5 Days Skiing in Jackson Hole: A First-Timer’s Guide

Whether you’re a hardcore skier or just getting into the sport, Jackson Hole is likely already on your radar, and for good reason. This resort is recognized as one of the birthplaces of big-mountain freeskiing and is home to many ski pioneers. Besides being a historical hub for ski history and culture, Jackson Hole is also ranked consistently by Forbes and USA Today as one of the top ski resorts in the world. To help you make the most of this iconic destination, our Mountain Travel Experts put together a 5-day epic itinerary packed with classic experiences and modern must-dos.

Day 1: Fly into Jackson Hole Airport and check into your accommodations

Featuring non-stop service from 20 major U.S. cities, getting to Jackson Hole has never been easier. And here's the kicker: The Jackson Hole Airport is the only airport in the U.S. located inside a national park, making your descent just as scenic as your days on the mountain. From the terminal, you’re just a quick 15- to 30-minute shuttle or drive to your accommodations, depending on whether you’re staying slopeside or downtown.

For ultimate access to the slopes, we recommend staying in Teton Village, which is located right at the base of Jackson Hole Mountain Resort. On a powder day, Teton Village guests can easily hop in the tram line early and beat the downtown crowd to first tracks. Staying at Teton Village’s Moose Creek provides you with all the comforts of home in three- or four-bedroom townhomes, plus ski-in ski-out access via the Moose Creek chairlift and complimentary shuttle service to the base of the mountain.

After getting unpacked and exploring your Moose Creek mountain home, kick off your Jackson Hole experience with a memorable dinner at Osteria in Hotel Terra for handmade pasta and Italian-inspired alpine fare, or Spur in Teton Mountain Lodge for elevated mountain cuisine in a lively après-ski atmosphere, both located in Teton Village.

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If first tracks aren’t your top priority and you’re drawn to the rich Western heritage that makes Wyoming so unique, staying in downtown Jackson is a great option. This charming, historic town offers a traditional blend of rustic character and lively culture full of classic saloons, boutique shops, art galleries, and storied hotels that capture the spirit of the Old West. Be sure to snap a photo underneath the town square’s famous antler archway.

Related: Explore Jackson Hole Ski Vacation Packages

Day 2: Warm up on blue cruisers via Casper or the Teton Lift

On your first day on the slopes, find your ski legs on Jackson Hole’s excellent “true blue” trails. Head up the Bridger Gondola from the base area and make your way to the Casper Quad Chair. From the top, lay some luscious tracks on the manicured, recently regraded blue runs. When you’re ready for something new, schuss to the Teton Quad Lift and start exploring some of the best groomed and gladed terrain on the mountain. Cruise through the widely spaced glades on Moran Face or make the short hike to access Lumber Pine Chute or Sheridan Bowl. If you’re feeling really adventurous, you can even trek over into Casper Bowl and descend the untamed Moccasin or Fremont runs.

Looking for beginner-friendly terrain at Jackson Hole? While the resort is famous for its expert steeps, it still has a solid offering for those just starting out. Green runs make up about 10% of the 2,500 skiable acres on the mountain – not a huge slice, but definitely enough to build some confidence and enjoy the ride. First-time skiers should check out the gentle slopes off the Teewinot Quad and Eagle’s Chair, where 6 well-groomed trails offer smooth, scenic cruising. To get the most out of your time on the mountain, Jackson Hole’s renowned Mountain Sports School offers top-notch instruction for all ages, with both private and group lessons available for kids, teens, and adults.

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When your legs start to burn and your appetite kicks in, it's the perfect time to head to Piste Restaurant, located in Rendezvous Lodge at the top of the Bridger Gondola. This stylish, mountain-top restaurant pairs stunning views with elevated, local cuisine. Don’t overdo it on your first day! Stop when your body tells you it has had enough. You still have three more days of skiing and no shortage of world-class terrain to choose from. Spend the evening relaxing in your townhome’s private hot tub or venture into downtown Jackson for a well-earned dinner and a taste of the local après scene.

"Don’t miss the chance to enjoy dinner at the Wild Sage in the Rusty Parrot Lodge. It’s my favorite." —Michelle Otero, Mountain Travel Expert, 800-610-8911x3302

Day 3: Drop by (or into) Corbet’s Couloir and discover world-class terrain from the top of the tram

On your second day on the slopes, head up the tram first thing to start your day with yummy, stick-to-your-ribs waffles at Corbet’s Cabin. Choose from waffle toppings like brown sugar butter, Nutella, peanut butter, and bacon—yes, bacon.

