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Picks & Pickleball is back for its 4th year!

Join us on Saturday, May 16 for a FREE, family-friendly celebration of springtime in Briarcliff Manor’s beautiful Chilmark Park.

Picks & Pickleball features live music, cold beer, food trucks and tons of kids’ activities and entertainment — and of course, pickleball!

PICKLEBALL: A friendly tournament run by Cross Court Pickleball Hawthorne, plus open play for kids and adults on warmup and Kids’ Courts. Tournament spots require paid registration and often sell out—register early! Tournament is sponsored by Corcoran Legends Realty.

MUSIC: Live sets from Christine Chanel (11:30am-12:30pm), School of Rock Briarcliff Manor (1-2pm), and the Barn Vultures (2:30-4pm).

FOOD & DRINK: Cold beer from Captain Lawrence, fresh lobster rolls and fish and chips from Brother’s Fish & Chips, pizza from Frankie’s, savory empanadas from Rosie’s Empanadas, iced coffee and watermelon frescas from earlybird, and frozen treats from an ice cream truck.

KIDS’ ACTIVITIES: Kids’ Zone includes friendly goats in costumes, sensory play, crafts, a bubble show by Charlie and the Bubble Factory (2:45-3:45pm), multi-sports by High Five Metro Sports, an art bar from Van-Go Wagon Co, and soft play for little ones—run by Macaroni KID Chappaqua Armonk Mt Kisco.

ADMISSION & ORGANIZERS: Free to attend. Picks & Pickleball 2026 is presented by River Towns Music Group, Macaroni KID Northern Westchester, and the Village of Briarcliff Manor.

THANK YOU TO OUR GENEROUS SPONSORS!

Pickleball Tournament Sponsor: Corcoran Legends Realty.

Stage Sponsor: Genesis of White Plains.

Community Partner: ProClinix Sports Physical Therapy & Chiropractics.

Kids’ Zone sponsor: Hudson Milk & Market.

Thanks to the Ossining Chamber for sponsoring the Bubble Show!