Picks & Pickleball is back for its 4th year!
Join us on Saturday, May 9 (rain date 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! This year’s presenting sponsor is ProClinix Sports Physical Therapy & Chiropractic.
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 Dan Zlotnick (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, frozen treats from Jimmy’s Soft Serve, hot pizza from George’s Wood-Fired Pizza, fresh lobster rolls and fish and chips from Brother’s Fish & Chips, savory empanadas from Rosie’s Empanadas, and iced coffee and watermelon frescas from earlybird.
KIDS’ ACTIVITIES: Kids’ Zone includes friendly goats in costumes, sensory play, crafts, a bubble show by Charlie and the Bubble Factory (12:15-1pm), multi-sports by High Five Metro Sports, and soft play for little ones—run by Macaroni KID Chappaqua Armonk Mt Kisco.
ADMISSION & ORGANIZERS: Free to attend. Picks & Pickleball 2026’s Presenting Sponsor is ProClinix Sports Physical Therapy & Chiropractics. The event is produced by River Towns Music Group, Macaroni KID Northern Westchester, and the Village of Briarcliff Manor. Pickleball tournament sponsor: Corcoran Legends Realty. Kids’ Zone sponsor: Hudson Milk & Market. Thanks to the Ossining Chamber for sponsoring the Bubble Show!
***Event Rain Date is Saturday, May 16***