A Personal Walk Through Williamsburg’s Christmas Spirit

Thinking about experiencing Williamsburg during the holiday season? We recently took the Private Colonial Williamsburg Christmas Holiday Decorations Walking Tour, a 1.5-hour journey that combines festive sights with a dose of history. It’s offered at $125 per person and is perfect for those who want a personalized peek behind the scenes of colonial holiday traditions. Our guide, Bambi, made the experience lively and informative, blending historic context with the beauty of the seasonal decorations.
Two standout aspects of this tour are the detailed explanation of the decorations’ materials and construction techniques and the chance to see and discuss the judging categories for the elaborate wreaths and garlands adorning buildings. Plus, the opportunity to sample traditional holiday biscuits and sip hot beverages makes it more than just a walk—it’s a cozy, educational celebration.
A potential consideration is that the tour is seasonal, running only from late November through early January, and may require some walking that could be challenging for those with mobility issues. Also, the later tour times might be darker, which can affect visibility, but the illuminated streets and decorations still create a charming scene.
If you’re a history buff, a holiday decoration enthusiast, or simply looking for a relaxed way to soak up Williamsburg’s festive atmosphere with a small, friendly group, this private tour hits the right notes. It’s especially suited for travelers who appreciate authentic stories, detailed craftsmanship, and a personal touch in their holiday experiences.
Key Points

- Exclusive, Private Experience: Only your group participates, ensuring personalized attention from the guide.
- Detailed Decoration Insights: Learn about the materials and craftsmanship behind colonial-era wreaths and garlands.
- Rich Historical Context: Discover how holidays were celebrated in different periods of Williamsburg’s past, including the 17th and 18th centuries.
- Seasonal Festivities: Includes traditional biscuits, hot beverages (if before 7PM), and close-up views of iconic sites like the Governor’s Palace and Bruton Parish Church.
- Accessible Route: The walk from Merchants Square to The Capitol is about a mile, wheelchair and stroller friendly.
- Authentic Local Atmosphere: Visit decorated private homes, historic buildings, and Merchant Square, with plenty of photo opportunities.
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A Deep Dive Into the Williamsburg Holiday Experience
Starting Point: Williamsburg Inn and the Holiday Atmosphere
The tour begins at the Williamsburg Inn, a historic hotel that sets a warm, inviting tone. Meeting in the lobby, we get an overview of the rules around holiday decorations—what’s historically accurate and what’s added for festive flair. Parking is included, making it easy to settle in without extra fuss.
This initial 10-minute phase helps us get oriented, and our guide, Bambi, immediately begins to share her enthusiasm for Williamsburg’s holiday customs. We set up our lights (if it’s dark) and prepare for the walk ahead, feeling a sense of anticipation.
Exploring Colonial Williamsburg’s Exterior Decorations
Next, we stroll along the Duke of Gloucester Street, where the real magic begins. Our guide takes us on a private, detailed walk—no crowds, no hurried pace—focusing on the wreaths, garlands, and other decorations that adorn the historic buildings. We learn that these decorations are judged in different categories, based on craft, materials, and authenticity.
We loved the way Bambi explained the techniques and materials used—dried herbs, fruits, flowers, clay pipes, and even whimsical items like dolls—highlighting what makes a wreath colonial and what judges look for. One reviewer noted, “She shared in-depth details about the fresh fruit, dried herbs, flowers, and unusual whimsical items,” making the decorations come alive with stories.
Historic Buildings and Their Holiday Attire
We pass the Colonial Williamsburg Capitol Building, which is rich with history, and glance at the Governor’s Palace. The optional closer look at the Palace’s decorations is a treat if you want to linger. The tour’s focus remains on the craftsmanship and historical accuracy of the decorations, which we found fascinating.
Our guide also shares insights into holiday celebrations during the 17th and 18th centuries, including plantation and Revolutionary War festivities. We appreciated how she connected the decorations to broader historical themes, making the experience both visual and educational.
Prefer personalized experiences? Here are other private options we've covered in Williamsburg
- Private Tour of Colonial Williamsburg & Sir Christopher Wren Bldg
- Private tour from Williamsburg to Monticello World Heritage Site
- Private Colonial Williamsburg Architectural Tour
- Private tour from Williamsburg to Berkeley Plantation
- Exclusive Private Tour of the Jamestown Settlement
- Exclusive Private Jamestown to Yorktown Tour with Surrender Field
Merchant Square and the Community Spirit
The walk continues through Merchant’s Square, where decorations by local merchants add to the holiday charm. Starting at The Dog Street Pub, we took in the festive window displays and the vibrant street scene. The route towards The Capitol is just over a mile and is accessible, perfect for all ages and mobility levels.
Reviewers have praised the thorough explanations of the meaning behind wreaths and decorations, with one saying, “The guide provided a very interesting and thorough explanation of the meaning behind the holiday wreaths displayed on the houses on Duke of Gloucester Street.” The decorations are not just pretty—they’re meaningful, and learning their stories adds depth to the visual feast.
The Historic Heart: Bruton Parish Church and Farewell
The tour concludes near Bruton Parish Church, built in 1715. We discuss its role in Williamsburg’s history and the influence of Reverend W.A.R. Goodwin, who helped restore the town’s historic charm. After the walk, visitors have the option to explore the decorated church or relax in Merchant’s Square with hot drinks and treats.
Guests consistently praise the personalized attention from Bambi, who is described as “knowledgeable,” “patient,” and “enthusiastic,” making the tour both informative and warm. She also offers small touches like carrying cameras or snapping photos, which many found delightful.
The Value of a Private, Personal Tour
For $125, this tour offers a highly personalized experience that feels more like exploring with a knowledgeable friend than a large group. The price reflects the quality of the guide, the exclusivity, and the depth of information. Several reviews mention that the small group setting allowed for questions and tailored discussion, which is harder to enjoy in bigger tours.
Seasonal Considerations
The tour runs from late November through early January, coinciding with Williamsburg’s Grand Illuminations and Yule Log lightings. The later evening tours can be darker, but the streetlights and decorations still create a magical atmosphere. If you prefer daylight, earlier tours are available, though the ambient glow of holiday lights contributes to the charm.
Food and Beverage
Sampling holiday biscuits—such as gingerbread cookies and African descendants’ treats—adds a tasty, authentic touch. Hot beverages are available before 7PM, perfect for warming up after walking in cooler weather. This small gesture of hospitality makes the experience especially cozy.
Who Will Love This Tour?

