The game's title is derived from the final play of the 1995 American League Division Series featuring the Seattle Mariners and New York Yankees.

Unlike its predecessor, most of the stadiums in the game are generic and the Houston Astros play on natural grass at the Astrodome.

[3] Air Hendrix gave the game a nearly perfect score in GamePro: 5 out of 5 in both graphics and sound, and 4.5 out of 5 in control and FunFactor.

He summarized that "With realistic, action-packed gameplay and superb graphics, Winning Run strolls easily over home plate."

[4] A reviewer for Next Generation lauded the rich color, smooth and "seriously wacky" animation, immersive sound, easily mastered interface, and the retention of the solid arcade-style gameplay of the original game.