One of the best things about Jackson Hole is that no two visits are ever quite the same. In winter, snow transforms the valley into a world-class destination for skiing, wildlife viewing, and cozy evenings by the fire. Come summer, the drifts of snow melt away to reveal hiking trails, wildflower-filled meadows, rushing rivers, and endless opportunities to explore Grand Teton and Yellowstone National Parks.
Whether you’re planning a quick getaway or an extended vacation, the Rusty Parrot offers the ideal downtown home base. Our concierge can tailor every recommendation to your interests, but these sample itineraries provide the perfect starting point for experiencing Jackson Hole in any season.
A Perfect Three-Day Getaway
Three days is enough to experience many of Jackson Hole’s iconic highlights while still leaving time to relax and enjoy the pace of mountain life.
Day One: Explore Downtown Jackson
After settling into the Rusty Parrot, spend the afternoon exploring Jackson’s historic Town Square. Browse local boutiques, art galleries, and museums before enjoying dinner at Wild Sage Restaurant & Bar.
In Winter: Stroll beneath the snow-covered elk antler arches before warming up with handcrafted cocktails and seasonal cuisine.
In Summer: Relax on the Perch rooftop deck, enjoy longer daylight hours, and take in the lively atmosphere of downtown Jackson.
Day Two: Experience Grand Teton National Park
No visit to Jackson Hole is complete without spending a day in Grand Teton National Park.
Winter: Discover the park on snowshoes or cross-country skis, and enjoy the breathtaking scenery while watching for moose, elk, bighorn sheep, and bald eagles.
Summer: Hike to Hidden Falls and Inspiration Point via Jenny Lake, paddle across crystal-clear waters, or enjoy a scenic drive through one of America’s most spectacular landscapes.
Day Three: A Signature Jackson Adventure
Choose an experience that is entirely unique to the valley.
Winter: Take a National Elk Refuge sleigh ride or a dogsledding excursion through the snowy wilderness.
Summer: Float the Snake River, tackle exciting whitewater rapids, or saddle up for a horseback ride beneath the Tetons.
Five Days: See the Best of the Region
With five days, you can explore beyond Jackson while still leaving time to unwind.
Days One Through Three
Follow the three-day itinerary above, giving yourself time to enjoy both downtown Jackson and Grand Teton National Park.
Day Four: Discover Yellowstone National Park
America’s first national park deserves a full day of exploration.
Winter: Join a snowcoach tour to Old Faithful, where steaming geysers rise dramatically from a snow-covered landscape unlike anywhere else in the world.
Summer: Visit Old Faithful, Grand Prismatic Spring, Yellowstone Lake, and the Grand Canyon of the Yellowstone while watching for bison, wolves, and maybe even a bear.
Day Five: Relax Like a Local
After several adventure-filled days, slow the pace.
Book a treatment at Body Sage Spa, spend time shopping downtown, or simply enjoy a leisurely morning before another exceptional dinner at Wild Sage.
Winter: Try ice skating, visit Snow King Mountain, or cozy up by the fire after an afternoon of boutique shopping.
Summer: Cruise along the many bike paths throughout town on one of the Rusty Parrot’s complimentary e-bikes. Be sure to stop at the Jackson Hole Farmers Market before enjoying an evening concert or sunset stroll.
Seven Days: The Ultimate Jackson Hole Vacation
A full week gives you the freedom to experience Jackson Hole beyond the must-see attractions.
Days One Through Five
Begin with the five-day itinerary while allowing flexibility for spontaneous adventures and recommendations from the Rusty Parrot concierge.
Day Six: Venture Off the Beaten Path
Explore some of Jackson Hole’s lesser-known treasures.
Winter: Snowshoe quiet forest trails or try your hand at skiing Teton Pass’s famous backcountry. Guides are recommended; ask the concierge at the Rusty Parrot for options.
Summer: Visit Mormon Row for iconic photographs of the Tetons, bike the valley’s scenic pathway system, or spend the afternoon exploring quiet corners of Grand Teton National Park.
Day Seven: Experience Jackson at Your Own Pace
Leave one day open to enjoy whatever has captured your imagination most.
Return to your favorite hiking trail, spend another day on the slopes, book a guided fishing excursion, browse local galleries, or simply enjoy a relaxed breakfast before wandering through downtown one final time.
One of the greatest luxuries of staying a full week is having the flexibility to slow down. Rather than rushing from one attraction to the next, you’ll have time to savor the scenery, discover hidden gems, and spend a few more quiet moments in this beautiful valley.
Let the Rusty Parrot Personalize Your Stay
These itineraries are just the beginning. The Rusty Parrot’s knowledgeable concierge team is here to help customize your itinerary based on your interests, activity level, and the time of year you visit. Whether you’re planning a romantic getaway, a family vacation, or an outdoor adventure, we’ll help you make the most of every moment in Jackson Hole.
