💙
Get a free trial lesson
How does it work?
💙

Get a free trial lesson

First lesson free
•
Pay 24 hours after trial
•
Cancel anytime
TeachMe.To LogoTeachMe.To Logo
•
Near
Woburn
•
Near
Woburn

Best 2 coaches for Pickleball lessons near Woburn, 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.

Ayann Alimagno profile
Ayann Alimagno photo 1
Ayann Alimagno photo 2
See more photos on profile
About Ayann

With two years of coaching experience and competing as a sponsored athlete, I bring a unique perspective to pickleball instruction. My passion is helping players of all levels unlock their full potential on the court. Let's elevate your game! Please message me about any inquiries, the more time I have to prepare the better as I also play in tournaments and so my schedule can fill up quick!

What students say...

"I’m just a beginner looking to play mostly in a recreational sense and Ayann really helped me get started. He made the game easy to understand and really took his time and was patient with me as I was still learning the game.

Top Rated
99Score
Ayann
From$85.05per lesson

Ayann

Bio: With two years of coaching experience and competing as a sponsored athlete, I bring a unique perspective to pickleball instruction. My passion is helping players of all levels unlock their full potential on the court. Let's elevate your game! Please message me about any inquiries, the more time I have to prepare the better as I also play in tournaments and so my schedule can fill up quick!
5.0
47 Lessons given
5.0
Nearby
2.0 mi
The Dinking Zone
Available
Next: Tomorrow, 9:00 AM
DUPR Certified
Sponsored Athlete
💰$85.05 for weekly lessons
Get pickleball lessons with Ayann
Charley Lei profile
Charley Lei photo 1
Charley Lei photo 2
See more photos on profile
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 level—let me know when you’re ready to get started!

What students say...

"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

Top Rated
98Score
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 level—let me know when you’re ready to get started!
5.0
57 Lessons given
5.0
Nearby
3.9 mi
The Quad Pickleball Courts
Available
Next: Fri, 7:00 AM
DUPR Certified
National Medalist
💰$111.98 for weekly lessons
Get pickleball lessons with Charley
Happy Student Score indicates a coach's reliability and responsiveness based on real student feedback.
Learn more
Happy Student Score indicates a coach's reliability and responsiveness based on real student feedback.
Learn more
  1. Pickleball
  2. Massachusetts
  3. Woburn
Featured in
Featured in

Finding a pickleball coach in Woburn is simple

1.

Find the right pickleball coach in Woburn.

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 Woburn 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.

Frequently asked questions

What to expect when you take a Pickleball lesson in Woburn

The first lesson for a beginner player

A

Coach Ayann

pickleball coach

First lesson is assessment of player ability and recognizing what areas the player wants to focus on and what I believe they can work on as well.

View Coach Ayann's profile

The first lesson for an advanced player

A

Coach Ayann

pickleball coach

First lesson is assessment of player ability and recognizing what areas the player wants to focus on and what I believe they can work on as well.

View Coach Ayann's profile

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

A

Coach Ayann

pickleball coach

Athletic shoes, water, and towel. Paddle if owned.

View Coach Ayann's profile

What do coaches say about teaching kids and youth?

A

Coach Ayann

pickleball coach

Focus is on keeping the game fun without burdening them with too much information.

View Coach Ayann's profile

Pickleball coaches in Woburn, MA

pickleball coach with the most lessons taught in Woburn

A

Coach Ayann has taught

11 lessons

The location with the most coaches teaching pickleball lessons at

📍

The Dinking Zone

Average coach player rating

⭐

5.0

4 total ratings

and here are the coaches with top player ratings:

A

Coach Ayann

5.0 (4 ratings)

Number of certified coaches in Woburn

📝

3 certified coaches

Average length of time coaches in Woburn have been teaching for

⏳

2.33 years on average

How many coaches teach pickleball in Woburn

🎓

5 coaches

Average cost of a pickleball lesson in Woburn

💰

$71 for weekly lessons

Check out pickleball courts near you

The Dinking Zone

The Dinking Zone

71 Cummings Park Dr, Woburn, MA 01801, USA

2.0 miles away • 4 pickleball coaches teach here

RESERVABLEOUTDOORS

Photo coming soon!

Library Park

63 Harrison Avenue

0.5 miles away • 2 pickleball coaches teach here

OUTDOORS

Photo coming soon!

Senior Center

144 School Street

1.9 miles away • 1 pickleball coach teaches here

OUTDOORS

Pickleball lessons in cities near Woburn

Burlington Pickleball lessons
Reading Pickleball lessons
Wakefield Pickleball lessons
Cambridge Pickleball lessons
Somerville Pickleball lessons
Watertown Pickleball lessons
Boston Pickleball lessons
Brookline Pickleball lessons
Tewksbury Pickleball lessons
TeachMe.To Logo

The easy way to learn to play.

AboutFAQCoach FAQHelp Center
BrowseReviewsPrivacyTerms
InstagramFacebook

© 2026 Teach Me To


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!