Matchmaking
Find Your People
On the Court
Want to play more but don't have people to play with? Tell us your skill level and schedule, and we'll introduce you to players who fit your game.
Free to sign up · South Boston & Charlestown
How It Works
Getting Matched Is Easy
Fill out the form below
Let us know your skill level, when you like to play, and which location works for you.
We find players who fit
Our team reviews every submission and groups people by level, schedule, and location.
We connect you
You'll hear from us by text or email with your group and help booking your first session.
Sound Familiar?
Made for Players Like You
New in Town
Just moved to Boston? Pickleball might be the fastest way to make friends here. We'll introduce you to your first regulars.
Flying Solo
Partner moved away, or your usual crew can never make your schedule? We'll fill out your foursome.
Leveling Up
Outgrown your current group? Get connected with players who push your game — and keep it fun.
Get Matched
Find My Match
Takes under 2 minutes. We'll follow up once we have a group that fits.
Your info is only used to set up games at PickleBOS — we never share it outside our team.
Good to Know
Matchmaking FAQs
No — getting matched is free. You only pay for court time when you and your group book a session, same as any other booking.
Don't Want to Wait?
Open Play runs every week at both locations — drop into a session at your level and start meeting players today.