Boston Red Sox at New York Yankees, 8 PM ET (Game 1)
I see these two clubs as evenly matched. I don't think level of playoff experience will mean much in this series - many of the Red Sox have plenty of post-season experience. In my mind, the series hinges on the starts made by Pedro Martinez. He's matched up against Roger Clemens, who is vulnerable to teams who walk and have power. On the other hand, Pedro hasn't been all that great against the Yankees in recent years. If Boston can't win both of the Pedro starts, they will probably lose the series.
Game 1's largest variable is Tim Wakefield. He can be great and awful in the same game and often is; Jeter and Soriano will surely attempt some steals if they reach base.