The Crowne Plaza is a National Historic Landmark dating to 1926, but today this mid-range chain is well past its prime, and lacks the charm of other historic hotels, like The Weatherstation Inn. The whole property is showing a bit of wear, and the 160 rooms are compact and frill-free (though white wicker chairs and honeycomb-tile bathroom floors do provide some classic charm). The best feature is, without a doubt, the location on lively Duval Street -- the main artery of Old Town Key West, lined with restaurants, shops, and bars. (It's a good 15-minute walk to the beach, though.) The rooftop deck is another highlight, with beautiful views of the ocean and the tops of palm trees dotting the landscape.