They spent an afternoon watching legendary rock band The Rolling Stones perform from the Pyramid Stage.
Harry also went to WOMAD in Charlton Park with Cressida last year. The festival's chilled-out vibe no doubt suits the famously low-key pair down to the ground and, of course, fits in with Cressida's interests in art and dance.
"She prefers to go and see live music, to festivals and go to nights where she can really dance and not worry about high heels," a source said.
The society darling met Harry through her close friend Princess Eugenie. Cressida studied at Stowe School followed by Leeds University, coincidentally where Prince Harry's ex-girlfriend Chelsy Davy studied.
The blonde beauty has also modelled for Burberry and worked as a ski instructor in the past. She finished her dance studies at the prestigious Trinity Laban Conservatoire at the beginning of the summer.