A Practical Look at “Tales of Christmas Past and Present in Williamsburg”

If you’re curious about how Christmas traditions originated and evolved in America, the Tales of Christmas Past and Present tour in Williamsburg offers a charming, informative hour exploring historic streets and iconic homes. For $25 per person, guided by a friendly, knowledgeable guide—whose name, sadly, isn’t specified—you’ll stroll through the historic district, stopping at six historically significant sites like Bruton Parish Church and the George Wythe House.
What we love about this experience? First, the way it vividly connects Christmas customs to their colonial roots, shedding light on how some traditions we cherish today—like decorated trees or festive decor—began centuries ago. Second, the tour’s focus on decorations and their evolution, especially the mention of the first recorded Christmas tree in Virginia, helps us appreciate how holiday cheer was crafted with both simplicity and symbolism during colonial times.
The main consideration? Since the tour does not include entry to the homes or any buildings owned by Colonial Williamsburg, it’s primarily an outdoor experience. This means you’ll want to dress appropriately for the weather, which can vary, especially in winter. Also, it’s a brisk walk—so travelers with moderate physical fitness will find it enjoyable without feeling overwhelmed.
This tour suits visitors who are genuinely interested in history, holiday traditions, and cultural stories, especially those who prefer a compact, focused experience rather than a lengthy or museum-heavy visit. It’s particularly good if you’re short on time but want a meaningful glimpse into Christmas history woven into Williamsburg’s historic streets.
Key Points

- Authentic Colonial Traditions: Learn how Christmas celebrations in the 18th century laid the groundwork for many modern customs.
- Historical Homes & Sites: Stops at notable houses like the George Wythe House and Peyton Randolph House reveal the social and decorative ways of the period.
- Focus on Decorations: Gain insight into how Colonial Williamsburg influenced holiday decor nationwide, including the origin of the Christmas tree tradition in Virginia.
- Educational & Engaging: The guide offers detailed stories about each site, making history lively and relevant.
- Weather-Dependent: Since the tour occurs outdoors, appropriate clothing is essential, especially in winter.
- Private Tour: Exclusively for your group, providing a personalized experience.
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Exploring the Tour in Depth
Starting at Bruton Parish Episcopal Church
Our walk begins at Bruton Parish Episcopal Church, a site integral to Williamsburg’s spiritual life. Here, our guide, whose name isn’t listed but who clearly enjoys sharing history, discusses the church’s role during Christmas. We learn about how colonists celebrated Christmastide, often with a mixture of modesty and festivity, reflecting their religious and cultural values. The church’s architecture and decorations offer a glimpse into community life during the colonial era, and the fact that this stop is admission-free makes it accessible and intriguing.
The George Wythe House
Next, we stroll to the George Wythe House, a beautifully preserved 18th-century residence. Our guide explains the colonial love of symmetry in architecture and decor, a principle still visible in modern Christmas displays. The house is also notable for the decoration contest, a tradition that echoes today’s holiday decorating competitions, but with colonial flair. While admission isn’t included here, the outside architecture and stories provide valuable context about colonial domestic life.
St. George Tucker House & the Origins of Christmas Trees
The St. George Tucker House, another key stop, reveals that the first recorded Christmas tree in Virginia was set up here. The guide discusses how this tradition, now widely associated with Christmas, had humble and sometimes controversial beginnings. The house’s decorations, and the stories behind them, help visitors understand how colonial Americans balanced their religious practices with evolving festive customs.
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Peyton Randolph House & Holiday Divides
At the Peyton Randolph House, we explore the contrast between Christmas celebrations among different social groups. The guide shares insights into how families and enslaved individuals experienced the holiday, a reminder of the complex social fabric of colonial Virginia. Decorations and household stories highlight the variations in celebrating, offering a nuanced picture of colonial life.
The Ludwell-Paradise House and the Restoration
Moving on to the Prentis Store (which is part of the Ludwell-Paradise House), we get a look at the importance of preservation efforts in Williamsburg. The house’s decorations and its role in the historic restoration deepen our understanding of how Colonial Williamsburg’s image was revitalized, influencing how Christmas is celebrated today across the nation.
Concluding at Raleigh Tavern
Finally, the tour ends at the Raleigh Tavern, a hub of social and political activity in colonial times. Here, the focus shifts to the tavern’s festive theme, capturing the lively spirit of colonial gatherings. The thematic decor, combined with stories of tavern life, rounds out the 1-hour journey with a lively, communal feel.
How the Experience Adds Value

