Near
Winchester
No Pickleball coaches in Winchester yetHere are other available coaches within a 20-mile radius
Top 13 coaches for Pickleball lessons near Winchester, MA
These coaches teach at top ranked spots and have great lesson fulfillment & student reviews.
98Score
Charley
$111.98for weekly lessons
Charley
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!
★5.0(23)
🔥58 Lessons
★5.0(23)
📍 Nearby
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The Dinking Zone•
3.2 mi🕕 Great availability
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47 hours this week💰$111.98 for weekly lessons
96Score
Ayann
$85.05for weekly lessons
Ayann
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!
★5.0(6)
🏅Sponsored Athlete
★5.0(6)
📍 Nearby
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The Picklr Burlington•
3.1 mi🕕 Great availability
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86 hours this week💰$85.05 for weekly lessons
97Score
Mike
$85.05for weekly lessons
Mike
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.
★5.0(46)
🔥139 Lessons
★5.0(46)
📍 In your area
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Boston Outdoors•
7.1 mi🕕 Great availability
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63 hours this week💰$85.05 for weekly lessons
99Score
Michael
$113.40for weekly lessons
Michael
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.
★5.0(11)
🔥38 Lessons
★5.0(11)
📍 In your area
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Recreation Park In-line Skate Rink•
12.6 mi🕕 Great availability
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91 hours this week💰$113.40 for weekly lessons
SuperCoach
🏆
Peter
$77.96for weekly lessons
Peter
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.
★5.0(47)
🔥102 Lessons
★5.0(47)
📍 In your area
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Bosse Sports •
14.3 mi🕕 Some availability
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27 hours this week💰$77.96 for weekly lessons
98Score
Jon
$70.88for weekly lessons
Jon
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!
★5.0(37)
🔥97 Lessons
★5.0(37)
📍 In your area
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Bishop Field•
13.8 mi🕕 Great availability
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73 hours this week💰$70.88 for weekly lessons
✨New
Mark
$99.22for weekly lessons
Mark
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.
★New
🏅Experienced Player
★New
📍 Nearby
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Sturges Park (tennis court)•
4.0 mi🕕 Great availability
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84 hours this week💰$99.22 for weekly lessons
✨New
Brian
$141.75for weekly lessons
Brian
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.
★New
🏅College Athlete
★New
📍 In your area
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Joe Moakley Park (tennis court)•
9.8 mi🕕 Great availability
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84 hours this week💰$141.75 for weekly lessons
✨New
Phil
$184.28for weekly lessons
Phil
Bio: Phil Parrish is the award-winning Director of The Longfellow Clubs, where he leads a team of certified professionals in teaching pickleball across three locations in Wayland, Wellesley, and Natick. With over 15 years of experience in the tennis and pickleball industries, Phil is dedicated to helping players of all skill levels improve and enjoy the game. The Longfellow Programs offer a clear pathway for players to start at any level and progress in a fun, supportive environment. Phil and his team are committed to providing a top-tier pickleball experience, fostering both skill development and a love for the sport.
★New
📍 In your area
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Longfellow Tennis & Health Club - Wayland (tennis court)•
14.2 mi★New
🕕 Great availability
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84 hours this week💰$184.28 for weekly lessons
✨New
Paul
$106.31for weekly lessons
Paul
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.
★New
🏅Tournament Winner
★New
📍 In your area
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Willows Racquet & Fitness Center (tennis court)•
14.4 mi🕕 Great availability
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84 hours this week💰$106.31 for weekly lessons
93Score
Brett
$56.70for weekly lessons
Brett
Bio: Passionate about playing and teaching pickleball - whether it is game strategy, shot making options, or just competitive or recreational playing! I have participated in and won several medals in mens and mixed doubles and play at the 4.5+ level. Looking forward to working with you!
★5.0(6)
🏅Tournament Winner
★5.0(6)
📍 In your area
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Haverhill•
22.0 mi🕕 Great availability
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40 hours this week💰$56.70 for weekly lessons
82Score
Brian
$35.44for weekly lessons
Brian
Bio: With eight years immersed in the game, I bring passion and expertise to every lesson. My experience as an experienced player allows me to tailor instruction to all skill levels. I'm committed to helping you achieve your pickleball goals with enthusiasm and precision.
★New
🏅Experienced Player
★New
📍 In your area
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Funway Park (tennis court)•
11.6 mi🕕 Great availability
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84 hours this week💰$35.44 for weekly lessons
82Score
Stephen
$70.88for weekly lessons
Stephen
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.
★New
🏅Tournament Winner
★New
📍 In your area
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Hingham Recreation Park (tennis court)•
19.9 mi🕕 Great availability
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84 hours this week💰$70.88 for weekly lessons
Finding a pickleball coach in Winchester is simple
1.
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2.
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3.
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Frequently asked questions
Pickleball coaches in Winchester, MA
The location with the most coaches teaching pickleball lessons at
📍
Leonard Field (tennis court)
Average length of time coaches in Winchester have been teaching for
⏳
3 years on average
How many coaches teach pickleball in Winchester
🎓
1 coaches
Average cost of a pickleball lesson in Winchester
💰
$31 for weekly lessons