Best 4 coaches for Pickleball lessons near Weston, MA

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!

"Charlie was excellent and helping me focus on drills regarding my play at the net in particular working on slowing down the game and using a softer touch with my paddle to help target more competitive play

I love pickleball and the community it’s given me. Having learned from incredible mentors, I’m ready to pay it forward. A former 4-year HS tennis player, I’ve since competed in APA tournaments across all formats. My coaching is collaborative yet direct—I focus on technical skills to sharpen strengths and fix weaknesses. I offer flexible teaching tailored to what works best for you, always balancing improvement with genuine fun. All levels are welcome—let’s get on the court and level up!

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.

I am a retired businessman who ran my company for 35 years. I have played and coached basketball, golf and now pickleball. I coached youth sports when my kids were younger and coached them for 8+ years on town teams. I am an avid pickleball player who mainly works with adults learning and teaching the game to them.