Holiday events in Williamsburg

Check out happening holiday events all around Williamsburg, VA

Vintage Visions & Vibes Festival - Friday Event - Blindfold Dinner

 Fri, 12 Sep at 06:30 pm Legacy Hall USD 82

Autumn Splendor

 Sat, 13 Sep at 10:00 am 4900 Mooretown Rd, Williamsburg, VA 23188-2284, United States

Harvest Festival

 Sat, 20 Sep at 11:00 am 1350 John Tyler Memorial Hwy, Williamsburg, VA 23185-7601, United States

The Wizard of Oz: Live Performance

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

Autumn Splendor Vendor Fair

 Sat, 13 Sep at 10:00 am 4900 Mooretown Rd, Williamsburg, VA

The GTA Classic

 Thu, 25 Sep at 07:00 am Golden Horseshoe Golf Club Free

Living Succulent Christmas Tree

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

Living Succulent Christmas Tree

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

Succulent Holiday Wreath

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

Holiday Bazaar

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

Let Freedom Ring Foundation 2025 Fall Gala

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

Moosemas Crafter Showcase

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

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

Coastin' Through the Snow 2025

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

Cochon on 2nd Wine Dinner | Award winning Catena Sapata Vineyard, Argentina

 Thu, 25 Sep at 06:00 pm 311 2nd St USD 150

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

The Presidents Heads

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

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

Classical Christmas

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

The Presidents Heads

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

The Presidents Heads - Holiday Tour

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

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