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I’m a PPR certified instructor who has been teaching pickleball since 2022. Happy to work with you on game and stroke specifics or to teach you overall game strategy to get you on the courts!
"Honestly, Michael’s patience and overall teaching ability stood out to me during the lesson, though I think a bit more focus on specific techniques could help even more. Still, his calm approach really made me feel comfortable and motivated to keep improving. If you're looking for a coach who’s attentive and genuinely listens, I’d say give Michael a try.
Stepping up to the baseline? Let's elevate your pickleball game together! I'm a tournament-winning coach with 8 years of experience, passionate about sharing my love for this dynamic sport and helping players of all levels reach their full potential.
Having honed my skills to tournament-winning levels over five years, I'm passionate about sharing the joy and strategy of pickleball. I guide students of all levels with engaging instruction, helping you reach your pickleball goals and have fun on the court!
Brent Weigelt is a PPR certified pickleball coach who helps players build real confidence on the court. You get clear instruction, simple drills, and feedback you can use right away. Brent focuses on footwork, strategy, and smart shot selection so you grow your game with purpose. His background in tennis and years in the pickleball community give you a coach who understands where you are and how to move you forward.
I help people find success, confidence, and joy in their pickleball game. Tailored to each player's game knowledge, athletic ability, and personal style, I provide personal guidance to level up your game every time you play. My background is in tennis, volleyball, martial arts, ballroom dance, and drumming. Over the past year I have transitioned into pickleball as my main sport and I love to help others learn the game and go from beginner to breakout player.
We help you find the best pickleball coach for your needs. Filter by skill level, group size, and location. Browse our list of pickleball coaches that meet your criteria and watch their intro videos to determine if the coach is the right match for you. Our pickleball coaches are vetted, reviewed, and rated to make your decision easier. If you're having trouble finding the best pickleball lessons near you, reach out to our lessons coordinator by clicking the "Have any questions?" button at the top right of the page.
Unlike other websites, TeachMe.To lets you schedule your pickleball lesson time and location online in seconds. We make the whole process seamless. Other websites for finding Chestertown pickleball lessons and coaches make it hard to book and have very little information on pricing and scheduling. Not with us: we make it easy to find the right date, time, and place to learn pickleball.
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Private pickleball lessons in Chestertown average $71 for a week of lessons, with 1 vetted coaches available. Every session is private — 1-on-1 by default, or with your invited group — tailored to your level and goals, at a location and time that work for you.
Pickleball lessons in Chestertown happen at 3 locations across the city, from Kent County Middle School (Tennis Court) to lesser-known neighborhood spots. Bookings open up across weekdays, evenings, and weekend mornings — and if you have a preferred location, your coach meets you there.
Private pickleball lessons in Chestertown average $71 for a week of lessons. Booking a lesson package brings the per-lesson rate down, and one-off single lessons are also available — what you pay depends on your coach's experience and the session length you choose.
Yes — kids and youth pickleball lessons are available in Chestertown, with junior students typically starting as young as 5. We match families with coaches who have experience working with young students. The same weekly rate applies whether the student is 6 or 60, and parents can sit in on lessons.
The location with the most coaches teaching pickleball lessons at
Kent County Middle School (Tennis Court)
Number of certified coaches in Chestertown
1 certified coaches
Average length of time coaches in Chestertown have been teaching for
10 years on average
How many coaches teach pickleball in Chestertown
1 coaches
Average cost of a pickleball lesson in Chestertown
$71 for weekly lessons
Photo coming soon!
125 Park Ln, Chestertown, MD 21620
2.4 miles away • 1 pickleball coach teaches here
Photo coming soon!
300 Washington Ave, Chestertown, MD 21620
0.7 miles away • 1 pickleball coach teaches here