Mark Your Calendar for these May Events around Williamsburg, Jamestown and Yorktown areas.
Updated by Chris Murphy
The month of May is full of fun and exciting events all across Greater Williamsburg. Whether you’re searching for family-friendly events, food and drink events, live music or free festivals, you’ll have plenty of options to choose. Be sure to pick up a goWilliamsburg Visitors Guide for even more events happening throughout the year.
Ongoing – June 22: Busch Gardens Food & Wine Festival
Flavors are in full bloom this spring as Busch Gardens’ Food & Wine Festival returns on Thursdays through Sundays from April 24 – June 22 plus Memorial Day. Explore over 150 international flavors at eighteen themed food and beverage locations throughout the park, including NEW menus inspired by Poland and China. With over 80 NEW specialty menu options, and exclusive wine and liquor tastings, every visit offers a new adventure for culinary explorers. Embrace your taste for thrills on The Big Bad Wolf: The Wolf’s Revenge when it opens this spring. Then enjoy NEW live entertainment, award-winning shows, and world-class attractions as you journey through Virginia’s largest spring food and wine festival, only at the World’s Most Beautiful Theme Park.
May 2: Boots, Brews & BBQ
Ready for an afternoon that’s lager than life? Head to the Yorktown waterfront for the ultimate pairing of barbecue, brews, and country music. It’s time for Yorktown’s tastiest hoedown on the waterfront. Sip your way through 30+ craft beers, savor smoky barbecue, and dance the day away to live country music. It’s a little bit twang, a whole lotta flavor, and 100% good times.
May 9: Yorktown Market Days – Vintage Market/Car Show on Main Street
Browse the Vintage Market at Riverwalk Landing for antiques, collectibles, and upcycled gems, then make your way to Main Street to admire a lineup of stunning classic cars that shine like new. Shop, stroll, and soak up the nostalgia—it’s the perfect mix of retro flair and hometown charm.
May 21- Aug. 27: Sounds of Summer Concert Series, Thursdays
Each Thursday from May 21 – Aug. 27, 2026, grab your lawn chairs, kick off your shoes, and dance by the York River during Yorktown’s Sounds of Summer Concert Series! Every Thursday evening brings a different beat—country, beach, jazz, R&B, and more—along with delicious food trucks and cool coastal breezes.
May 29-31: Drummer’s Call
Drummer’s Call is an annual showcase of 18th-century military music. Visiting corps from around the country join our own Colonial Williamsburg Fifes and Drums for days of performances throughout the Historic Area. Learn more about military field music and explore the important roles played by fifers and drummers.
Click here to read more about visiting Colonial Williamsburg.
Want more Events?
CALENDAR: Check out our goWilliamsburg calendar of events to help plan your activities!
NEWSLETTER: Or sign up for our GoWilliamsburg Newsletter to receive exclusive content for planning your vacation getaway to Williamsburg, Jamestown and Yorktown areas!
