Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Explore Williamsburg's Christmas traditions with a 1-hour walking tour, discovering historic homes, festive decor, and colonial holiday customs.
If you’re looking to understand how modern Christmas traditions originated in the United States, this Tales of Christmas Past and Present tour offers a fascinating glimpse into Williamsburg’s colonial Christmas celebrations. For just $25 per person, you’ll spend about an hour wandering through the historic streets, with a knowledgeable guide revealing stories behind beloved holiday customs. It’s ideal for history buffs, families, or anyone curious about how Christmas traditions evolved from colonial times to today.
One of the things we love about this tour is how it combines engaging storytelling with visual cues—decorations, historic buildings, and festive atmospheres—that make history come alive. That said, because it’s an outdoor walking tour, weather can sometimes be a consideration, especially in winter. Overall, if you’d enjoy a leisurely stroll through historic Williamsburg with a focus on holiday traditions, this is a charming, educational experience worth considering.
This tour suits those interested in history, holiday traditions, or Williamsburg’s unique character. It’s especially good for visitors who want a manageable, affordable, and focused activity that complements a day exploring the town’s other historic sites.
Looking for more options in Williamsburg? Here are some other experiences worth considering.
This one-hour walking tour is designed to uncover the roots of Christmas customs that still influence holiday celebrations today. Led by guides from Shades of Our Past, the tour takes visitors through the streets of Colonial Williamsburg, stopping at historic houses and landmarks to discuss their roles in Christmas festivities during the colonial era. For $25, it’s quite a budget-friendly way to add a festive and educational layer to your Williamsburg visit.
The tour is not affiliated directly with Colonial Williamsburg, which means it doesn’t include entry to the historic buildings. Instead, it’s a focused stroll that emphasizes storytelling and outdoor scenery. You’ll receive a souvenir button to remember your experience, and the tour is booked an average of 11 days in advance — a good sign of its popularity, particularly during the holiday season.
Start at Bruton Parish Episcopal Church – This is a fitting introduction, as the guide will explore the church’s role during Christmas and how colonists decorated for the season. Expect to learn about their attitudes towards Christmastide and how religious practices influenced festivities. It’s a brief but meaningful 10-minute stop, and since it’s free, it’s a perfect way to kick off the tour with some context.
George Wythe House – Next, the focus shifts to architecture and design. The guide shares insights into the house’s history and the colonial love for symmetry—an influence you might notice in modern Christmas decor. The discussion also touches on the house’s role in the decoration contest, adding a layer of community tradition to the holiday story.
St. George Tucker House – Here, you’ll hear about the history behind one of Williamsburg’s notable homes, and how early Christmas trees came to Virginia, including the first recorded Christmas tree in the state. The guide will talk about decorations and traditions, helping you connect the past with the present.
Peyton Randolph House – This stop explores the difference between Christmas celebrations for wealthy families and enslaved individuals, providing an important perspective on the social complexities of the period. It’s a thought-provoking moment that broadens the understanding of holiday traditions.
Prentis Store – The Ludwell-Paradise House’s role in restoration efforts is highlighted, along with how its decorations reflect colonial Christmas themes. It’s a snapshot of how historic preservation and holiday customs intertwine.
Raleigh Tavern – The tour concludes here, with insights into the significance of taverns in colonial times. The thematic decor and the building’s history offer a lively end to the tour, leaving you with a sense of Williamsburg’s vibrant colonial life.
Throughout the tour, your guide will weave stories and historical facts, making each stop a mini lesson in colonial holiday customs. Expect to see decorations that reflect the era’s styles, and hear about the social and cultural nuances of Christmas in the 18th century. Reviewers note that guides like [a guide named ‘Sarah’] have a knack for storytelling, making history engaging without being overwhelming.
While the route may change based on events or activities in the Historic Area, the focus remains on the historical significance of each location. The outdoor nature of the tour means you should dress appropriately for weather — whether that’s a warm coat or rain gear.
At $25, we find this tour offers great value considering the insights into colonial Christmas traditions and the personalized storytelling. It’s an affordable way to deepen your understanding of Williamsburg’s historic character during the holidays without committing to full-day tours or museum admissions.
From reviews, it’s clear that the tour’s strength lies in its storytelling and focus on cultural context. The guides’ knowledge about the houses and decorations adds depth, giving you more than just surface-level info. For instance, one reviewer mentioned how the guide explained the colonial love for symmetry, tying it to modern decorating styles—a detail that enhances appreciation for holiday aesthetics.
While it doesn’t include entry into the historic buildings, the outdoor stops and stories provide a meaningful connection to history. Visitors have appreciated the quiet, leisurely pace, and the opportunity to ask questions in a small group setting.
This experience is best suited for history enthusiasts, families with older children interested in learning about colonial life, or visitors looking for a relaxed, educational activity during the holiday season. It’s also ideal for those who prefer walking tours over bus or carriage rides, and for anyone eager to explore Williamsburg’s streets with an expert storyteller guiding the way.
It’s especially appealing if you’re curious about the origins of Christmas traditions and how they have been shaped over centuries. Because it’s a private group experience, it allows for engaging conversations and tailored insights.
Is the tour suitable for children? This tour is manageable for older children; younger kids might find the outdoor walking and historical details less engaging. It’s best for children comfortable with walking and interested in history.
Does the tour include entry to historic buildings? No, it does not; it takes place on the streets, with stops at historic exteriors and landmarks.
What should I wear? Since the tour is outdoors and weather-dependent, dress comfortably for the conditions—think layers, a good coat, and possibly rain gear if needed.
Can I cancel if my plans change? Yes, the tour offers free cancellation up to 24 hours in advance for a full refund.
Is the tour private? Yes, it is designed for your group only, making it a more intimate experience.
How far in advance should I book? On average, 11 days ahead; early booking is recommended, especially during the holiday season.
Are service animals allowed? Yes, service animals are permitted.
What is included in the price? The ticket cost includes a souvenir button, enhancing the memory of your experience.
For anyone curious about the roots of Christmas traditions or seeking a relaxed, well-informed way to enjoy Williamsburg’s historic streets, this Tales of Christmas Past and Present tour hits the mark. It combines history, culture, and holiday cheer in a manageable, engaging package. While weather can influence the experience, the opportunity to explore colonial Christmas customs through the eyes of knowledgeable guides makes it a worthwhile addition to your Williamsburg itinerary.
This tour is especially suited for those who enjoy storytelling, historic architecture, and a touch of festive history without the fuss of large crowds or high prices. It’s a charming way to connect with the past while celebrating the spirit of the season.
To sum it up, if you’re seeking an authentic, low-key holiday experience that adds depth to your Williamsburg visit, this walking tour offers both educational value and a festive mood. Perfect for history lovers, families, or anyone wanting a peaceful, insightful stroll through Colonial Williamsburg’s streets decorated for Christmas.