Speaking of Jackson, I found myself wondering — what’s the difference between Jackson and Jackson Hole? The two names are often used interchangeably, but they actually refer to different things.
Jackson Hole is the name of the entire valley in northwestern Wyoming — about 48 miles long and framed by the stunning Teton and Gros Ventre mountain ranges. Early trappers used the word “hole” to describe a high mountain valley. Within Jackson Hole, you’ll find Grand Teton National Park, ski areas, ranches, small communities, and miles of breathtaking wilderness.
Jackson, on the other hand, is the main town located at the southern end of the valley. It’s the cultural hub of the region, filled with excellent restaurants, art galleries, unique shops, and landmarks like the Million Dollar Cowboy Bar and the famous elk antler arches in Town Square.
Why the name “Million Dollar Cowboy Bar”?
The name has quite a story behind it. In 1953, a natural gas explosion caused significant damage to the bar. When owner Preston Parkinson rebuilt it, he spared no expense — and reportedly insured the bar for one million dollars. From then on, it became known as the Million Dollar Cowboy Bar.
We couldn’t visit Jackson without stopping in. True to its reputation, this isn’t your average honky-tonk — it’s a true Western institution where presidents, celebrities, cowhands, and travelers from around the world have gathered for decades.
It's also famous for its live country music and Western dancing. Over the years, legends like Waylon Jennings, Willie Nelson, Glen Campbell, and Tanya Tucker have performed here, with more recent acts including Clint Black, Sara Evans, Kevin Costner, and The Oak Ridge Boys.
And of course, one of the most memorable touches — 🤠 Where else can you literally saddle up to the bar? 🐎🍻
Oh, if you’ve ever dreamed of moving to Jackson, it’s worth keeping the cost of living in mind. Teton County—home to Jackson—has one of the highest per-capita incomes in the country, which helps drive housing prices into the stratosphere. Median home listings often come in around $3.7 million, making the area one of the most expensive places to live in the United States.