Drake Maye's first MayeDay Celebrity Softball Classic" was a resounding success and turned into a true Patriots fan festival. The charity event took place on May 31, 2026, at Polar Park and was organized by Drake Maye and his wife, Ann Michael Maye, through their MayeDay Family Foundation.
Over 9,000 spectators came to Worcester for this event.
The event raised money for Boston Children's Hospital and other charitable causes. And the Softball Classic had plenty to offer.
* Home Run Derby
* Golden Arm Throwing Contest
* Seven-inning softball game
* Postgame fireworks
* Patriots players, Boston sports legends, and celebrities took part
Team Patriots vs. Team Sox
Team Red Sox narrowly won the game 17-16 after a strong comeback by Team Patriots. Despite a strong comeback by Team Patriots, Team Sox ultimately won by a narrow margin of 17-16.
The most notable players were
Christian Gonzalez, Mack Hollins, and Marcus Jones.
Among the players and guests were also:
Mike Vrabel
Julian Edelman
Rhamondre Stevenson
Hunter Henry
Will Campbell
Dave Portnoy
In the end, Drake and Ann Micheal Maye are said to have raised around $174,000 through the event for the Boston Children's Hospital.
Congrats @drake.maye & Ann Micheal Maye