If you’re looking for a winter getaway that combines stunning views, countless outdoor adventures, and cozy mountain vibes, then Jackson Hole, Wyoming is the perfect destination. My family and I recently spent a couple of weeks in this winter wonderland, we had never been before, and we couldn’t have enjoyed it more. From skiing and snowmobiling to trying out the local cuisine, there was never a dull moment. Here’s our itinerary for our week in Jackson Hole, including our favorite restaurants, activities, and must-see sights.
After arriving in Jackson Hole and checking into our house, we booked through The Clear Creek Group, we headed to the grocery store to stock up on essentials for the week. We then spent some time exploring the charming downtown area before grabbing dinner to take back home at Cutty’s Pizza, a local favorite known for its delicious pies. The rustic atmosphere and friendly service made for a great start to our trip, we ended up eating there a couple more times, hehe.
Day 2: We started the day off by catching the Clemson bowl game at a local sports bar before heading to Merry Piglets for some authentic Mexican cuisine. We then made our way to the Elk Refuge, where we had an unforgettable sleigh ride thru Double D Ranch to see the resident elk up close. The Double H Bar provided us with a cozy atmosphere and great drinks once we were done exploring. We ended the day with dinner at Snake River Brewing, a popular spot for craft beer and elevated pub fare.
Day 3: A half-day of snowboard (Bo was determined he wanted to snowboard vs. ski) was perfect for our group, and we enjoyed the scenic views and varied terrain at Jackson Hole Mountain Resort. Bo ended up getting sick and so Shawn’s mom and I took him back home while everyone else stayed to ski. Later that evening, we headed to Liberty Burger for some juicy burgers and fries. The rest of the day was free for us to explore the town and its unique shops, galleries, and spas.
Day 4 / New Years Eve: Shawn and I woke up earlier to shoot content while everyone else got ready and watched the bowl games. Today was an “explore day” and we had lunch reservations at Hatch so that was our first stop of the day for some delicious Mexican fare. I have to say – I tried a Spicy Huckleberry Margarita there and let’s just say, I am obsessed! We then took Bo to Kempsabe to make a hat and then shopped around. We ended up buying some new things for our new home and we were able to ship it all back which was SO nice. We spent the rest of afternoon relaxing back at the house, preparing for our New Year’s Eve festivities. Later that night, we headed to the iconic Cowboy Bar to ring in the new year.
Day 5 / New Years Day: After a late brunch at Jackson Drug, we rented snowmobiles from Teton Tours (we loved Dylan) and embarked on an incredible journey to Granite Hot Springs. The snowmobile rides were thrilling, and the hot springs were the perfect way to warm up and relax. We also took a Yellowstone Private tour thru Teton Science School, which was so fun (we would recommend Grace). For dinner, we headed to Orsetto Bar, which specializes in Italian cuisine and is such a popular spot. The Espresso Martinis here were SO good!
Day 6: What we thought would be our last day, hehe, we had a full day of skiing. Our morning started off with a bang as we indulged in waffles at Rendezvous MT, truly the best waffles of my life. With full bellies, Bo decided he didn’t like snowboarding so traded his board for skis and LOVED it! I was SO proud of him! I loved that the Four Seasons had a beautiful lounge area where you could see everyone skiing. While everyone else skied I stayed cozy in there drinking Espresso Martinis and let me just say – they were THE BEST I have ever had, YUMMY! Afterward, we headed to my FAVORITE pizza place there, Pinky G’s Pizza for some delicious pies. Honestly, it was the BEST pizza I have ever had. Once we got back home, Bo talked us into staying longer, so we changed our flights and booked a Ski In / Ski Out house in Teton Village – LET ME TELL YOU, that was our best idea! It was so nice because the bigger kids/Shawn could head over to ski when they wanted and Bo could go at his own pace and leave when he was ready to.
The rest of the trip was spent skiing, hanging out in Teton Village (so much for kids and families to do). I will make a full list of restuarnts we ate at below, but almost every morning Bo had us going to Rendezvous MT for waffles, hehe! On our last full day there, we booked a private Snow Coach and headed into Yellowstone to do the tour there. We got to see Old Faithful Geyser, stunning waterfalls, beautiful mountains, wildlife, and SO much more. We booked our tour through Teton Science School and Grace was our guide. I 100% recommend Grace! She was an incredible guide and was SO good to Bo!
Jackson Hole, Wyoming truly has it all for a winter getaway. Whether you’re an avid skier, a foodie, or just looking for a relaxing mountain retreat, there’s something for everyone in Jackson Hole. I hope this itinerary gives you a taste of what this picturesque town has to offer and inspires you to plan your own adventure.
Favorite Restaurants in Jackson Hole:
Pinky G’s
Gather
Local
Cutty’s
Hatch
Liberty Burger
Orsetto Bar
Hand Fire Pizza
Snake River Brewing
Pearl Street Bagels
Glorietta
Jackson Drug
Merry Piglets
Cafe Genevieve
Teton Lunch Counter
