Top Williamsburg Holidays

Enjoy a night of drinking and ghost stories as you explore Williamsburg with the help of a tour guide to show you around. Stop at a range of local establishments for drinks and pass by historical sights on the way while you listen to the macabre tales told by your engaging tour leader. Make sure you come thirsty for some drinks and hungry for some thoroughly researched spooky stories.

Join us as we discover the History of Christmas in the colony while exploring the handcrafted decorations that adorn the historic buildings. On our 1-hour leisurely stroll thru the city, you will have the opportunity to photograph some of the most iconic decorations that are uniquely Colonial Williamsburg. Handcrafted one-of-a-kind decorations made by employees and residents of the city are beautifully and proudly displayed on each building and we will discover the most beautiful and unique of this year's display. We will discover the religious, humorous, and heartfelt traditions that span the centuries. While learning how the decorations are made, how they became a tradition, and even helpful tips and tricks on how the create your own decorations at home. Christmas in Colonial Williamsburg is truly an experience that you and your family will cherish for years to come.

Experience Colonial Williamsburg’s holiday traditions with the added insight of a costumed guide who brings local history to life. Instead of exploring on your own, discover the stories behind the town’s seasonal decorations and celebrations while strolling its historic streets. It’s an engaging way to see how Christmas has been celebrated through the centuries.

Immerse yourself in the atmospheric setting of Colonial Williamsburg after dark—and learn all about the real-life murders, executions, and other sordid events that happened here—on this nighttime ghost tour. No separate ticket to Williamsburg is needed: meet your costumed guide at the Capitol Building and set off. Visit supposedly haunted landmarks like the Peyton Randolph House, and hear stories about pirates, witch trials, and more as you go.

Have you ever wondered how our modern Christmas traditions began? Join us for a 1-hour walking tour through the streets of Colonial Williamsburg, where your guide will reveal the colonial Christmas celebrations that shaped our current traditions. You'll also learn how the decorating style of Colonial Williamsburg influenced decorations across the nation. Shades of Our Past is not affiliated with Colonial Williamsburg; therefore, this tour does not include entry to any buildings owned by Colonial Williamsburg. The tour takes place through the streets of Colonial Williamsburg and is subject to weather conditions. Please be prepared for various weather scenarios. Additionally, the advertised tour route may change based on activities in the Historic Area. Please note that tours may be unavailable on certain days due to staff participating in other events. For more details about these programs, please visit our website.

Spend the evening exploring the historic streets of Colonial Williamsburg on a candlelit guided ghost tour. The ghost tour reveals a lesser-known side of the historic streets and takes you to parts of the town most tourists wouldn’t be comfortable visiting on their own. Along the way, a guide entertains the group with family-friendly stories and local legends.

Richmond, Virginia is celebrated for its over-the-top holiday lights displays every year—and this tour makes exploring them simple. In the evening, depart from Williamsburg via climate-controlled vehicle and travel to Richmond. You’ll learn all about the city’s history of tacky lights displays, will admire some of the best examples, and will even see the Christmas tree in front of the Virginia State Capitol.

Experience the magic of Colonial Williamsburg Christmas on one of our most popular private walking tours. Discover the beauty of Colonial Williamsburg's Christmastide as we stroll from the Williamsburg Inn along Duke of Gloucester Street, admiring spectacular holiday decorations, historic homes, and 18th-century architecture. Learn how handcrafted wreaths and garlands are created from fresh greenery, fruits, seed pods, oyster shells, feathers, and other natural materials, then judged in the Professional, Amateur, Trades, and Crafts divisions. Your knowledgeable local guide brings history to life with stories of Christmastide traditions celebrated by plantation owners, middling families, and military during the Revolutionary War. It's the perfect way to experience Christmas in Colonial Williamsburg, Virginia. Note: Traditional ginger cake is included. Tours before 7PM include a beverage. Grand Illuminations: first three Saturdays in December. Yule Log ceremonies: first three Fridays.

An evening of chilling tales and lively atmosphere awaits on the Williamsburg Ghost and Taverns Pub Crawl. This unique adventure combines the thrill of ghost stories with visits to historic taverns, creating a memorable night out in Williamsburg. With your ticket, enjoy a complimentary first drink while immersing yourself in the local history and spooky legends. Perfect for those seeking a blend of fun and fright in a vibrant social setting, this pub crawl is an ideal choice for friends and enthusiasts of the supernatural alike. Join us for an unforgettable night filled with laughter, chills, and camaraderie.

Ale & Apparitions connects Williamsburg’s haunted history to the places where the city still gathers after dark. Beginning in Merchants Square and moving into the William & Mary nightlife district, this pub crawl blends local bars with stories of theater folklore, institutional confinement, wartime occupation, destructive fires, disturbed burials, and campus legends. It is not just a historic ghost tour with a drink stop added in — it follows the line between old Williamsburg and modern college-town nightlife, showing how the city’s past still lingers around the places people meet, drink, talk, and trade stories today. This experience blends ghost stories, colonial history, tavern culture, and a fun night out for adults. Guests will hear about the people who filled Williamsburg’s evenings, the legends that grew around its taverns, and why some believe echoes of those nights still linger. Guests must be age 21+ and bring valid government-issued photo ID.

The Ghost Tour is Williamsburg's first and only murder-focused tour. Explore areas that other history tours would be afraid to visit. Explore a historic city that conceals a sinister and unsettling past. A netherworld of horrific death and hatred. Accompany your guide on foot to some of our favorite local watering establishments. To help you get ready for what's to come, try a drink with a murder theme or one of the pub's specialty beverages. Then, take a stroll through the dim, peaceful streets of Historic Williamsburg, where you may learn the real stories of the city's most notorious crimes. There's nothing ghostly about Williamsburg's scariest tour. It has to do with murder.

Williamsburg is celebrated as the birthplace of American liberty, but its history is not as polished as its restored streets suggest. Gallows Path explores the darker side of Colonial Williamsburg through stories of power, punishment, betrayal, confinement, and justice that did not always serve the truth. This 90-minute adults-only ghost tour, for guests ages 16+, follows historic streets after dark, connecting real colonial history with the legends and reported hauntings that followed. Your Ghost City Tours Ambassador will guide you to exterior locations tied to the Colonial Williamsburg Courthouse, Bruton Parish Church, George Wythe House, Peyton Randolph House, Public Hospital Museum, Magazine Green, and Public Gaol. This tour is not built around costumes, staged scares, or invented stories. The history is dark enough on its own. Gallows Path asks one question that grows more complicated at every stop: what happens when justice fails?

Be transported back to Williamsburg in 1943 in this 1-hour character tour. Learn how the citizens of the town are dealing with rationing, blackout drills, and all the new servicemen in town during the Holiday season. Please note that each tour is unique, so the advertised routes may vary. You will be guided through town by either a USO Hostess or an Air Raid Warden. However, for evening tours, the guide will solely be an Air Raid Warden. Routes may also be changed to accommodate activities in Colonial Williamsburg. Shades of Our Past is not affiliated with Colonial Williamsburg; therefore, this tour does not include entrance or admission into Colonial Williamsburg-owned buildings. Since the tour is through the streets of Colonial Williamsburg it is weather contingent. Please be prepared for all weather conditions. Please be aware that due to staff participation in other events, tours may be unavailable on certain days. For details about these programs, please visit our website.