Tolan missed the season after rupturing his Achilles tendon playing basketball, which violated a specific clause in his contract barring him from that activity. He came back in , winning both the Comeback Player of the Year award and the Hutch Award after batting .283 with 82 RBI and 42 stolen bases. Tolan became only the second player to win both the Hutch Award and his league's Comeback Player of the Year Award (Tony Conigliaro was the first) and the first to do so during the same season. His Reds again defeated the Pirates in the NLCS (this time with the winning run scoring on a wild pitch by Bob Moose, after the Reds entered the ninth inning trailing by a run) to win the pennant; however, they were defeated by the Oakland Athletics in the World Series in seven games. Two Tolan miscues contributed to the Game 7 loss. In the first inning, Tolan's 3-base error on a misplayed ball hit by Ángel Mangual led to Oakland's first run. In the sixth, Tolan looked like he had a bead on a double to the base of the center field wall by Sal Bando but the ball fell for a hit. Tolan said his hamstring tightened which inhibited his ability to make that play. After the 3-2 loss to Oakland, Tolan apologized to his teammates in the locker room.