Break the bank and stay at the Four Seasons, pictured. Think about it: Out of 83 located world wide from the Maldives to Mexico City, only two are situated at the base of ski hills. This is as good as it gets when it comes to ski town hotels. Beyond sweeping views of the mountain, Jackson's Four Seasons has its own private ski shop to wax them up nightly, outdoor hot tub with complimentary s'mores and wait staff to bring you cocktails, and a fully stocked games room. Worth it.
If that's too much, stay at the Hostel X, the famed lodge near the base of the mountain that contributed to the formation of the Jackson Hole Air Force, the legendary ski tribe. You can split a room with your buddy for about $40 each.