Step into Williamsburg and the Historic Triangle this season and follow the glow of lanterns across centuries-old streets, breathe in the spice of mulled cider, and listen as fifes and drums carry festive songs through the historic neighborhoods. This is a holiday adventure filled with discovery and tradition, where every lit window, bustling market, and waterfront parade invites you to savor the season. Whether you’re planning a family journey or a spontaneous escape, Williamsburg promises memories as enduring as its storied past.

Be sure to get your free Historic Holiday Pass for discounts on hotels, restaurants, shopping, and attractions, plus special prizes and free entry to holiday events.

Content Creator - Sean Smith Holiday 2023 - Williamsburg Inn Carriage

 

Holiday Happenings

In Yorktown, festivities kick off with the annual Christmas Tree Lighting on Dec. 5 at Victory Monument. When evening rolls around, everyone gathers beneath the stars and begins the procession to Riverwalk Landing while the Fifes and Drums of Yorktown fill the air with holiday tunes. There, the 24-foot tree flickers on with colorful lights, and Santa and Mrs. Claus arrive aboard a firetruck to greet the kids.

On Dec. 6, the Lighted Boat Parade transforms the York River into a shimmering spectacle. Glowing braziers bring warmth to the waterfront while carolers sing, revelers sip warm apple cider, and decorated boats glide past in a glittering competition for Best in Show. The reflections dancing across the water make the night feel magical.

Holiday Winter Sean Smith Lighted Boat Parade Holiday Winter Sean Smith Santa

Busch Gardens® Christmas Town™ returns Nov. 14 through Jan. 4, 2026, dazzling guests with more than 10 million twinkling lights – one of North America’s largest displays. Wander through Busch Gardens® Williamsburg’s Tudor-style villages, ride the Christmas Town Express and warm your hands on cocoa between dazzling shows, gift shopping, and plenty of roller coaster rides. 

At Wagsters Magic Theatre in Williamsburg, Brandon and Hannah Wagster add sleight-of-hand wonder to the season. Running most days from Nov. 14 through the new year, their clever holiday-themed illusions come with beautiful decorations, an upbeat holiday soundtrack, and even snow – perfect for a family night out.

See the full lineup of holiday events

Williamsburg Christmas Markets 

Stroll Yorktown’s Christmas Market on Main on Dec. 6, where the scent of German spice cake mingles with evergreen garlands and handmade soaps. Nautical paintings, ornaments, and one-of-a-kind crafts fill the historic thoroughfare, while the town crier’s bell and rum-pum-pumming drums keep the mood festive.

Kiss and tell - ornamentKiss and tell - marching

On Dec. 12, Main Street glows during An Enchanted Evening nighttime market in Yorktown. Wander past the decked out vendor booths with twinkling lights overhead, hot cocoa in hand, and holiday music in the air. Be sure to check out the ice-carving demonstrations to see artists unveil sparkling figures from a massive block. 

The Mistletoe Market on Dec. 13 turns Yorktown’s waterfront into a sweet wonderland – where neat rows of sugar-dusted pastries, cakes, and fudge sparkle under the moonlight. Shop for thoughtful gifts like locally made jams and honey, hop aboard the Riverwalk Landing Polar Express train ride, and march along for the Toyland Parade. 

Happy Olden Days

On Dec. 6, 13, and 20, Colonial Williamsburg’s Grand Illumination lights up the sky with fireworks above the iconic Governor’s Palace and surrounding historic area. Daytime brings streets lined with wreaths crafted from fresh greenery, live performances from colonial reenactors, and a yule log ceremony that keeps centuries-old traditions alive.

Sean Smith Holiday Sean Smith Holiday

At Jamestown Settlement and the American Revolution Museum at Yorktown, Christmastide (Dec. 20-31) offers an immersive look at 17th- and 18th-century holiday celebrations. Interpreters dressed in period attire share stories by hearthside fires while festive music drifts through recreated colonial settings. It’s a beautiful and historical glimpse into the origins of America’s holiday customs. 

 

Williamsburg Restaurants for Seasonal Celebrations 

For a celebratory dinner in the heart of Williamsburg, Fat Canary sits right in Merchants Square – an easy glide from the town’s Grand Illumination event and towering tree. Inside, the green-walled dining room and expansive wine list make cozy company for winter plates from the menu brimming with rich braises and buttery seafood dishes. If you’re strolling along the historic street, plan a stop to sit down and toast to the season. 

