Step into the heart of Colonial Williamsburg on this self-guided walking tour that goes beyond the costumes and reenactments. This tour invites you to explore not just what happened, but how it's remembered. Along the way, you'll uncover stories of power, protest, labor, and legacy.
Each stop reveals how colonial life was lived, contested, and reimagined. As you walk, you'll hear about the celebrated and the overlooked: from revolutionaries and craftsmen to the enslaved and the displaced. Rather than simply retelling history, this tour asks deeper questions about memory, identity, and what it means to inherit the past.
Designed to be thoughtful and accessible, this tour is perfect for curious travelers, history buffs, and anyone who wants to see Williamsburg in a new light.
Please note this tour is independently produced and is not affiliated with or endorsed by the Colonial Williamsburg Foundation and does not include admission to any ticketed exhibits.
Located along the iconic Duke of Gloucester Street, Market Square was once the vibrant center of commerce, conversation, and community. Today, it’s more than just a picturesque green—it's a starting point for exploring Williamsburg’s layered past. What you see may look like the 18th century, but there's more here than meets the eye.
This humble octagonal structure once held something far more explosive than gunpowder: tension. In colonial times, the Powder Magazine stored arms for the defense of the colony—but it also became a flashpoint in the growing struggle between Crown and colony.
More than just a place to eat and drink, the Raleigh Tavern was a hub of political conversation, private deals, and public defiance. When the royal governor locked the doors of the Capitol, colonial legislators simply gathered here instead. Within these walls, words were exchanged that would echo far beyond Williamsburg—proof that even revolutions need a meeting place.
Step outside the bars of colonial justice. Williamsburg’s jail once held everyone from petty thieves to pirates. Though simple in form, this stark structure reminds us that beneath the ideals of liberty were real systems of power and punishment.
Elegant and imposing, this grand home belonged to one of the most influential men of his time. But behind its refined façade lies a more complicated story, of politics, privilege, and the many lives lived here, both free and enslaved.
Just steps from the colonial core, Prince George Street blends the charm of the past with the pulse of the present. Lined with boutiques, cafés, and galleries, it’s a favorite spot for a leisurely walk, a coffee break, or a little window shopping.
The Brafferton is one of the oldest buildings in Williamsburg, and one of the most quietly complex. Built as an “Indian School” in the 1700s, its elegant brick exterior hides a layered and often overlooked chapter in colonial education and control. Though not open to the public, the building’s presence still prompts reflection.
In continuous use since 1715, Bruton Parish Church is more than just a colonial landmark, it’s a living place of worship. Step inside this beautifully preserved sanctuary to see where governors, revolutionaries, and everyday parishioners once gathered. With original pews and centuries of stories, it offers a quiet counterpoint to the bustling world outside.
The tour starts at Duke of Gloucester Street, between the courthouse and the Market House.
IMPORTANT – YOUR ACCESS CODE IS: RNH816 - PLEASE READ STEPS BELOW - To access your tour, you’ll need the Drives & Detours App. We recommend downloading the tour in advance in case cell service is unreliable.
DOWNLOAD THE APP:
iPhone: https://apps.apple.com/us/app/drives-detours/id6443681888
Android: https://play.google.com/store/apps/details?id=com.mytoursapp.android.app6506
UNLOCK YOUR TOUR:
1. Open app, tap "Walking Tours", then "Colonial Contradictions"
2. Enter Your Access Code (on iPhone tap "Login to Download" then "Login")
3. Tap "Download Tour" and wait until complete (1-2 minutes)
STARTING THE TOUR:
1. Open app, select your tour
2. Go to start location shown
3. Tap “Start Tour”
ADDITIONAL NOTES:
Tour is valid for 180 days, no need to reschedule
Questions? TEXT us at 619.324.9920
Williamsburg, Virginia, is a historic city that brings the American Revolution to life. It is home to Colonial Williamsburg, the world's largest living history museum, where visitors can experience 18th-century life firsthand. The city is also part of the Historic Triangle, along with Jamestown and Yorktown, offering a rich tapestry of American history.
The world's largest living history museum, Colonial Williamsburg, brings the 18th century to life. Visitors can explore historic buildings, interact with costumed interpreters, and experience the daily life of colonial America.
A short drive from Williamsburg, the Jamestown Settlement offers a fascinating look at the first permanent English settlement in America. Visitors can explore re-created ships, a Powhatan Indian village, and a colonial fort.
The Yorktown Battlefield is where the American Revolution effectively ended with the surrender of British General Cornwallis. Visitors can explore the historic battlefield, visit the Yorktown Victory Monument, and learn about the pivotal role Yorktown played in American history.
Bush Gardens Williamsburg is a popular theme park featuring thrilling roller coasters, live entertainment, and beautifully landscaped gardens. The park is known for its European-themed areas and seasonal events.
Founded in 1693, the College of William & Mary is the second-oldest institution of higher education in the United States. The historic campus features beautiful architecture, scenic gardens, and the famous Wren Building.
A creamy and savory soup made with peanuts, vegetables, and sometimes chicken or other meats. It's a classic Southern dish with colonial roots.
Sliced unripe green tomatoes, coated in cornmeal and fried until crispy. Served with various dipping sauces, such as remoulade or spicy mayo.
A popular Southern snack consisting of a flaky biscuit filled with slices of Virginia ham. It's a quick and delicious bite, often enjoyed for breakfast or as an afternoon snack.
This is the best time to visit Williamsburg for pleasant weather and outdoor activities. The historic sites are fully operational, and various festivals and events take place.
United States Dollar (USD)
GMT-5 (Eastern Standard Time, EST) or GMT-4 (Eastern Daylight Time, EDT)
120VV, 60HzHz
Williamsburg is generally a safe destination for travelers, with low crime rates and a welcoming atmosphere. However, visitors should still take basic precautions to ensure a safe and enjoyable trip.
Williamsburg Station
Greyhound Bus Station in Williamsburg
WAT provides affordable and convenient public transportation with multiple routes serving the city and nearby attractions.
Available • Apps: Uber, Lyft
Car, Bike, Scooter
Jamestown and Yorktown are two of the most important historic sites in the United States, marking the beginning and end of the American Revolution. Visitors can explore the historic sites, museums, and battlefields that bring these pivotal moments in history to life.
Richmond, the capital of Virginia, is a vibrant city with a rich history and a thriving arts and culture scene. Visitors can explore historic sites, museums, and galleries, as well as enjoy the city's diverse dining and shopping options.
Chesapeake Bay is the largest estuary in the United States, offering a variety of outdoor activities and scenic views. Visitors can enjoy boating, fishing, kayaking, and wildlife watching, as well as exploring the charming towns and villages along the bay.
Price varies by option