Curator’s statement
Tucked between majestic mountain ranges and wildflower-filled valleys, Jackson Hole, Wyoming, is the kind of place that feels like it was made for travelers who love adventure with a side of elevated comfort. From panoramic hikes in Grand Teton National Park to rooftop cocktails and local fare, this curated Jackson Hole itinerary blends nature, indulgence and charm — all in one weekend. Whether you're planning a romantic getaway or a friends’ escape, here’s how to spend a perfect spring or summer weekend in Jackson Hole.
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Day 1: Hiking & rooftop lounging
Morning: Grand Teton National Park adventure
Begin the day with an early drive to Grand Teton National Park, just 15 minutes from downtown. Entry is $35 per vehicle and valid for seven days. Two must-do hikes are:
Taggart Lake Trail (3.8 miles round trip): Easier, scenic and postcard-worthy.
Hidden Falls Trail (5-6 miles depending on your starting point): A little more effort, but absolutely worth the payoff.
Pro tip: Be sure to bring bug spray, sunscreen and plenty of water.
Afternoon: Rest & rooftop
After soaking in the beauty of Grand Teton National Park, head back to The Cloudveil to refresh. Their rooftop lounge is perfect for unwinding with a cocktail and light bites while watching the sun dip behind the Tetons.
Dinner: The Bistro
Located inside The Cloudveil, The Bistro offers French-inspired mountain cuisine in an upscale yet approachable setting. Signature dishes include: chickpea fries, smoked trout croquettes, ricotta pillows (a fan favorite!) and steak frites au poivre.
Evening sweet treat: Moo’s Gourmet Ice Cream
No trip to Jackson Hole is complete without a scoop of wild huckleberry ice cream from Moo’s, just across the street. It’s been voted the number one dessert in Wyoming for good reason.
Optional nightcap: Silver Dollar Bar
Wrap the night with live music and a Western-chic atmosphere at the Silver Dollar Bar, a local staple featuring over 2,000 inlaid silver dollars in the bar itself.
Day 2: Scenic driving
Breakfast: Persephone Bakery
Start with coffee and a gourmet egg sandwich from Persephone Bakery. This charming café is a local favorite, offering pastries, fresh breakfast options and a quaint courtyard.
Morning activity: Jackson Hole Farmers Market
Held every Saturday in Town Square (8 am–12 pm), the Jackson Hole Farmers Market has regional produce, artisan goods and local flavors. It’s the perfect place to pick up a souvenir or snack.
Late morning: scenic drive through the Tetons
Instead of hiking, take a leisurely drive through Grand Teton National Park, stopping at overlooks like Snake River Overlook, Oxbow Bend and Jenny Lake Overlook. Bring a picnic or plan for lunch with a view!
Lunch or afternoon drink: Snake River Brewing
If you're craving craft brews and casual bites, Snake River Brewing is a great stop. It's a relaxed spot that pairs well with a scenic afternoon.
Dinner: Snake River Grill
For your final dinner, Snake River Grill is a must. Known for its elevated mountain cuisine and moody lodge-style ambiance, this restaurant serves iconic dishes like SRG potato pancake, steak tartare pizza, risotto and roasted carrots and their classic filet or pork chop.
Reservations highly recommended, or opt for bar seating if you’re in a pinch!
Evening: Million Dollar Cowboy Bar or the Jackson Hole Rodeo
Million Dollar Cowboy Bar is a Western icon with saddle bar stools, pool tables and live country tunes.
Jackson Hole Rodeo (summer only): An authentic, family-friendly experience showcasing rodeo events like barrel racing and bull riding. Grab tickets in advance and arrive early for the best seats.
Day 3: Exploring town
Breakfast: Café Genevieve
Set in a historic log cabin, Café Genevieve serves Southern-inspired comfort food. The Cajun gravy biscuits are a must, and it’s a cozy send-off before departure.
Explore Town Square
Spend your last morning browsing boutiques and galleries in Jackson’s Town Square. The antler arch entrances, local shops and walkable vibe make this a charming finale to your weekend.
Need to know
Although it's a mountain town, Jackson Hole is absolutely gorgeous in the summer. There is much more to do when the weather is warmer, especially because exploring the Grand Tetons is a must. That said, even if you're not a super "outdoorsy" person, you can still visit Jackson Hole and have a great time.
Travel Advisor
Angela Hope
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