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Alex Bregman Led the Chicago Cubs to The Best Bonding Trip of 2026, Watching His Horse Win at Churchill Downs

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This is how you keep the boys loose heading into the final stretch of the regular season. Alex Bregman was the villain of the first half, as he was a major disappointment at the plate, but he hasn’t just turned it around since July; the third baseman has been the best hitter in MLB since the All-Star break. The unequivocal clubhouse leader for the Chicago Cubs kept the good vibes going during Thursday’s off day as he produced the best bonding trip of the 2026 season.

Before Friday’s series opener against the Cincinnati Reds, Bregman was able to celebrate a victory at Churchill Downs, where his family-owned horse, Act of Parliament, won a race at the world-renowned horse racing track in Kentucky. But it wasn’t only Bregman in the winner’s circle, as the third baseman had the entire team, players and coaches, beside him to bask in the glory.

Bregman has been on a roll and is currently the top-rated third baseman in MLB with a league-leading 5.2 fWAR. The right-handed hitter is slashing .264/.354/.458 and has 26 home runs. Bregman is the front-runner to win his second career Gold Glove award and is helping lead the Cubs to their second straight postseason.

Individually, Bregman is eyeing his 10th straight playoff appearance.

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A great night out with the boys that will hopefully translate into the final nine games of the regular season as the Cubs are still jockeying for home-field advantage in the Wild Card round.

Pete Crow-Armstrong, who is on the verge of becoming the seventh player in MLB history to have a 40/40 season, brought good luck to Churchill Downs. The star center fielder was spotted giving Bregman’s horse a pep talk before the race.

While PCA had the Midas touch, left-handed relief pitcher Ryan Rolison stole the show. He arrived in a horse-and-jockey costume and was the life of the party Thursday night.

A few guys dressed up as jockeys, including rookie Pedro Ramirez.

Incredible. Keep the good vibes going!

Aldo Soto
Aldo Soto
With a journalism degree from Eastern Illinois University and a decade of Cubs reporting, my work has appeared on 670 The Score, ESPN 1000, and the Pinwheels and Ivy Podcast. I cover Cubs news and analysis for Sports Mockery, including roster moves, game breakdowns, and prospect development.

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