Stillwater Baseball is one of the top baseball programs in 6A baseball. In the past 12 years Stillwater baseball have produced 50 players that went on to play college baseball and four players were drafted directly out of HS. Currently, two Stillwater alums play in the MLB, first pick in the 2022 MLB draft Jackson Holliday with the Baltimore Orioles, and  Ryan Vilade (2017 MLB Draft) plays for the Tampa Bay Rays. Three former Pioneers play in the Minor Leagues: Isaac Stebens (Boston Red Sox), Ethan Holliday (Colorado Rockies), and Barrett Morgan (Boston Red Sox). We've had an All State player every single year since 2014, Five Rawlings Golden Glove winners (Jackson Holliday 2021 and 2022,  Abe Spencer 2016, Ryan Vilade 2017, and Ethan Holliday 2025).  Additionally, we've had six Gatorade Oklahoma Players of the Year in the award's 39 year history (Ethan Holliday 2025, Jackson Holliday 2022, Ryan Vilade 2017, Brett Anderson 2006, Matt Holliday 1998, and Josh Holliday 1995 .

Stillwater Baseball has high expectations for our players on and off the field as well as in the classroom.

Points of Pride

• State Champions - 1954, 2014

• Academic State Champions - 2013, 2014, 2019, 2026