I fully expected Jackson Hole to be a giant tourist trap, and I was pleasantly surprised when that wasn’t the case!
Yes, they definitely have some mercantile shops filled with the same t-shirts, keychains with your name on them, and cheap Christmas ornaments, but for the most part, this little town is filled with small businesses, local artists, boutiques, and unique eateries.
When I visited, it was September, which is typically before any snow here, so skiing or any kind of winter sport did not make the itinerary. (However, the day we left, it started snowing!)
I spent about 3 days here, and I’ve put together a list of “Must Sees” for first timers like me!
See the Grand Tetons
You are about 15 minutes away from Grand Teton National Park! You can’t leave Jackson without venturing here!
Get a Massage
Okay, what? Why is this on the list? After all the hiking and exploring through the mountains, you will be begging for a warm massage in a lodge! I got a Swedish Massage at Snake Creek Lodge & Spa. I did stay here, however, you can book with the spa directly. Julie was my masseuse and she was super cool, with a lot of awesome suggestions!
Ride the Gondola up to Corbet’s Cabin
Corbet’s Cabin, also known as “Top of the World Waffles” which serves up delicious waffles with an even better view! If you stayed in the Teton Village like I did, the gondola is within walking distance! I stayed at “The Inn at Jackson Hole” two nights here. (Super affordable, modern, and convenient by the way!) When you hop on the gondola, it’s about a 12 minute ride to the top! (NOTE: It’s more than 30 degrees colder at the top, so dress accordingly!) The gondola is not cheap, but totally worth it! You can buy your tickets here to save a few dollars instead of buying them at the ticket counter!
Go Shopping
I had my heart set on one thing, a wool “western” looking blanket! I finally found one in my price range, and I’m so in love with it! There are so many cute shops here, local artists, and just things you won’t find anywhere else! Take some time to explore the shops.
Made, Mountain Dandy, and Pendleton were three of my favorites!
Eat at Jackson Drug
I highly recommend the Elk Burger with Gouda Cheese, or the Grilled Cheese on Sourdough with Brie & Bison Burger! (Also, go ahead and get a Huckleberry Milkshake to go, you’re welcome!)
Get your Stereotypical Elk Antler Arch Photo

Visit the Million Dollar Cowboy Bar
You have to sit at the bar here, it’s part of the appeal! The bar stools are horse saddles!
You can view my entire trip itinerary here!