Fall & Winter Festivals in Williamsburg

Summer may be over but fall fun in Williamsburg is just getting started. October, November, and December are great times to visit, so start planning the perfect autumn weekend with these upcoming festivals and events in the Historic Triangle area. 

An Occasion For The Arts 

Location: Merchants Square | 134 N Henry St, Williamsburg, VA 23185 Cost: Free Admission 

For over fifty years, An Occasion for the Arts has been a cultural staple in Williamsburg’s art scene. The festival, also described as an “arts extravaganza”, provides space for emerging artists and musicians to showcase their work. Attendees are welcome to browse art galleries, listen to live music, and indulge in culinary creations from the festival’s food court. With a jam-packed schedule of events, and the opportunity to create your own masterpieces, this year’s festival is worth checking out. Click here to learn more about the festival.

Williamsburg 2021 Book Festival 

Location: Stryker Center | 412 N Boundary St, Williamsburg, VA 23185 Cost: Free Admission 

Need even more culture? In addition to the art festival, there will also be a celebration in Colonial Williamsburg for literature lovers. Some of the festival’s notable events include a Book Fair featuring more than 40 authors across a wide variety of genres, a presentation by the Poetry Society of Virginia, and a Publisher’s Alley where Virginia publishing companies will be showcasing their books and authors. There will also be workshops for readers and writers alike that shine light on the local library’s resources. Click here to learn more.  

ChowderFest

Friday, November 8, 6:30 – 9:30pm – part of the annual Wonderful Williamsburg Weekend! Get ready to sample scrumptious chowder from local Williamsburg restaurants at ChowderFest…. $20 per person. Event features Amber Ox, Precarious Beer, Berret’s Seafood, Craft 31, Opus 9, FoodaTude, The Hound’s Tale, Waypoint Seafood & Grill, Williamsburg Winery and many others! Plus, delicious oysters will be available for purchase from Big Island Aquaculture and beer from local breweries The Virginia Beer Company, Precarious Beer Project, Alewerks Brewing Company & Billsburg Brewery. Location: The Lawn of the Art Museums of Colonial Williamsburg, 326 Francis Street W

Noktoberfest

Saturday, November 9, 5-9pm – part of the annual Wonderful Williamsburg Weekend! Come and experience an authentic Octoberfest event under a huge heated tent with endless pretzels and beer, served by beer maids and men in traditional lederhosen. Specially brewed beer from our fabulous Williamsburg Breweries. Prost Food truck will be serving Fabulous German fare for purchase, and long communal tables will make for a celebration to remember. Signature beer glass included. Fabulous Polka music with a twist performed by New York’s Polka Brothers. NoktoberFest will feature endless pretzels from LMNz Twizted Pretzel. $20 per person. Location: The Lawn of the Art Museums of Colonial Williamsburg, 326 Francis Street W

Yorktown Wine Festival 2021 

Location: Riverwalk Landing, 400 Water Street, Yorktown, VA 23692 Cost: $30 in Advance or $35 at the door. 

Prefer wine to beer? Head to the Yorktown Wine Festival to taste the finest globally-inspired vino in the state. 13 wineries will be in attendance all serving a variety of wines – from crisp Rieslings to velvety Merlots – you might find your new favorite bottle. In addition to wine tasting, there will be vendors from local restaurants serving food and musicians providing live entertainment. This year, there will also be beverages from local distilleries to sample as well. Learn more about the festival and purchase tickets here. 

We make it easy to find where food trucks will be in Williamsburg. Here is a round up of the locations of where you can find the best meals on wheels in the area this weekend. Check out our Williamsburg Food Truck Finder for a complete calendar of food truck pit stops around town. 

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