👋 The Regan Family
Meet the Family Behind the Courts
Regan Family Pickleball started with my family — parents and all — and playing together is still the heart of it. Come meet the crew.
The Family Behind the Courts
Pickleball is more fun with family — and around here, it truly is one. Between them, Les, Donna, and Jason bring the dinks, the heart, and the (endless) jokes to every game. For the Regans it was never really about the score — it’s about the fun, and making sure everyone who picks up a paddle feels welcome. Meet the crew:
Les
One of the first to say “let’s just try it,” Les now moves opponents around the court with precision — and keeps everyone laughing between points.
“Moving opponents with precision… and making friends while doing it.”
Donna
The heartbeat of the group. If you’re nervous to start, Donna is the reason you’ll be glad you did — she makes sure every new player feels welcome and included.
“Fueling the fun, holding it all together, and reminding us why we play.”
Jason
Son, coach, and chief instigator of good vibes — carrying the family’s “fun first” approach onto every court and into every lesson.
“Serving up good vibes, bad jokes, and the occasional winner.”
The short version
It started with Mom and Dad.
Long before I ever picked up a paddle, my parents were hooked. Les and Donna fell for pickleball years ago — the game, the people, all of it — and Dad spent years trying to get me out there while I insisted I was "too busy with work." About two years ago I finally caved… and I was hooked on day one, exactly like they'd promised. Now the three of us are on courts all over New England, and down in Florida when it gets cold.
Getting pulled in alongside them is what made this a family thing — and it's why I built Regan Family Pickleball. I wanted one honest New England hub for where to play, what to play with, and how to get better: the resource I wish someone had handed the three of us when we started.
Why you can trust this site — Jason's creds
USA Pickleball Ambassador
North Central Massachusetts
PCI Certified Coach
Private lessons + clinics
4.0 Competitive Player
Deception over power
Engage Territory Manager
New England
"Placement over power. The game is won at the kitchen line — and it's a lot more fun when you stop trying to crush everything."
That's the Regan way: play smart, keep it fun, and make room for everyone. Between Jason's coaching and USA Pickleball Ambassador work, Les and Donna's Engage ambassadorships, and the whole family's love of the game, the mission is simple — grow pickleball across New England and make it welcoming for the next person about to get hooked.
What you'll find here
Everything for the New England player
Courts
A directory of pickleball courts across all six New England states — filter by town, indoor/outdoor, lights, and free play.
Explore → 🏓Paddle Reviews
700+ paddles with side-by-side Pickleball Studio and John Kew ratings, plus a 12-question quiz to find your match.
Explore → 🎓Coaches
A free directory of certified pickleball coaches across New England — find a pro near you and request a lesson in a couple of clicks.
Explore → 🏆Tournaments & News
Curated New England tournaments and aggregated pickleball news so you never miss what matters locally.
Explore →