This private walking tour is ideal if you enjoy historical stories, craftsmanship, and holiday traditions. It suits travelers who value personalized attention and want an authentic, unhurried look at Williamsburg’s decorations and celebrations. Families, couples, and history buffs alike will find it engaging, especially those who enjoy learning about the symbolism and techniques behind colonial decorations.
It’s less suited for those with mobility issues or anyone expecting a fast-paced, large-group tour. But if you appreciate detailed explanations, scenic strolls, and seasonal ambiance, this experience will likely leave you with warm memories and a deeper understanding of Williamsburg’s holiday spirit.
The Sum Up

The Private Colonial Williamsburg Christmas Holiday Decorations Walking Tour offers a cozy, insightful look at how holiday cheer was crafted and celebrated in the 17th and 18th centuries. With a knowledgeable guide like Bambi, you’ll leave with more than just festive photos—you’ll understand the stories, skills, and symbolism behind each decoration. The tour’s private setting means you can explore at your own pace, ask questions freely, and enjoy an intimate experience that larger groups can’t match.
For anyone looking to combine history, craftsmanship, and holiday cheer, this tour represents excellent value. It’s perfect for those who want a meaningful, behind-the-scenes glimpse of Williamsburg’s most charming traditions, all wrapped up in a warm, personal atmosphere.
Frequently Asked Questions

Is this a private tour? Yes, only your group participates, providing a personalized experience.
How long does the tour last? The tour takes approximately 1 hour 30 minutes, making it a manageable, relaxed walk.
What is included in the price? You get a private certified guide, parking pass, holiday biscuits, and optional hot beverages if before 7PM.
Are children allowed? The tour’s accessible route and relaxed pace make it suitable for most travelers, including families with children.
Where does the tour start and end? It begins at the Williamsburg Inn and ends back at the same location.
Is parking included? Yes, your parking is covered, and nearby lots can be accessed via the Passport App.
What should I bring? Bring warm clothing, gloves, a flashlight or lantern if you want extra light in darker hours, and your curiosity!
Are tickets to Colonial Williamsburg included? No, tickets are not included; you explore the decorated exteriors as part of the tour.
Is the tour accessible for strollers or wheelchairs? Yes, the route from Merchants Square to The Capitol is wheelchair and stroller friendly.
Can I cancel if my plans change? Yes, free cancellation is available up to 24 hours before the tour, with a full refund.
In summary, this private Williamsburg holiday tour offers a blend of history, craftsmanship, and seasonal cheer that few other experiences can match. Whether you’re a history enthusiast or just looking for a memorable way to celebrate the season, this walk provides both education and enchantment.
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