6 Pickleball coaches & instructors for lessons in Boylston, MA

I'm a sports enthusiast who discovered a passion for pickleball in late 2022 after years of playing recreational tennis. Since then, I've fallen in love with the game and play almost every day. As a PPR Certified instructor and Six Zero Ambassador, I regularly drill and continually seek to improve my skills. As a 4.0 player, I'm dedicated to teaching others, helping them enhance their game, and spreading the joy of pickleball.

"The lesson with Larry was quite helpful, especially his helpful feedback and patience with applications. Though I think more technical details about shot mechanics would add to the learning, I’m hopeful that future lessons will cover this area as well. Still, I feel like I gained a good understanding of the basics, and it’s made me more confident in my game. If you're interested in steadily improving, Larry might be worth trying out.

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!

"Charley was patient, knowledgeable and fun!

I’ve been playing pickleball for 5 years. I’m a PPR Certified Pickleball Instructor with 2 years of teaching experience and 2 years on the tournament scene. As a former fitness trainer, I incorporate physical routines for on and off the court to enhance your game and prevent injuries.

"Exceeded expectations!

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!

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.