Owned by St. Elias Stables and West Point Thoroughbreds, Ring Weekend broke his maiden at Gulfstream Park in February 2014 before going wire to wire in the $350,000 Tampa Bay Derby (G2). He then finished out his 3-year-old year with wins in the $300,000 Saranac Stakes (G3) at Saratoga and the $500,000 Hill Prince (G3) at Belmont.
He started his 4-year-old season with a dynamite victory in the $400,000 Frank E. Kilroe Mile (G1) at Santa Anita before being sidelined for the rest of the year due to a foot abscess.
Off a long layoff, the son of Tapit ran huge to finish second in the $250,000 Dixie Stakes (G2) on Preakness Day in 2017. He then set a new course record in the $250,000 Bernard Baruch Handicap (G2) on closing day of the Saratoga meet before ending the year with a win in the $200,000 Seabiscuit Handicap (G2) at Del Mar.
He started 2018 with a win in an allowance race at Gulfstream Park.