← The CCTA Journal

  • Adventure Travel

From Yorktown to Charlottesville: Chasing History on the Road to America's 250th

By Melissa Yetter, Travel Advisor, Co-Founder ·

Historic Yorktown Battlefield on a sunny Virginia day.
Historic Yorktown Battlefield on a sunny Virginia day.
Share this article

Our America 250 road trip took us to Yorktown, where we walked the historic Yorktown Battlefield, the spot where General Cornwallis surrendered to General Washington in 1781, the moment that secured American independence.

Yorktown Battlefield earthworks and cannon in Yorktown, VirginiaHistoric colonial buildings along Main Street in Yorktown, VirginiaMonument marking the 1781 British surrender at Yorktown

The Colonial Parkway

A twenty three mile scenic drive connecting Yorktown to Jamestown, hugging the York and James Rivers, with no billboards and no traffic.

Jamestown

The site of the first permanent English settlement in America, founded in 1607, with live reenactments and a museum exploring the earliest chapters of the nation's story.

The Drive to Charlottesville

The Virginia countryside carries the trip forward with rolling hills and open road, connecting the historic coast to the Blue Ridge region.

Rolling Virginia countryside along the drive to CharlottesvilleBlue Ridge foothills seen from a Virginia country roadHistoric Charlottesville landmark on the America 250 road trip

Keep Planning

This itinerary pairs well with our adventure travel planning. Melissa Yetter can build the routing, lodging, and tours around your dates.

Share this article

Frequently Asked Questions

What happened at Yorktown in 1781?

General Cornwallis surrendered to General Washington at Yorktown in 1781, the moment that secured American independence.

How long is the Colonial Parkway?

A twenty three mile scenic drive connecting Yorktown to Jamestown, running along the York and James Rivers.

What was founded at Jamestown in 1607?

Jamestown was the site of the first permanent English settlement in America, founded in 1607.

Is Yorktown to Charlottesville a good road trip route for America's 250th anniversary?

Yes. The route connects three major Revolutionary and colonial era sites, making it a strong choice for an America 250 themed historical road trip.

Portrait of Melissa Yetter

About the Author

Melissa Yetter

Travel Advisor, Co-Founder

CLIA Certified Cruise Counsellor (CCC), CTIE, ASTA Verified Travel Advisor, Princess Commodore, and co-founder of Cruisin Couple Travel Agency, based in Chandler, Arizona.

  • CLIA Certified Cruise Counsellor (CCC)
  • Certified Travel Industry Executive (CTIE)
  • ASTA Verified Travel Advisor (VTA)
  • Princess Commodore

Keep Reading

All articles
  • Adventure Travel

    The America 250th Road Trip: From Boston Harbor to Yorktown, One Bite of History at a Time

    As part of an America 250th road trip ahead of the country's 250th anniversary, Cruisin Couple Travel Agency toured the Boston Tea Party Ships and Museum, the USS Constitution, Minute Man National Historical Park, Independence Mall in Philadelphia, Hershey Pennsylvania, the Gettysburg battlefield, and Yorktown Virginia, combining Revolutionary War history with local food stops along the East Coast.