Steeped in history, with plenty to do for the entire family, the “historic triangle” of Virginia includes Jamestown, Yorktown, and Williamsburg. Dedicate a day to each of the triangle’s points for the ultimate exploration into America’s past — complete with interactive exhibits, living museums, and realistic recreations. 

Traveler’s Tip: If you plan on fully exploring all three locations, consider purchasing a multi-site ticket. The America’s Historic Triangle Ticket gives you access to all of the sites and museums. If you’re planning to stick mostly to National Park Service sites, the Colonial National Historical Park Pass is another great option.
 

Day 1: Jamestown

Morning
There is a lot to do in Jamestown, Virginia, and multiple areas to explore. Start at the Jamestown Settlement where you can walk through an expansive (and air-conditioned) museum with tons of exhibits, artifacts, and a documentary film that plays every 30 minutes.

Step outside and you’ll get an authentic look at how early settlers lived at three living history sites: James Fort, Paspahegh Town, and the settlement ships.

Afternoon
You’ve got a couple options for lunch, either grab a bite at the Jamestown Café or make your way over to Jamestown Rediscovery and dine at the Dale House Café.

Be sure to stop in at the Historic Jamestowne Visitor’s Center where young explorers can request a Jamestowne Junior Ranger packet — complete it to receive an official National Park Service Junior Ranger badge!

Evening
Check in — or just offload your gear from the day — at your resort (Club Wyndham Patriots' Place, Club Wyndham Kingsgate, Club Wyndham Governor's Green).

Then head to dinner at Rocco's Smokehouse Grill for local barbecue. Don’t forget to show your Club Wyndham wristband for a discount!
 

Day 2: Yorktown

Morning
Gear up for another day exploring America’s history with a trip to Yorktown Battlefield. Browse the Visitor’s Center where you can snag a second badge through the Yorktown Junior Ranger program.

Next, head out to your car and download the Yorktown Guide App which includes two guided driving tours with audio commentary: the Battlefield Tour and the Allied Encampment Tour.

Afternoon
After the driving tours, park near Main Street and grab lunch at Mobjack Bay Coffee Roasters. Be sure to pick up some local coffee to bring home and then stop at the Little York Confectionary next door for a sweet treat.

Go back to the Yorktown Guide App and take the historic Yorktown walking tour highlighting the area’s early homes and town buildings before strolling through the American Revolution Museum.

Evening
Give your feet a break and hop aboard the Yorktown Trolley, a free hop-on hop-off ride through town. Take the trolley to the Riverwalk Landing and check out some of the local shops.

Finish off the day with dinner at Yorktown Pub for local fare, including fresh seafood, and scenic views of historic Yorktown Beach and York River.
 

Day 3: Williamsburg

Morning
Plan to spend a full day at Colonial Williamsburg. Start (and park) at the Visitor’s Center — if you purchased tickets online you can print them out here and then walk or take a bus over to the main historic area.

A good place to begin is the Governor’s Palace, guided tours take place regularly throughout the day. Then walk along the palace green and stop into shops and other buildings with a flag outside, designating a historic program or activity.

Afternoon
Head over to Merchants Square where you will find a number of great local shops. Order a sandwich at The Cheese Shop for lunch, and make sure to stock up on their selection of specialty wines, cheeses, snacks, and more.

Stroll back down Duke of Gloucestor Street, stopping in the historic trade sites along the way. Make your way down to the Capitol building for a tour, and if you time it just right, you can catch the Fifes & Drums march that begins late afternoon near Raleigh Tavern.

Evening
Follow the Fifes & Drums parade back down toward Merchants Square and have dinner at Precarious Beer Project. Part beer hall, part arcade — this brewing company has tons of beers on tap as well as vintage arcade games and two food stalls with options for all types of eaters.

Once you’re done eating, there is a bus stop conveniently located right across the street to take you back to your car at the Colonial Williamsburg Visitor’s Center.