Courtesy Canyon Ranch This spectacular spa has all of the natural beauty of the Berkshires going for it, plus a reputation as one of the original brand names in destination spas (check out these 16 incredible beauty destinations around the world). By all accounts, the food at the Canyon Ranch in Lenox, Massachusetts is unforgettable—healthy chicken enchiladas and asparagus guacamole, anyone?—and both the athletic instructors and speakers are top-notch. If you sign up with a group of eight buddies, you each get 30 percent off. Best of all, while the rates are high, they include just about everything—from food to most activities and classes, as well as gratuities. Tip: Alcohol isn’t served, but you can bring your own for a private party in your suite.
Gurney’s Hotel and Spa
Courtesy Gurney's Hotel and Spa In the summertime, the east end of the south fork of Long Island is a beach-lover’s fantasy (here are some other picture-perfect beaches in the country). Picture miles of white sand beaches, lobster rolls and clam bars, and plenty of cute surfer boys to admire when you’re stretched out on your towel at Gurney’s Hotel and Spa in Montauk, New York. Tip: Book this most-popular resort as early as you can, and don’t be surprised to find minimum-night stay requirements between Memorial and Labor Day.