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Watertown

Best 3 coaches for Pickleball lessons near Watertown, MA

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.

Charley Lei profile
Top Rated
99Score
About Charley

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 levelβ€”let me know when you’re ready to get started!

What students say...

"Charley's lesson was amazing. I told him my goals and he quickly pinpointed specific things I need to correct and work on. When I’m back in town I’ll try another lesson soon to build on this foundation.

Charley
From$111.98per lesson

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 levelβ€”let me know when you’re ready to get started!
5.0
55 Lessons given
5.0
Nearby
1.3 mi
Cannalonga Park
Available
Next: Fri, 7:00 AM
DUPR Certified
National Medalist
πŸ’°$111.98 for weekly lessons
Get pickleball lessons with Charley
Mike Regan profile
Top Rated
96Score
About Mike

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.

What students say...

"I found Mike’s session really sharpen my reflexes and the practice time paid off instantly, making rallies feel quicker and more precise. He blended clear feedback with just the right tempo, and the highlight about reflex work stuck with me, validating the focus. I’m energized to keep building on this momentum and ready for the next lesson. If you’re curious, Maestro’s coaching invites continued growth with a calm, practical approach. πŸ₯Ž

Mike
From$85.05per lesson

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
139 Lessons given
5.0
Nearby
3.2 mi
Waldstein Park
Available
Next: Thu, 8:00 AM
PPR Certified
Tournament Winner
πŸ’°$85.05 for weekly lessons
Get pickleball lessons with Mike
Happy Student Score indicates a coach's reliability and responsiveness based on real student feedback.
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Happy Student Score indicates a coach's reliability and responsiveness based on real student feedback.
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Brian Grisell profile
Flexible Scheduling
✨New
About Brian

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.

Brian
From$141.75per lesson

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.
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In your area
7.5 mi
Joe Moakley Park (tennis court)
Available
Next: Tomorrow, 8:00 AM
College Athlete
πŸ’°$141.75 for weekly lessons
Get pickleball lessons with Brian
Happy Student Score indicates a coach's reliability and responsiveness based on real student feedback.
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  1. Pickleball
  2. Massachusetts
  3. Watertown
Featured in
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Finding a pickleball coach in Watertown is simple

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Frequently asked questions

What to expect when you take a Pickleball lesson in Watertown

The first lesson for a beginner player

D

Coach Dwayne

pickleball coach

This is where we determine your perceived level of fitness, strengths, and weaknesses, and PB rules administration. Well discuss your playing style, approach to the game and competition, desire for advancement and level of commitment.

View Coach Dwayne's profile

The first lesson for an advanced player

D

Coach Dwayne

pickleball coach

This is where we determine your perceived level of fitness, strengths, and weaknesses, and PB rules administration. Well discuss your playing style, approach to the game and competition, desire for advancement and level of commitment.

View Coach Dwayne's profile

What do coaches say I need to bring to my lesson?

D

Coach Dwayne

pickleball coach

Feel free to bring any of your own equipment. Ensure that you have athletic gear, especially athletic shorts made for agile movements, not running shoes, which typically result in ankle injuries.

View Coach Dwayne's profile
G

Coach George

pickleball coach

Plenty of water, pickleball or tennis shoes and a big smile.

View Coach George's profile
D

Coach Deep

pickleball coach

Bring your paddle as well as balls.

View Coach Deep's profile

What do coaches say about teaching kids and youth?

D

Coach Dwayne

pickleball coach

I started professional career teaching elementary physical education. So, PB is a great game for kids to learn and experience discussed with family and friends. I understand developmental levels and progression. Kids learn at their own pace. I help them figure out the best way for each child to achieve their activity goals and to have fun doing this and any activity!

View Coach Dwayne's profile
D

Coach Deep

pickleball coach

View Coach Deep's profile

Pickleball coaches in Watertown, MA

pickleball coach with the most lessons taught in Watertown

W

Coach Willy has taught

81 lessons

The location with the most coaches teaching pickleball lessons at

πŸ“

Moxley Playground (tennis court)

Average coach player rating

⭐

4.95

19 total ratings

and here are the coaches with top player ratings:

D

Coach Dwayne

5.0 (1 rating)

J

Coach Juan

5.0 (1 rating)

W

Coach Willy

4.94 (17 ratings)

Number of certified coaches in Watertown

πŸ“

1 certified coaches

Average length of time coaches in Watertown have been teaching for

⏳

8.5 years on average

How many coaches teach pickleball in Watertown

πŸŽ“

4 coaches

Average cost of a pickleball lesson in Watertown

πŸ’°

$63 for weekly lessons

Check out pickleball courts near you

Photo coming soon!

Moxley Playground (tennis court)

48 Bemis St, Watertown, MA 02472

0.5 miles away β€’ 2 pickleball coaches teach here

OUTDOORS
Victory Field

Victory Field

40 Orchard St, Watertown, MA 02472, USA

0.2 miles away β€’ 2 pickleball coaches teach here

OUTDOORS
Casey Park Tennis Courts

Casey Park Tennis Courts

63 Union St, Watertown, MA 02472, USA

0.6 miles away β€’ 1 pickleball coach teaches here

OUTDOORS

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As a platform, we do our best to provide accurate information and make your booking experience seamless. However, we do not verify every detail and we do not background check every coach who lists themselves on our site. It's up to the instructors to provide accurate, up-to-date information. If you have any questions or concerns, just message us and ask!