There’s something about winter in Jackson Hole that feels like stepping into a postcard. From the bustling historic town square to the thrilling slopes of Jackson Hole Mountain Resort, every corner of this Wyoming town offers a blend of rustic charm, exhilarating adventure, and luxurious relaxation. Here’s a three-day itinerary to make the most of winter in Jackson Hole, designed for a mix of cozy, classic spots and unforgettable experiences.
Day 1
Arriving in Jackson Hole in the early afternoon, you’ll be ready to dive straight into the scene. Start your journey with a hearty lunch at either Bin22 for shared plates in a cozy wine bar atmosphere, or Café Genevieve, famous for its Southern-inspired comfort food and “pig” candy, featured on Diners, Drive-Ins, and Dives, served in a historic cabin.
After lunch, take a leisurely stroll through downtown Jackson Hole. Wander through charming shops, art galleries, a bookstore, and stop by Persephone Bakery for a sweet treat and enjoy the café and bakery’s aesthetic atmosphere. Their pastries and hot drinks are the perfect fuel to keep you going as you explore.
When it’s time to check in, Jackson Hole’s boutique hotels each offer a unique experience:
Hotel Jackson combines contemporary luxury with Western-inspired decor.
The Wort Hotel, a Jackson Hole landmark, brings its rich history alive with rustic elegance. If you stay here, you’re in for a treat: there’s often live swing dancing in the attached Silver Dollar Bar.
The Anvil Hotel crafts a more artisanal experience, where the guest lobby’s curated retail shop features handmade goods that celebrate the local culture and style.
Mountain Modern offers a laid-back, convenient stay near the town square.
Wrap up your first day with dinner at the Blue Lion, a cozy bistro known for its local game dishes, like the crowd-favorite rack of lamb. Once you’re full, head over to Town Square for a bit of ice skating under the stars, followed by a nightcap at the iconic Million Dollar Cowboy Bar, where you can kick back with a drink at the saddle-seat bar.
Day 2
Start your second morning with a healthy, organic breakfast from Healthy Being Café and Juicery. Their smoothies and bowls will provide the perfect energy boost for a day on the slopes.
Spend your day at the legendary Jackson Hole Mountain Resort, known for some of the best—and most challenging—ski terrain in the country. With breathtaking views, epic powder, and a mix of trails, it’s a skier’s paradise. A trip up the iconic tram for waffles at Corbet’s Cabin is a fun adventure for all members of the family with flavors like the Gateway (peanut butter and bacon), the Italian (Nutella), the Cobbler (mixed berry compote and whipped cream), the Trad (brown sugar butter), and the Belgian (cookie butter, caramel, and powdered sugar).
For a midday stop, take a hot cocoa and lunch break at The Handle Bar at The Four Seasons for a quick recharge, or grab a warming bowl of elk chili at The Caldera House. After an epic day on the mountain, head to The Mangy Moose for a classic après-ski experience. It’s lively, rustic, and known for great food and live music. After freshening up, make your way to Snake River Grill for an unforgettable dinner. This Jackson staple is celebrated for its cozy atmosphere and elevated take on American classics. From wild game to locally sourced ingredients, everything on the menu is a treat.
Day 3
Kick off your final morning at Cowboy Coffee in the town square. Grab a cup of their Cowboy Coffee blend, a seasonal latte, or a tasty breakfast sandwich to keep warm as you embark on your day’s adventure.
Winter in Jackson wouldn’t be complete without experiencing its natural beauty. Book a sleigh ride at the National Elk Refuge for a chance to see hundreds of elk in their winter habitat, framed by the stunning snow-covered Tetons. For a more luxe option, consider a scenic sleigh ride at Amangani—a high-end resort perched on East Gros Ventre Butte with panoramic views of the mountains.
If you have time, indulge in more of Jackson Hole’s standout dining spots. Pearl Street Bagels is a must-visit fora quick breakfast, and Trio, Glorietta Trattoria, and Teton Tiger are beloved local picks for dinner. For lunch, head to Calico Bar & Restaurant for a taste of their delicious offerings or grab a table at Orsetto, where you’ll enjoy incredible Italian bites.
Experience Jackson Hole’s winter highlights in this three-day itinerary, from skiing renowned slopes to enjoying the cozy atmosphere of its eateries. Each day showcases a unique side of Jackson, creating lasting memories beyond the season.
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