Ugly Christmas Sweater Contest at Gloucester Brewing Company

 Sat, 20 Dec at 06:00 pm Gloucester Brewing Company

2025 Holiday GLO Up Light Display Contest

Fri, 12 Dec at 04:00 pm 6382 Main Street, Gloucester, VA

Holiday Stained Glass Workshop

 Sat, 13 Dec at 12:00 pm Arts on Main

History in the Baking! Holiday Cookie Contest at the Gloucester Museum of History

 Sat, 13 Dec at 03:00 pm Gloucester Museum of History

GMHS Holiday Open House & Bake Sale

 Sat, 13 Dec at 01:00 pm Gloucester-Mathews Humane Society

Annual Cookies with Santa

 Sat, 13 Dec at 01:00 pm Botetourt Elementary School

Historic Holiday Open House at the Edge Hill House

Sat, 13 Dec at 11:00 am 6805 Main Street, Gloucester, VA

Kids Movie Night- Beethoven’s Christmas Adventure

 Fri, 19 Dec at 05:30 pm Gloucester-Mathews Humane Society

Winter Pastel Workshop

 Wed, 10 Dec at 01:00 pm Arts on Main