Cypress Park

Free pickleball is available around the clock at Cypress Park in Pocomoke, MD, where 8 outdoor asphalt courts welcome players of all levels at no cost. The open-play format means there are no scheduled sessions to book — simply arrive with your paddle, ball, and portable net and claim a court. On-site restrooms add convenience, and court lights make evening play practical. The location at 60 Bridge Street also places players within walking distance of nearby restaurants, making it easy to extend the outing beyond the courts.