The May Guide

Our online events calendar features a week-by-week rundown of the region’s music, theater, dance, art, comedy and festival events, as well as special events specifically for kids.


 For food and wine events throughout the region, visit our Food & Wine Calendar



May 1 – May 8

Virginia Gold Cup 
The annual Virginia Gold Cup is back in town. With the steeplechase racing, wagering and tailgating as far as the eye can see, there is nothing boring about the first Saturday in May.  View all

 May 8 -14; Jeffrey Siegel- Courtesy of Peter Schaaf - Copy

May 9 – May 15

Keyboard Conversations with Jeffrey Siegel: Rachmaninoff and Friends
Jeffrey Siegel brings his “concerts with commentary” series to an end at the Center for the Arts by highlighting the life and works of Rachmaninoff.
 View all

 May 15- 21; Courtesy of Mount Vernon 1

May 16 – May 22

Mount Vernon Wine Festival & Sunset Tour
Mount Vernon, one of the most gorgeous and iconic places in Northern Virginia, presents its wine festival and sunset tour. View all

 May 22-31; Sheryl Crow Courtesy of Wolf Trap

May 23 – May 31

Wolf Trap presents Sheryl Crow
Nine-time Grammy winning artist Sheryl Crow comes to the Filene Center at Wolf Trap. View all