Skiers wanting to splurge on one big trip usually look to high-end resorts like Aspen, Park City, or Jackson. This winter consider Crested Butte. The funky mountain town has one of the best (if priciest) all-inclusive ski packages around, based at the six-bedroom, 13,500-square-foot Scarp Ridge Lodge. Groups of 12 get meals cooked by a private chef (try the elk tenderloin), an indoor salt-water pool, and endless fresh tracks. Each morning, local outfitter CS Irwin ferries up to a dozen guests to the West Elk Mountains via a pimped-out cat with roomy leather seats and a flatscreen TV. From there, powder skiing is guaranteed—Scarp Ridge has private access to 1,000 acres of drops ($12,500 per night for up to 12 people).