Gloucester Holiday Events

Christmas at Ware

Ware Parish Church 13 Dec 2025

HOLIDAY PAINT NIGHT ☃️

Arts on Main 12 Dec 2025

2025 Christmas & Holiday Parade & Annual Tree Lighting

6504 Main St, Gloucester, VA 23061-6103, United States 6 Dec 2025

1st. Annual Christmas Open House

6871 Main St., Gloucester, VA 29 Nov 2025

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

7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061 13 Dec 2025

Sip, Shop, & Socialize at York & Main!

6670 Main Street Suite A, Gloucester, VA 23 Nov 2025

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

Gloucester Brewing Company 20 Dec 2025

Annual Cookies with Santa

Botetourt Elementary School 13 Dec 2025

Bingo for Books

Botetourt Elementary School 21 Nov 2025

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

Gloucester Museum of History 13 Dec 2025

Festival of Trees & Holiday Activity Fair

Gloucester County Courthouse Square Historic District 6 Dec 2025

Kids Movie Night- Beethoven’s Christmas Adventure

Gloucester-Mathews Humane Society 19 Dec 2025

Allen’s Heart Warriors Blood Drive

Newington Baptist Church (Gloucester, VA) 5 Dec 2025

Holiday Stained Glass Workshop

Arts on Main 13 Dec 2025

GMHS Holiday Open House & Bake Sale

Gloucester-Mathews Humane Society 13 Dec 2025

Winter Pastel Workshop

Arts on Main 10 Dec 2025