Yankees versus Red Sox, hotel edition: Physical structure

Front of The Ritz Carlton Boston Common

The Front of The Waldorf Astoria

Ritz-Carlton: Remodeled in 2008, The Ritz has a very fresh, business-like look to its outside which is surrounded by connecting windows. But however pleasant looking, the architecture and appearance are nothing Derek Jeter is going to remember when he leaves Boston.

Waldorf: The Waldorf is an icon of New York City. The stunning 47-story, 1232 room, art deco landmark has been standing on 301 Park Avenue in Manhattan since 1931. While other aspects of the hotel have become outdated, the building is still a true classic beauty.

Winner: The Waldorf