Jackson Hole is a valley, not a town. Early trappers called a high mountain valley a hole, and this one took the name of David Edward Jackson, who trapped beaver here in the late 1820s and was one of the first Europeans to spend a whole winter in the valley. The Teton Range rises from the valley floor with almost no foothills, which is why the mountains look so tall: Grand Teton National Park was created in 1929 to protect the peaks, and in the 1930s John D. Rockefeller Jr. bought land in the valley to widen it, against local opposition. Skiing arrived in 1965, when Apres Vous Mountain opened with three double chairlifts, and in 1966 the first tram carried 62 people up Rendezvous Mountain. The tram that runs today, in service since December 2008, carries 100.
Skiing here is a different thing than in the Alps or in Colorado. Jackson Hole Mountain Resort calls its 4,139 feet of vertical the largest in the United States, and it has a famous couloir that you have to jump into. It is also one of the more expensive places to ski. The honest summary: if you ski black runs comfortably, this is the main event; if you are a beginner, spend your time on the small teaching zone, then see the valley and spend a day at Grand Targhee or Snow King. The rest of the trip is the reason to pick this valley over a purpose-built resort: an elk refuge in the town's backyard, a national park you can ski into, and a Town Square with arches made of antlers.
Four days of skiing and one day off skis is the right balance in a place where lift tickets cost what they do. The plan starts on a Tuesday. Day one is an easy first day on the big mountain and the Town Square at dusk, day two is the steep one with the Tram, day three is Grand Targhee over Teton Pass, day four is half a day at the Village and the small hill above the town under its lights (Friday, when Snow King runs night skiing), and day five, a Saturday, is the sleigh ride and the national park. There is more on the United States elsewhere on the site; this is the Wyoming corner of it.