The Bracket Challenge is a fun and convenient Ocean City tennis league

official partner of wilson tennis

Registration for this season's Bracket Challenge is now closed, but Fall registration opens on Thursday Aug. 24th


  • Tennis Channel
  • Forbes
  • The Washington Post
  • Tennis Magazine
  • ESPN Radio

How does the Ocean City Bracket Challenge work?

pool-play-icon

Convenience

Play 1 match a week with your assigned opponent at a time and location that works for you.

pool-play-icon

Local Tournament

Your local Bracket runs for up to 4 weeks and you will play a minimum of 2 matches.

trophy-icon

Fun Competition

Players compete each week in a competitive and friendly atmosphere. All levels welcome!

It’s FREE for PlayYourCourt members or try your first season for ONLY $1

Get ready for your season by joining the Ocean City PlayYourCourt community!

Here's what you'll experience as a PYC member

  • Always have someone to practice with

  • Play unlimited practice matches

  • Compete in our Bracket Challenge Flex League

  • Fix what’s broken in your game with quick video tips

  • Get VIP discounted pricing on rackets, balls, shoes & more

  • Get quick answers to tough tennis questions

See what our 35,000+ members are saying...

Frequently Asked Questions

  • How does the Bracket Challenge work?

    Watch this video to see exactly how the Bracket Challenge works.
  • When is the Bracket Challenge?

    The upcoming season runs from to
  • How much does it cost?

    The Bracket Challenge is free to PlayYourCourt members or non-members can try their first season for just $1.
  • How many matches will I play?

    You are guaranteed a minimum of 2 matches. If you lose your first round match you will continue competing in the consolation bracket. Depending on the size of your league, you could play as many as 4 matches if you make it to the finals.
  • When and where are matches played?

    You will play one match a week with your assigned opponent at a time and location that works for you.
  • How do I know my matches will be competitive?

    PlayYourCourt has a proprietary rating system that updates in real time as match scores are reported. If a player has signed up for the wrong division, they will be bumped up or down accordingly.