Best Williamsburg Walking Tours in 2026

Williamsburg , Virginia

From $ 25.00

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.

Williamsburg , Virginia

From $ 25.00

Join us as we explore the fascinating stories of women from all walks of life—each of whom played her part in the community’s development. From the beloved midwife whose knowledge and care were instrumental to the town’s health, to the famous schoolmistress who taught future leaders, these women were pillars of the community. Discover the Governor’s Lady, who maintained the standards of society, and the Councillor’s wife, who helped shape political circles from behind the scenes. Learn about the enslaved cook who worked closely with the Founders, displaying incredible skill and resilience, and even hear the tales of actresses who broke societal norms to entertain and inspire. .

Williamsburg , Virginia

From $ 25.00

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.

Williamsburg , Virginia

From $ 9.75

Discover Williamsburg's famous ghosts and spirits walking the streets at your own pace, anytime. This is one of the most haunted and historic places, don't miss it's spooky story. This tour is built on those records. Newspaper clippings folded into court archives. Letters never meant for strangers. Names scratched into margins and ledgers. What follows tonight does not rely on imagination. Everything you will hear was once written down by someone who saw it happen, or by someone who tried to explain why it should be forgotten. Go at your own pace, anytime.

Williamsburg , Virginia

From $ 25.00

Celebrate the holiday season with a spine-tingling twist! On this lantern-lit ghost tour through Colonial Williamsburg, you’ll discover the chilling legends and eerie tales hidden beneath the festive glow of garlands, candles, and wreaths. Hear stories of yuletide spirits, winter hauntings, and mysterious happenings that prove not all is merry and bright in Virginia’s most historic city. Blending Williamsburg’s rich history with holiday lore, this unique experience is perfect for those who love a little fright with their festivities. Bundle up, bring your curiosity, and prepare for a Christmas ghost tour unlike any other! Tour duration: 1 hour 30 minutes Family-friendly; kids under 6 are free Real stories from costumed characters Meets at the Capitol, rain or shine

Williamsburg , Virginia

From $ 25.00

Not all women were high-born ladies… many worked long and hard to survive. This walking tour will open your eyes to pieces of the past. Women were fully one half of the story, and you will learn about their roles as business owners and consumers. Over more than 325 years, the buildings in Williamsburg have had many lives and multiple uses, as social and political history was made both inside and out, shaping the community we know today.

Williamsburg , Virginia

From $ 323.47

Explore at your own pace with a fully private guided tour! “Shadows of the Past: Tracing Slavery’s Legacy in Williamsburg” invites you to delve into the history of slavery in colonial America, beginning in the historic area of Colonial Williamsburg. This tour provides insights into how slavery shaped the community and the lives of those who lived during that era. After exploring Colonial Williamsburg, the journey continues to the Colonial Williamsburg Courthouse, reflecting the legal aspects of slavery. Next, visit the Capitol Building, where significant legislative decisions about slavery were made. Conclude the tour at the James Geddy House, offering a perspective on the daily lives of both free and enslaved people of the time.