Williamsburg Holiday Events

Let Freedom Ring Foundation 2025 Fall Gala

Williamsburg Lodge, Virginia Ballroom 8 Nov 2025

2025 Evil Santa First Pour

401 2nd St, Williamsburg, VA, United States, Virginia 23185 31 Oct 2025

Good Shot Judy's "A Crooner's Christmas"

Kimball Theatre 11 Dec 2025

Succulent Holiday Wreath

Williamsburg Winery 25 Oct 2025

Moosemas Crafter Showcase

5429 Richmond Road, Williamsburg VA 8 Nov 2025

Williamsburg - A Big Band Christmas 2025

Kimball Theatre 15 Dec 2025

Good Shot Judy's "A Crooner's Christmas"

Kimball Theatre 12 Dec 2025

Good Shot Judy's "A Crooner's Christmas"!

Kimball Theatre 10 Dec 2025

Living Succulent Christmas Tree

Williamsburg Winery, Ltd. 22 Nov 2025

Succulent Holiday Wreath

Alewerks Brewing Company 21 Nov 2025

Classical Christmas

551 Jamestown Rd, Williamsburg, VA 23185, United States 7 Dec 2025

Good Shot Judy's "A Crooner's Christmas"

Kimball Theatre 13 Dec 2025

Living Succulent Christmas Tree

Williamsburg Winery Tasting Room and Wine Bar 12 Dec 2025

11/9/25 2nd Sundays Williamsburg's Holiday Market

401 N.Boundary Street , Williamsburg, VA, United States, Virginia 23185 9 Nov 2025

The Presidents Heads

Hampton Roads Materials 25 Oct 2025

Good Shot Judy's "A Crooner's Christmas"

Kimball Theatre 13 Dec 2025

Holiday Bazaar

331 W Duke of Gloucester St, Williamsburg, VA 23185-4101, United States 22 Nov 2025

Santa Photos Weekend #3 Dec. 5th-7th

218 N Boundary St 5 Dec 2025

Succulent Holiday Wreath

Williamsburg Winery Tasting Room and Wine Bar 7 Nov 2025

Holiday Brass

St. Bede's Church 19 Dec 2025

Santa Photos Weekend # 2 Nov 28th-Nov 30th

218 N Boundary St 28 Nov 2025

12/14/25 2nd Sundays Williamsburg's Holiday Market

401 N.Boundary Street , Williamsburg, VA, United States, Virginia 23185 14 Dec 2025

Boujee Bees Mistletoe Market

Shorty's Diner 8 Nov 2025

Open Door Concert - Beau Soleil - Christmas in the Bayou

215 Richmond Rd, Williamsburg, VA, United States, Virginia 23185 14 Dec 2025

Jingle Fest, Presented by Williamsburg Jewelers

Busch Gardens Williamsburg 19 Nov 2025

Santa Photos Weekend # 1 Nov 22nd-23rd

218 N Boundary St 22 Nov 2025

Parent's Night Out: Holiday Movie and Craft Night

Williamsburg Premium Outlets 22 Nov 2025

Coastin' Through the Snow 2025

Busch Gardens Williamsburg 6 Dec 2025

VOCES8

Saint Bede Catholic Church 17 Dec 2025

Winter Living Holiday Wreath

Williamsburg Winery Tasting Room and Wine Bar 12 Dec 2025

The Presidents Heads - Holiday Tour

Hampton Roads Materials 27 Dec 2025

Good Shot Judy's "A Crooner's Christmas"

Kimball Theatre 14 Dec 2025

2025 "Rockin Retro" Christmas Parade, Presented by Colony Point Creative & Iron, Wood & Glitter

Williamsburg, Williamsburg, VA 23185, United States 7 Dec 2025

Holiday Handmade Market

Williamsburg Premium Outlets 9 Nov 2025

Halloween & Dia De Los Muertos Weekend Play!

551 Merrimac Trail, Williamsburg, VA, United States, Virginia 23185 31 Oct 2025

SpiritWorks Foundation’s 7th Annual Holiday Craft Fair

SpiritWorks Foundation Center for the Soul 1 Nov 2025

The Presidents Heads

Hampton Roads Materials 6 Dec 2025

Good Shot Judy's "A Crooner's Christmas"!

Kimball Theatre 14 Dec 2025

Family Week Retreat in Williamsburg, Virginia

Colonial Williamsburg, Virginia 28 Mar 2026

Thanksgiving Lunch

DoubleTree by Hilton Hotel Williamsburg 27 Nov 2025

An Afternoon with Santa!

551 Merrimac Trail, Williamsburg, VA, United States, Virginia 23185 14 Dec 2025

Christmas in Colonial Williamsburg

Colonial Williamsburg 2 Dec 2025

The Presidents Heads

Hampton Roads Materials 26 Oct 2025

Holiday's Hafla 2025

Williamsburg Regional Library - Williamsburg Library 21 Dec 2025

3rd Annual Yule and Krampus Market

Alewerks Brewing Company 20 Dec 2025