Whitefish, like Crested Butte, Telluride, or Sun Valley, is a quintessential ski town in the sense that you can do all your eating and drinking on one classic street that is as cute as a button, while the skiing is a short drive, bus ride, or hitch-hike away. The tree skiing here is as good as it is anywhere, the views of Glacier National Park are incredible, and the culture Montanian, which is to say, unpretentious, fun, and a little rough around the edges. Just the way a good ski town should be.

For a long time, Whitefish was known for its telemark community. They’re still out there, though their numbers are dwindling, mostly due to the efficiency of new touring gear. The ski resort allows uphill touring, but some of the best skiing in the area is elsewhere. The road to Glacier, along the Middle Fork, offers tremendous backcountry skiing opportunities, with big, steep lines and very few other skiers. When it’s socked in though, which it often is, the trees at Whitefish Mountain Resort will keep you headed in the right direction. Read more here.
—John Clary Davies