In the National League Division Series (NLDS) against the Phillies, Holliday homered twice as the Rockies swept. Colorado then advanced to the National League Championship Series (NLCS) to face the Diamondbacks and swept them in four games. Holliday batted .333 with two home runs and four RBI on his way to being named the NLCS MVP. Now having won 21 of 22 games, the Rockies earned their first-ever trip to the World Series where they opposed the Boston Red Sox. Holliday collected four hits in Game 2, but, after his fourth hit in the eighth inning with the Red Sox leading 2–1, closer Jonathan Papelbon immediately picked him off first base for the third out, and the Red Sox won by that same score. Boston eventually won the title by sweeping the Rockies, thus ending their season on a four-game losing streak.