If you’re imagining stepping back in time to see Williamsburg decked out in holiday finery, this private tour offers a cozy, detailed look at how the 18th-century world celebrated Christmas. It’s not just about pretty lights — you’ll explore the craftsmanship behind wreaths and garlands, learn about colonial holiday customs, and get a taste of seasonal treats.
Two things we genuinely love about this experience are the personalized attention from a knowledgeable guide and the chance to see Williamsburg’s historic streets beautifully decorated in an intimate setting. The flexibility of a private tour means you can ask questions at your own pace, making it perfect for history buffs or anyone curious about colonial holiday traditions.
One thing to keep in mind is that, since this is a walking tour, comfortable shoes and weather-appropriate clothing are a must. Also, at $125 per person, the cost might seem on the higher side for some, but considering the private setting and the detailed insights, many find it well worth the price.
This tour is ideal for those who enjoy history, architecture, and holiday cheer with a personal touch. It suits visitors looking for a relaxed, educational experience that highlights Williamsburg’s festive spirit without the crowds.
Key Points

- Private and personalized experience: Only your group participates, allowing for questions and a tailored pace.
- Rich historical insights: The guide shares detailed info about colonial holiday customs, decorations, and judging categories.
- Beautiful holiday scenery: The decorated streets and historic buildings create a festive, picturesque atmosphere.
- Taste of tradition: Enjoy holiday biscuits, gingerbread, and seasonal drinks, adding flavor to your walk.
- Accessibility: The route is wheelchair and stroller accessible, covering just over a mile.
- Ideal for history lovers: A thoughtful blend of visual beauty and educational content makes it especially appealing to those interested in colonial America.
A Deep Dive into the Experience

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Starting Point: Williamsburg Inn
Your journey begins at the Williamsburg Inn, an official Colonial Williamsburg hotel, where you’ll meet your guide in the lobby. This initial 10-minute segment is where you get oriented — learning about the decoration rules, planning your route, and perhaps setting up lights if it’s dark. Since parking is included, you won’t have to worry about extra fees, which is a nice perk.
Exploring Colonial Williamsburg’s Exterior Decorations
The core of the tour is a 45-minute private walk along Duke of Gloucester Street, where your guide will show you the exquisite holiday decorations adorning the historic buildings. This is the part where we found the most value — not just seeing the decorations but understanding the materials, construction techniques, and categories used for judging.
The guide’s detailed explanations about wreaths, garlands, and ornaments help bring the decorations to life. As multiple reviews mention, the guide’s extensive knowledge about the materials and rules for judging decorations adds depth that you don’t always get on standard tours. One reviewer even shared how their guide “provided great details as to the rules for judging the decorations, including the materials used and the manner in which they are put together,” which really highlights the tour’s educational focus.
Visiting the Colonial Williamsburg Capitol and Governor’s Palace
Next, the tour takes you past the Capitol Building, giving a quick overview of its history. This stop is short but offers a chance to appreciate the colonial architecture and its role in history. If you or your group want to get closer and see the holiday decorations on the Palace, you’re free to continue walking around after the official tour.
Merchant Square and the Festive Atmosphere
Starting in Merchant Square, the walk continues for just over a mile, passing shops and storefronts with eye-catching holiday displays. This part of the tour is especially good for those who enjoy strolling through charming streets lined with historic buildings decorated for the season. The route is accessible for wheelchairs and strollers, making it inclusive for most visitors.
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Wrapping Up at Bruton Parish Church
The last stop is near the historic Bruton Parish Church, built in 1715. Here, your guide shares stories about the church’s significance and its connection to the restoration of Williamsburg. The proximity to the ice skating rink and Merchant’s Square makes it easy to extend your holiday experience with treats, hot drinks, or a bit of holiday shopping.
Taste of Colonial Holiday Traditions
Throughout the tour, you’ll be offered traditional holiday biscuits, gingerbread cookies, and seasonal drinks like hot chocolate, tea, or cider — if available. These treats add a festive touch and are appreciated by many reviews, which highlight the delicious gingerbread cookies and the warm drinks before 7 pm.
Why This Tour Stands Out
The reviews overwhelmingly praise the guide’s knowledge and enthusiasm. As one reviewer noted, “Cyndi was very knowledgeable and shared historic information as well as details about the materials and construction process of the beautiful colonial decorations.” Plus, several reviews mention the guide’s patience and friendliness, making the experience feel more like a visit with a knowledgeable friend than a formal tour.
The visual appeal of the decorations on the historic streets is another highlight. Many reviewers call out the breathtaking views of Williamsburg’s holiday setup, emphasizing that the decorations are both beautiful and historically respectful — an important consideration for those who value authenticity.
Price and Value
At $125 per person, this private tour isn’t cheap, but many reviews affirm it’s worth the cost for the personalized attention and detailed insights. Since it’s only about an hour and a half long, you’re paying for a tailored experience rather than a large group tour, which enhances the value. The inclusion of parking, snacks, and the intimate setting makes it a well-rounded choice for those who want a quality, relaxed exploration of Williamsburg’s holiday traditions.
Who Should Consider This Tour?

