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Welcome to PickleMeSilly

PICKLEBALL FUN FOR EVERYONE!

PickleMeSilly specializes in creating and managing Pickleball tournaments, leagues, events, and unique Pickleball products.

Tournaments & Events Schedule

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St. Patrick's Day Pickleball Tournament

A PickleMeSilly Event

SEE YOU AGAIN IN 2026!

Finksburg, Maryland - Completed 

Our second annual St. Patrick's Day Tournament will take place in Spring of 2026. Good cheer and the promise of gold at the end of the rainbow will bring out the best players! See you there!

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Blue Hawaii Pickleball Tournament

A PickleMeSilly Event

!!REGISTRATION IS NOW OPEN!!

July 12-13, 2025

Finksburg, Maryland

Our first annual Blue Hawaii Tournament will feature 5 guaranteed games and lots and lots of Hawaiian theme fun. REGISTER BEFORE JUNE 20 FOR FREE TEE! Play some fun competitive Pickleball and all players wearing their best Hawaiian style shirt get goodies and earn chances to take home some awesome prizes.

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Memorial Day Pickleball Tournament

A PickleMeSilly Event

THIS EVENT HAS BEEN POSTPONED

The original PickleMeSilly Memorial Day Tournament has been canceled in 2025. We hope to usher in your summer Pickleball season at our signature tournament event in 2026.

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Holiday Spectacular Pickleball Tournament

A PickleMeSilly Event

December 2025

Finksburg, Maryland

Mark your calendars for our third annual holiday season Pickleball tournament. Get in the holiday spirit by playing some fun competitive Pickleball and earn chances to take home some awesome holiday prizes. See you there! 

Thank you to our sponsors!

Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
Pickleball Tournaments and Events in Maryland
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