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Near
Chestertown
β€’
Near
Chestertown

2 Pickleball coaches & instructors for lessons in Chestertown, MD

These coaches teach at top ranked spots and have great lesson fulfillment & student reviews.

These coaches teach at top ranked spots and have great lesson fulfillment & student reviews.

Michael Davis profile
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About Michael

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!

What students say...

"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.

Top Rated
99Score
Michael
$57per lesson

Michael

Bio: 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!
5.0
46 Lessons given
5.0
Far away
28.9 mi
Bestgate Park
Available
Next: Tomorrow, 7:00 AM
Tournament Winner
πŸ’°$57 for weekly lessons
Get pickleball lessons with Michael
Happy Student Score
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
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Xan Hong profile
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About Xan

Igniting a love for the game is my mission. While relatively new to teaching, my deep understanding of pickleball strategy and technique allows me to effectively guide players of all levels. I'm dedicated to fostering a fun, supportive learning environment where you can reach your full potential.

Flexible Scheduling
✨New
Xan
$64per lesson

Xan

Bio: Igniting a love for the game is my mission. While relatively new to teaching, my deep understanding of pickleball strategy and technique allows me to effectively guide players of all levels. I'm dedicated to fostering a fun, supportive learning environment where you can reach your full potential.
Be their first TeachMe.To student!
Far away
25.2 mi
Silver Lake Park (tennis court)
Available
Next: Today, 8:00 AM
PPR Certified
College Athlete
πŸ’°$64 for weekly lessons
Get pickleball lessons with Xan
Happy Student Score
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
Learn more
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  1. Pickleball
  2. Maryland
  3. Chestertown
Featured in
Featured in

Finding a pickleball coach in Chestertown is simple

1.

Find the right pickleball coach in Chestertown.

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.

2.

Schedule your pickleball lesson in seconds.

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.

3.

Instantly connect with your pickleball coach.

Get in touch with your pickleball coach immediately with the TeachMe.To mobile app. It's total free and available on iPhone and Android. Our app is the one-stop shop for managing your pickleball lessons on our platform. Communicate with your pickleball coach, get notified about new messages, view and manage upcoming pickleball lessons near you, track your progress, and get access to support services - all in one place.

It's really that simple.

Private pickleball lessons in Chestertown, Maryland

Private pickleball lessons in Chestertown average $71 for a week of lessons, with 1 vetted coaches available. Every session is private β€” 1-on-1 by default, or with your invited group β€” tailored to your level and goals, at a location and time that work for you.

Where can I take pickleball lessons in Chestertown?

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 β€” and if you have a preferred location, your coach meets you there.

How much do pickleball lessons cost in Chestertown?

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 β€” what you pay depends on your coach's experience and the session length you choose.

Do you offer kids and youth pickleball lessons in Chestertown?

Yes β€” 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.

Frequently asked questions

Pickleball coaches in Chestertown, MD

The location with the most coaches teaching pickleball lessons at

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Kent County Middle School (Tennis Court)

Number of certified coaches in Chestertown

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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

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1 coaches

Average cost of a pickleball lesson in Chestertown

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$71 for weekly lessons

Check out pickleball courts near you

Photo coming soon!

Kent County Middle School (Tennis Court)

402 E Campus Ave, Chestertown, MD 21620

0.7 miles away β€’ 1 pickleball coach teaches here

OUTDOORS

Photo coming soon!

Roundtop Park (Tennis Court)

125 Park Ln, Chestertown, MD 21620

2.4 miles away β€’ 1 pickleball coach teaches here

RESERVABLEOUTDOORS

Photo coming soon!

Washington College (Tennis Court)

300 Washington Ave, Chestertown, MD 21620

0.7 miles away β€’ 1 pickleball coach teaches here

RESERVABLEOUTDOORS

Venues for Pickleball lessons in Chestertown

  • Southern Park1276 Shallcross Lake Road Middletown, DE 19709
  • Silver Lake Park (tennis court)200 E Cochran St, Middletown, DE 19709
  • Bestgate Park714 Bestgate Rd, Annapolis, MD 21401, USA

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