This experience is perfect for history enthusiasts, couples, or small groups who enjoy guided walking tours and want an insider’s look at colonial holiday customs. It’s especially suited for travelers who appreciate authentic decorations, historical stories, and seasonal treats. Since the route is accessible and the duration manageable, it’s suitable for many ages, though those with mobility concerns should check the route specifics.
It’s less ideal if you’re on a tight schedule or if your group prefers large, lively events rather than intimate, educational walks. Likewise, if you’re expecting a flashy, commercialized Christmas experience, this tour leans more toward authentic, historical charm.
Final Thoughts

All in all, the Private Colonial Williamsburg Christmas Holiday Decorations Walking Tour offers a thoughtful, intimate look at Williamsburg’s festive side. The focus on craftsmanship, history, and seasonal traditions makes it stand out from more typical holiday outings. With a knowledgeable guide leading the way, you’ll leave with a deeper appreciation of colonial holiday customs and some beautiful memories of Williamsburg dressed in its holiday best.
This tour is best suited for those who want more than just pretty lights — it’s a chance to understand the stories and skills behind the decorations and feel connected to a long-standing tradition. If you’re after a cozy, educational, and beautifully decorated walk through historic Williamsburg, this experience is a solid choice.
Private Colonial Williamsburg Christmas Holiday Decorations Walking Tour
“Very nice experience with my momprivate tour was prefect because it was at our pace and weve been there before many moons ago so it was nice to be …”
FAQs

Is parking included in the tour?
Yes, parking is included, and you’ll meet at the Williamsburg Inn lobby, making it convenient to start your walk without extra worries.
What should I wear?
Be sure to dress warmly, especially if the tour is in the evening or during colder months. Comfortable shoes are also recommended since it’s a walking tour.
How long does the tour last?
The tour is approximately 1 hour and 30 minutes, making it a manageable and relaxed experience.
Is this tour suitable for children?
While not specifically designed for kids, the route’s accessibility and engaging decorations make it appropriate for most ages, especially those interested in history and holiday sights.
Can I bring my stroller or wheelchair?
Yes, the route is wheelchair and stroller accessible, so most visitors can enjoy it comfortably.
What else is included?
You’ll enjoy holiday biscuits, traditional cookies, and seasonal drinks (if available). The guide also has lamps, but bringing a flashlight could add to your experience.
What happens if it rains or snows?
Since this is an outdoor walking tour, be prepared for weather. Check the forecast and dress accordingly, as the tour proceeds rain or shine.
In the end, this private holiday decoration tour offers a lovely blend of history, artistry, and seasonal cheer. Whether you’re a Williamsburg veteran or a first-timer, it’s a charming way to celebrate the holidays with a dose of storytelling and scenic beauty.
More Walking Tours in Williamsburg
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More Williamsburg experiences we've covered
- Jamestown Settlement American Revolution Museum 7-Day Ticket
- Exclusive Private Colonial Williamsburg Walking Tour by a Local
- Step in Time Inside Historic Buildings of Colonial Williamsburg
- Half-Day Holiday and Tacky Lights Tour in Richmond
- Private Tour of Yorktown Museum, Battlefields & Historic Area
- Exclusive Private Jamestown to Yorktown Tour with Surrender Field
- Ultimate Pirate Walking Tour in Colonial Williamsburg
- History of Slavery Tour in Williamsburg
- Guided Colonial Christmas Tour in Williamsburg
- Dark History Conspiracy Tour
- Colonial Williamsburg Admission
- Busch Gardens Williamsburg Admission Ticket