Overlooking the York River, Riverwalk Restaurant captures the magic of Yorktown’s waterfront during the holidays. Inside, floor-to-ceiling windows frame views of twinkling lights along the Riverwalk as you savor dishes like crab risotto or pan-seared salmon. The restaurant’s nautical decor and intimate tables make it an inviting stop before or after Yorktown’s tree lighting or boat parade. Reserve ahead of time to guarantee your spot. 

On Christmas Eve, the award-winning Le Yaca in Williamsburg turns dinner into a French holiday fete. Candlelight and soft music set the mood as servers present beautiful prix–fixe entrées like beef tenderloin crowned with lobster tail and delicate crab cakes – rich, festive flavors perfect for the season. To finish, their classic Bûche de Noël roll makes for a show-stopping dessert. 

 

Holiday Spirits: Williamsburg Breweries, Distilleries, & Wineries 

In their cozy tasting room, Copper Fox Distillery warms winter evenings with small-batch whiskeys and inventive holiday cocktails. Their peachwood-smoked malt and seasonal infusions create rich, warming pours – perfect after a chilly stroll through Merchants Square. Stop in for a guided tasting with the knowledgeable staff to discover how Virginia-grown grains become a distinctive winter dram. 

Just a short drive from Historic Jamestowne, local gem Billsburg Brewery serves up cheerful craft brews for your celebrations. In early December, they host a Winter Wonderland Market and serve spiced ales that echo the flavors of the season. It’s an ideal gathering spot for unwinding after a day exploring Jamestown’s Christmastide events. 

The Williamsburg Winery’s vineyard takes on a peaceful beauty in winter – bare vines dusted with frost and cozy tasting rooms aglow with soft light. Their holiday tours and tastings spotlight Virginia vintages that complement seasonal dishes, while the wine shop offers special releases perfect for gifting or toasting at a festive dinner table. 

Meanwhile, Silver Hand Meadery turns honey wine into a holiday tradition. Inside its inviting space, the aroma of spiced meads and limited winter blends fills the air. Their Christmas-inspired creations – like the “Dream by the Fire” apple-cider-infused mead – make a sweet companion to a quiet fireside evening. It’s a must-see spot for music lovers, not just for their regular Jazz Jams, but also because all their meads have perfect song pairings. 

 

Williamsburg Holiday FAQs

Where should I stay in Williamsburg during the holidays?

Rooms fill quickly in December, so start looking soon for the best spots! Staying near Colonial Williamsburg or Yorktown puts you within easy reach of light displays, events, and markets. Explore places to stay to compare options and find the right fit. Be sure to get the Historic Holiday Pass for discounts on accommodations and many more perks. 

 

How can I get around Williamsburg?

In Williamsburg, public parking lots, buses, and rideshares make it easy to reach events and attractions. Stay in the heart of town to experience walkable Williamsburg. In Yorktown, hop on the free Yorktown Trolley to easily travel between the waterfront, shops, and museums around town. 

 

Is it easy for families with strollers or visitors using wheelchairs?

Yes, most attractions and restaurants are wheelchair accessible, though some historic brick streets can be uneven. Check out this guide to accessible options in Williamsburg

 

What should I pack for December visits?

Williamsburg enjoys a moderate climate and a gentle version of all four seasons, including winter. Do plan for some chilly nights with layers, gloves, and comfortable shoes for brick and cobblestone paths.  

 

Where can I find public restrooms during outdoor events?

In Williamsburg, public restrooms are located behind Merchants Square near Henry Street and at the Colonial Williamsburg Regional Visitor Center. In Yorktown, use the restrooms at Riverwalk Landing on Water Street beside the marina and Freight Shed, or the additional facilities at York Hall on Main Street. 

 

Discover more things to do in Williamsburg and the Historic Triangle

While you’re in town for the holidays, be sure to experience the area’s iconic highlights with our Guide to Colonial Williamsburg, plus discover the top things to do in Historic Jamestowne and Yorktown. To stay energized for holiday fun and exploration, see where to eat in Colonial Williamsburg, or check out great food and drink options all around the area.