The $25 price point for this guided walk is reasonable when considering the depth of storytelling and the intimate nature of a private group. Since it’s a mobile ticket, you can easily join in on your schedule, but booking about 11 days in advance ensures a good spot. The souvenir button is a small but nice keepsake of your holiday journey.
While the stops are brief—each about 10 minutes—their focus on stories and context makes them richer than a simple sightseeing stroll. The guide’s knowledge brings the colonial period to life, making history approachable and relevant. You’ll also appreciate how the tour weaves together decorative history, social customs, and religious practices, giving a holistic view of colonial Christmas.
Practical Tips
- Be prepared for outdoor walking, with weather-appropriate clothing.
- Since no entry to Colonial Williamsburg buildings is included, plan additional visits if you wish to explore inside.
- The duration makes it perfect for a quick yet meaningful holiday activity, especially if you’re tight on time.
- The tour is private only, so it’s ideal for families or small groups looking for a personalized experience.
Who Will Enjoy This Tour?

This experience is perfect for history buffs, culture enthusiasts, or anyone curious about the origins of holiday traditions. It’s especially suited for those who appreciate storytelling over exhibits and enjoy walking through picturesque streets. If you’re traveling with kids, they might find the stories engaging, but the outdoor walk may be less ideal in bad weather or for those with limited mobility.
Final Thoughts
“Tales of Christmas Past and Present” in Williamsburg offers an engaging, well-balanced peek into the ways colonial Americans celebrated Christmas—and how those traditions influence what we do today. It combines historical storytelling with festive decor insights, making it a charming addition to a Williamsburg visit during the holiday season.
While it’s a short tour, the personalized nature and detailed stories provide genuine insight, especially if you’re interested in how American holiday customs have evolved. It can be a perfect choice for travelers who want a focused, authentic look at colonial Christmas celebrations without the need for extensive museum visits or ticketed house tours.
If you’re in Williamsburg during the holiday season and want to understand the roots of Christmas traditions while enjoying a walk through historic streets, this tour is worth considering. It’s a blend of education, holiday cheer, and local ambiance that will give you a richer appreciation of how Christmas was celebrated over two centuries ago, and how those traditions continue to shape our modern festivities.
FAQ
Is this tour suitable for families?
Yes, it’s a family-friendly experience, especially for those interested in history and holiday traditions. Just remember, it’s outdoors and walking-focused.
Do I need to purchase additional tickets for the houses?
No, the tour does not include entry to any buildings owned by Colonial Williamsburg, so you’ll see the outside of homes and sites, but not the interior.
How long is the tour?
The entire experience lasts about one hour, making it convenient for a quick, insightful activity during your day.
What should I wear?
Since the tour is outdoors, dress appropriately for the weather, whether it’s warm, cold, or rainy.
Is there a group size limit?
The tour is private, so only your group will participate, offering a more personalized experience.
Can I cancel if my plans change?
Yes, there’s free cancellation up to 24 hours before the tour, providing flexibility for your travel plans.
Will I learn about modern Christmas decorations?
Yes, the guide explains how colonial decorating styles influenced today’s holiday decor across the nation.
Are there any hidden costs?
No, the price is straightforward, and the souvenir button is included, but additional site entries are not part of this tour.
In essence, this Williamsburg walking tour offers a lively, educational insight into how Christmas traditions started and how they’re celebrated today. It’s a well-paced, intimate experience that adds a layer of understanding and fun to any holiday visit.
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