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Drake Maye, wife host softball charity event at Polar Park
Drake Maye, wife host softball charity event at Polar Park
Tommy Cassell, Worcester Telegram & GazetteMon, Jun 1, 2026·3 min readDrake Maye, wife host softball charity event at Polar Park
Ann Michael and Drake Maye walk across the field at Polar Park before the inaugural MayeDay Celebrity Softball Classic May 31. (Rick Cinclair/Telegram & Gazette)Drake Maye, wife host softball charity event at Polar Park
Drake Maye, wife host softball charity event at Polar Park
MayeDay Celebrity Softball Classic
Drake Maye, wife host softball charity event at Polar Park
MayeDay Celebrity Softball Classic
MayeDay Celebrity Softball Classic
MayeDay Celebrity Softball Classic
MayeDay Celebrity Softball Classic
Drake Maye, wife host softball charity event at Polar Park
MayeDay Celebrity Softball Classic
WORCESTER — Foxborough’s favorite son made his way to Polar Park on Sunday.
With the Worcester Red Sox wrapping up a six-game road trip against the Scranton/Wilkes-Barre RailRiders, New England Patriots quarterback Drake Maye and his wife, Ann Michael Maye, hosted their inaugural MayeDay Celebrity Softball Classic.
AdvertisementAdvertisementAdvertisementWith a stacked lineup of professional athletes, celebrities and Patriots players squaring off in a softball game at the home of the WooSox, the Mayes raised money for Boston’s Children Hospital and the MayeDay Family Foundation, which provides children and families enduring hardship with assistance.
“This is for the kids,” Maye said. “… It’s a great night.”
“Luckily, we have some great people helping us who really just took it and ran with it, and all of our ideas have really come to life,” Ann Michael said. “It’s really cool to see how it all came (together).”
Before the charity event, which included a home run derby, softball game and fireworks, Maye and Ann Michael met with media members near first base at Polar Park.
AdvertisementAdvertisementAdvertisementThe two talked about starting their own foundation, visiting Worcester for the first time and how Maye may have stacked his softball team with better talent.
“Maybe a little bit,” Maye said.
Team Patriots featured: Drake Maye, Ann Michael Maye, Beau, Cole and Luke Maye (Drake’s brothers), Will Campbell, Megan Keller (USA Hockey), Jill Saulnier (Boston Fleet), Mike Onwenu, Hunter Henry, Pop Douglas, Rhamondre Stevenson, Romeo Doubs and Zdeno Chara. That team was coached by Patriots head coach Mike Vrabel.
Team Sox was comprised of Christian Gonzalez, Brendan Schooler, Dave Portnoy (Barstool Sports), Matt Rife (comedian), Will Smith (San Jose Sharks), Matty Beniers (Seattle Kraken), Tommy DeVito, Marcus Jones, Mack Hollins, Robert Spillane, Jared Wilson, Julian Edelman and Jack Westover.
“Boston legends,” said Maye about his guest list. “I tried to ask anyone I could get ahold of.”
AdvertisementAdvertisementAdvertisementWill Smith, who played ice hockey at Boston College and was drafted fourth overall by the San Jose Sharks in 2023, won the home run derby.
As for the softball game, Patriots wide receiver Mack Hollins hit a home run and flipped his bat before running around the bases barefoot in the top of the second inning. A half inning later, new Pats WR Romeo Doubs, Cole Maye and Drake Maye hit back-to-back-to-back homers. Ann Michael then roped a single to center field.
“I hope to get maybe a few out (of the park),” said Drake Maye during the pregame media scrum.
In the bottom of the seventh, Maye looked like he hit a walk-off home run but due to a rule change in the middle of the game — where each team could have an outfielder go beyond the HR fence — his team lost by one run, 17-16.
Following the game, Drake and Ann Michael addressed the crowd and then watched as fireworks capped off a successful first charity softball event that raised well over $100K.
AdvertisementAdvertisementAdvertisement“It means so much to see the turnout like this,” Ann Michael said. “… Trying to give back to the kids.”
“It’s just for the kids,” Drake Maye said.
—Contact Tommy Cassell at tcassell@telegram.com. Follow him on X, formerly known as Twitter, @tommycassell44.
This article originally appeared on Telegram & Gazette: New England Patriots quarterback Drake Maye hosts celebrity softball event
Story byWorcester Telegram & Gazette