Holiday events in Williamsburg

Check out happening holiday events all around Williamsburg, VA

The Wizard of Oz: Live Performance

 Sat, 18 Oct at 06:00 pm Kimball Theatre USD 15 to 29

Let Freedom Ring Foundation 2025 Fall Gala

 Sat, 08 Nov at 05:00 pm Williamsburg Lodge, Virginia Ballroom USD 200

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

 Thu, 11 Dec at 07:30 pm Kimball Theatre

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

 Fri, 12 Dec at 07:30 pm Kimball Theatre

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

 Wed, 10 Dec at 07:30 pm Kimball Theatre

Williamsburg - A Big Band Christmas 2025

 Mon, 15 Dec at 07:30 pm Kimball Theatre USD 25

Classical Christmas

 Sun, 07 Dec at 02:30 pm 551 Jamestown Rd, Williamsburg, VA 23185, United States

Succulent Holiday Wreath

 Sat, 25 Oct at 12:00 pm Williamsburg Winery USD 78

Succulent Holiday Wreath

 Fri, 21 Nov at 06:00 pm Alewerks Brewing Company USD 68

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

Sun, 14 Dec at 11:00 am 401 N.Boundary Street , Williamsburg, VA, United States, Virginia 23185

Kids Connect Day Camp

 Fri, 03 Oct at 09:00 am 215 Richmond Rd, Williamsburg, VA, United States, Virginia 23185

Moosemas Crafter Showcase

 Sat, 08 Nov at 10:00 am 5429 Richmond Road, Williamsburg VA

Living Succulent Christmas Tree

 Sat, 22 Nov at 12:00 pm Williamsburg Winery, Ltd. USD 139

Living Succulent Christmas Tree

 Fri, 12 Dec at 05:30 pm Williamsburg Winery Tasting Room and Wine Bar USD 139

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

 Sun, 09 Nov at 11:00 am 401 N.Boundary Street , Williamsburg, VA, United States, Virginia 23185

Holiday Bazaar

 Sat, 22 Nov at 09:00 am 331 W Duke of Gloucester St, Williamsburg, VA 23185-4101, United States

SpiritWorks Foundation’s 7th Annual Holiday Craft Fair

 Sat, 01 Nov at 10:00 am SpiritWorks Foundation Center for the Soul

Succulent Holiday Wreath

 Fri, 07 Nov at 06:00 pm Williamsburg Winery Tasting Room and Wine Bar USD 78

Jingle Fest, Presented by Williamsburg Jewelers

 Wed, 19 Nov at 06:00 pm Busch Gardens Williamsburg

Coastin' Through the Snow 2025

 Sat, 06 Dec at 11:00 am Busch Gardens Williamsburg

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

 Sat, 13 Dec at 02:00 pm Kimball Theatre

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

 Sat, 13 Dec at 07:30 pm Kimball Theatre

The Presidents Heads

 Sat, 25 Oct at 09:00 am Hampton Roads Materials USD 0 to 81

Winter Living Holiday Wreath

 Fri, 12 Dec at 06:00 pm Williamsburg Winery Tasting Room and Wine Bar USD 78

Boujee Bees Mistletoe Market

Sat, 08 Nov at 12:00 pm Shorty's Diner

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

 Sun, 14 Dec at 02:00 pm Kimball Theatre

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

 Sun, 14 Dec at 07:00 pm Kimball Theatre

The Presidents Heads

 Sat, 06 Dec at 09:00 am Hampton Roads Materials USD 0 to 81

VOCES8

 Wed, 17 Dec at 07:30 pm Saint Bede Catholic Church

Open Door Concert - Beau Soleil - Christmas in the Bayou

 Sun, 14 Dec at 04:00 pm 215 Richmond Rd, Williamsburg, VA, United States, Virginia 23185

The Presidents Heads - Holiday Tour

 Sat, 27 Dec at 09:00 am Hampton Roads Materials USD 0 to 81

Family Week Retreat in Williamsburg, Virginia

 Sat, 28 Mar at 12:00 am Colonial Williamsburg, Virginia

The Presidents Heads

 Sun, 26 Oct at 09:00 am Hampton Roads Materials USD 0 to 28

Christmas in Colonial Williamsburg -Tuesday, December 2, 2025

 Tue, 02 Dec at 08:30 am Colonial Williamsburg

Holiday's Hafla 2025

 Sun, 21 Dec at 02:00 pm Williamsburg Regional Library - Williamsburg Library

Eat, Drink, Revolution: Our Friend the Tavern | Educational Conference

 Thu, 06 Nov at 10:00 am Colonial Williamsburg

3rd Annual Yule and Krampus Market

 Sat, 20 Dec at 12:00 pm Alewerks Brewing Company