Annual cultural and artistic events include the Boardwalk Art Show & Festival, Atlantic Coast Kite Festival, Hampton Roads Shakespeare Festival, Virginia Beach Craft Market, and Beach Street USA. Entertainment venues also include the Little Theatre of Virginia Beach, and the Verizon Wireless Virginia Beach Amphitheater. Entertainment venues also include numerous open stages along the beach and boardwalk from 4th through 24th Streets for festivals and seasonal programs. The Virginia Beach Ballet, the Virginia Beach Symphony Orchestra, and the Virginia Beach Chorale perform at the Pavilion Theater Virginia Beach.

Original works of art by local and national artists can be found at Kane Marie Fine Arts Gallery, 21st Street Art Gallery, Black Dog Gallery, Jones & Jones Art Gallery, and Rene’s Gallery.