The Inspiration: The beauty of Central Park plus the potential for romance around every corner in When Harry Met Sally.
Book at Ticket To: New York City
__When to Go:__The city offers plenty to do year-round.
Places to Stay: For the classic New York experience, check into the St. Regis (pictured). It's near Harry and Sally date spots Central Park and Rockefeller Center, but with silk wallcoverings over the beds, butler service, and the bar that perfected the Bloody Mary downstairs, you may never make it out of the lobby (from $895 per night). For bookish, intellectual types, try the Library Hotel in midtown Manhattan. Meant to feel more like a private club than a hotel, guests have access to gorgeous, intimate spaces like the mahogany-paneled Writers Den or the Poetry Garden greenhouse. If you got a kick out of Meg Ryan's "orgasm" scene, you might be into their "Erotica Package" ($700 per night), which includes accommodation in a room of your choosing (recommended: the Love Room or the Erotic Literature Room), champagne, a dozen red roses, strawberries and whipped cream, Kama Sutra Love Essentials package, tantric massage video, and take-home treats like erotic dice, plush bathrobes, and The Art of Arousal by Dr. Ruth.