Gary Lewis and the Playboys

Step back in time and relive the golden era of pop music as Gary Lewis and the Playboys bring their timeless hits to the stage. Best known for their iconic 1965 chart-topper 'This Diamond Ring,' the group has been delighting audiences for decades with a catalogue of feel-good classics that defined a generation. Whether you're a lifelong fan or discovering their music for the first time, this is a night of pure, joyful nostalgia. On Sunday, August 23, 2026, the band will perform at the prestigious Katharine Hepburn Cultural Arts Center in Old Saybrook, Connecticut — an intimate and beautifully appointed venue that perfectly suits the warm, personal nature of their live show. Known locally as 'The Kate,' this beloved cultural landmark provides an exceptional setting where every seat feels close to the action, and the acoustics bring every note to life. Expect an evening filled with sing-along melodies, polished musicianship, and the easy charm that has kept Gary Lewis and the Playboys performing for audiences across generations. From 'Save Your Heart for Me' to 'Everybody Loves a Clown,' the setlist is a jukebox journey through some of the most beloved pop songs of the 1960s. Dress up, bring your dancing shoes, and prepare for a show that will leave you smiling long after the final encore.