This site has not been updated and will be removed from the LeagueLineup network shortly. If you'd like to keep the site active please log in to the administration section.

  • "It could be, it might be… It is, A home run!" - Harry Caray
  • "Sweat plus sacrifice equals success." - Charlie Finley
  • "Hello again, everybody. It’s a bee-yoo-tiful day for baseball." - Harry Caray
  • "Baseball was, is, and always will be, the best game in the world." -Babe Ruth


On October 16, 2017 the annual elections for the Charlestown Little League Board of Directors were held at the Charlestown Arts and Enrichment Center. The new members of the board are as follow:

Greg Masingo- President

Jason Whalin- Vice President

Toni Shaw- Secretary

Lucas Green- Treasurer

Nick Shaw- Safety Officer

Michael Grayson- Information Officer

Doug Sparrow

Lisa Sparrow

Josh Collier

Dustin Masingo

Bubby Roberts

Brad Sheppard

Kara Whalin


Charlestown, IN - July 16, 2017) CONGRATULATIONS!!!! to our 14U Girls Softball All Star Team. They are the Indiana State Champions. For the first time in Charlestown Little League history we have a championship team. The girls will now advance into regional play starting July 22 in South Holland, IL trying to get their way to the Little League World Series. The Little League would like to thank the following for their special donations in order for these girls to go to further into the series. Good Luck Lady Pirates and keep on winning and shinning!


New Washington State Bank - Mac Daddy's  - American Legion Jeffersonville - Feed Store - Concrete Lady - State Farm Insurance (Dale Robinson) - Abbott's Lawn Service and Fence - Jeffersonville FOP #100 - Kentuckiana Apprasial - Oxmoor Toyota - Z&Z Enterprises - Nuisance Animal Services - Mo Money Mold Co. - Vogt Inc. - Jeffersonville Sewer Department - John and Karen Long - Tim Gibson, DDS - Base Hit Properties - Jeff Thunder - American Legion #335 - Sons of the American Legion #335 - Robert Thornhill - Sheriff Jamey Noel - Matt Jacobs , Attorney at Law - Jeff/GRC Little League - CB Properties - Sarah Rose Hall Alzheimer's Assoc. - First Savings Bank - Papa Johns (Charlestown) - Hooters ( Jeffersonville) - Jay C - Little Caesars ( Charlestown) Chick-Fil-a (New Albany) - Richard Henderson, Inc - Charlestown Lions Club - Saegesser Engineering, INC. - Mayor Bob Hall and Virginia - Ben Ledbetter and Family - Geneva Adams and Family - Neace Ventures, Inc.