Top 11 coaches for Pickleball lessons near Winthrop, MA

Bio: Coming from a background in ping pong, Charley quickly became fond of pickleball during the tail end of COVID, gathering people from his church to play. Years later, as a World Pickleball Tour National Champion (January 2025) with a 4.5+ DUPR rating, Charley has reached the pinnacle of amateur competitive pickleball. With a Massachusetts teaching license and two years of coaching experience, he is passionate about helping players of all skill levels and age groups refine their techniques and develop a deeper love for the game. Additionally, he leads a weekly group and provides extra repetition with a ball-serving machine to maximize practice and improvement. Let’s take your pickleball game to the next level—let me know when you’re ready to get started!

Bio: My pickleball journey started in 2010 at a Maine camping resort, Point Sebago. As a seasonal camper for 10 years, I played and became a pickleball ambassador, teaching fellow campers the basics. My passion for PB grew, earning my instructor certification in 2020. Now, I am able to share my love for the game teaching for local town Rec Depts, private lessons, corporate and groups. I play 3-4 x week ok with friends and in tournaments. Join me on the court, where the joy of pickleball becomes a shared experience of learning and laughter.

Bio: As a former tennis player turned passionate Pickleball enthusiast, I've transitioned my skills, technique, and strategy into the world of Pickleball. I play nearly every day and have dedicated extensive time to mastering the game. In addition to my racket sports background, I have experience teaching and coaching wrestling at the collegiate level. Now, my goal is to foster the growth of Pickleball and help individuals or groups enhance their skills, whether for casual play or competitive purposes. Looking forward to raising your game and having a blast on the court!

Bio: Peter embarked on a pickleball journey in July 2023 following a period of personal challenges. Introduced to the sport by a friend, pickleball quickly became a cornerstone of Peter's life, facilitating a remarkable 37-pound weight loss and reigniting a sense of passion and purpose. With a strong foundation in tennis, soccer, and ping pong, Peter seamlessly transitioned to pickleball, now leveraging this experience to help newcomers jumpstart their own love affair with the sport, promoting health, happiness, and community along the way.

Bio: With two years of coaching experience and competing as a sponsored athlete, I bring a unique perspective to pickleball instruction. My passion is helping players of all levels unlock their full potential on the court. Let's elevate your game! Please message me about any inquiries, the more time I have to prepare the better as I also play in tournaments and so my schedule can fill up quick!

Bio: Ignite your passion for pickleball! With 25 years of coaching experience, honed by competing as a college athlete, I offer personalized guidance to elevate your game. My expertise ensures you'll achieve your goals while enjoying every moment on the court.

Bio: Michael, based in Haverhill, MA, is a dedicated pickleball coach passionate about teaching across the North Shore of Massachusetts and Southern New Hampshire. With experience coaching players of diverse skill levels, he has helped students prepare for the Special Olympics, facilitated corporate team-building events, and guided individuals in improving their DUPR ratings. Michael specializes in coaching beginners to upper-intermediate players, focusing on skill development and a deeper understanding of the game, ensuring every session is both effective and enjoyable.

Bio: Are you looking to take your pickleball game to the next level? I am an impact pickleball instructor that focuses on teaching you the whole game with s style of play that maximizes your full potential. I compete at the 4.5+ level myself and will teach you how to develop your technical, physical and strategic skills on the court.

Bio: A New Jersey native that moved to the South Shore MA area over 12 years ago. Steve is a consummate ‘educator’ that loves teaching at all levels, having worked as a professor at Rutgers University, Parks & Recreation tennis instructor, and coach for all of his children’s various sports endeavors. He was trained and certified as a pickleball instructor by PPA pro and current PPR managing director Sarah Ansboury. He also completed the USA Pickleball Youth Development program focusing on specific teaching methods for various age groups. Steve’s coaching philosophy is to ensure that pickleball is SAFE and Fun-Fun-Fun for everyone that picks up a paddle. He adjusts lesson / clinic content to meet the desired goal(s) of the student and does not employ a ‘cookie cutter’ approach. Every student has their own unique background and experiences, some even without any sports background of any kind. Steve is adept at leveraging these things to help student’s learn and improve their pickleball skills.

Bio: With 5 years immersed in the vibrant world of pickleball instruction, I strive to develop well rounded players, I leverage my tournament-winning experience to impart not only technique but also a strategic approach to the game.gold medal over 50 champion in New Hampshire senior classic. He just competed in the U.S. Open 2025.