Jackson Hole is a beautiful place to visit at any time of the year. In the summer, Jackson is probably the best known as a major stop before Yellowstone National Park. But Jackson Hole is also a wonderful place to be during the summer months. Go hiking in Grand Teton National Park, or ride the lift to the top of Jackson Hole Ski Area and bike down. Go to a concert at the Mangy Moose at the base of the ski area. On Thursday nights, wear your tourist cap and take line dancing lessons to the sounds of a live band at the Million Dollar Cowboy Bar.
In winter, Jackson has one of the most challenging and exciting ski areas in North America. It is a great place for solid skiers and snowboarders, though not as good for beginners. Not to worry, though. The less extreme skiers can go cross-country skiing, snowshoeing, or snowmobiling. Jackson is the perfect place for lovers of nature, and although the summer months can be crowded, it is entirely possible to avoid the crowds and sink into the mellow mix of cowboy and outdoorsy life of Jackson Hole.
Quick Tips:
My quickest tip is to avoid Jackson during the height of the summer. It is crowded because of the sheer number of tourists who pass through Jackson on their way to Yellowstone. Come in late May or early October, the beginning and the end of Yellowstone's season, and take advantage of off-season discounts and wildly reduced crowds. It may be chilly, but it is a better time for costs, crowds, and especially for wildlife-spotting. There are off-season specials everywhere during this time, and in the spring even some of the rafting companies offer discounts. It is more pleasant all around, particularly for those travelers who like to be locals, not tourists.
Look in the local papers for coupons. Many restaurants and recreational companies advertise discounts in the paper, especially during early, late, and off season.
Best Way To Get Around:
Jackson is pretty spread out. Within town, the best way to get around is to either walk (within the town square area) or to take a START bus. The buses serve town and the ski area, and are either free or pretty cheap depending on where you are going. If you want to see Teton National Park or Yellowstone, a rental car will be the best option. They are an hour plus away from town by car, and there is no public transportation to either park. Tour buses are an ok choice, but I personally do not recommend seeing either park from a bus or with a large group. Within Jackson it is possible to rent bikes, snowmobiles, and boats, and I recommend all three for recreational travel.