The 100-person tram, or “Big Red” as it’s referred to by locals, shuttles skiers and snowboarders 4,139 vertical feet to the 10,450-foot summit in just 15 minutes. As you load, try to stand near the left-side windows so you can catch a stomach-churning bird’s-eye view into the famous Corbet’s Couloir. From the top of the tram, enjoy 360-degree views, including the towering 13,770-foot Grand Teton, plus the vast wilderness of Grand Teton National Park, the Snake River, and the expansive valley below.

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If you didn’t catch a glimpse of Corbet’s Couloir from the tram, head down the skier's left side of Rendezvous Bowl for a front-row view of one of North America’s most infamous runs. Peering over the lip of this steep, narrow chute is an adrenaline rush in itself, especially as you watch daring skiers and riders drop in and test their limits on this legendary line. While watching the Corbet’s spectacle, keep your eyes peeled for Jackson Hole Air Force patches. The patch signifies a local group of gravity-defying skiers who have been credited with pushing the boundaries of skiing since the ‘80s and establishing Jackson Hole’s current open-gate policy.

If you’re ready to explore more of Jackson’s expert terrain, head to Alta Chutes, The Hobacks, Expert Chutes, or the Cirque off the Sublette Quad Chairlift. Or make your way to the Thunder Chair for some spicy laps on Tower Three Chutes, Paintbrush, or Riverton Bowl.

Toast your terrain feats with a famous margarita at the Mangy Moose, located in the base area. Featuring an eclectic mix of Western and ski décor (including a stuffed Moose that hangs from the lofted ceiling), this après hotspot is as authentic as it gets. Expect stiff drinks, delicious loaded nachos, and killer live music. 

"If you’re looking for an epicurean après-ski, head to Bin 22, in downtown Jackson, for wine and small plates." —Gloria Saiya-Woods, Mountain Travel Expert, 800-610-8911x2028

Day 4: Take a break with a snowmobile excursion or winter wildlife tour in Yellowstone or Grand Teton National Park

In Jackson Hole, you’re just a couple of miles from Grand Teton National Park and about 90 minutes from the United States’ beloved natural treasure, Yellowstone. Take a day away from the slopes to explore the epic winter sights offered at these phenomenal national parks, and you won’t be disappointed. The best way to cover the most distance and increase your odds of seeing wildlife, like buffalo, wolves, elk, deer, and birds of prey, is to explore the parks via snowcoach or snowmobile.

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If you’re looking for a relaxed half-day tour, ask a Mountain Travel Expert about the four-hour luxury van tour to Grand Teton National Park with Scenic Safaris, and if you’ve been dying to see the Old Faithful geyser in its wintertime splendor, have them sign you up for the 12-hour Yellowstone snowcoach tour. The more adventurous can experience Grand Teton National Park via a half-day snowmobile tour, and the uber adventurous can take on a full-day expedition to Old Faithful in Yellowstone, complete with steaming geysers and dramatic winter landscapes.

“Visitors are so close to the parks and should really take a day to snowmobile either in to Yellowstone or Teton National Park.” —Ann Denney, Mountain Travel Expert, 800-610-8911x3657

Day 5: Venture into Jackson’s renowned sidecountry terrain with a professional mountain guide

In 1999, Jackson Hole made a trailblazing move: The resort opened backcountry gates along the boundary line, providing powder-hungry skiers with new access to thousands of additional acres of sidecountry terrain. Today, Jackson Hole boasts seven gates located along the upper reaches of the resort. If you’re confident navigating variable terrain, trees and traversing slopes, then sign yourself up for a Jackson Hole guided backcountry tour. Guides will provide instruction and use of avalanche equipment,  evaluate snow safety and, best of all, help you get to the secret stashes that only the locals know about.

You and your guide can decide where to go based on your comfort, fitness, and skill level, but your go-to list should include some of Jackson Hole’s most popular sidecountry zones, such as Four Shadows or No Shadows to Rock Springs in Bridger Teton National Forest. Both routes lead back to the resort via the Hobacks, so as long as your legs can take it, you can enjoy lift-served sidecountry laps all day long.

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If you’re still feeling energetic as the day is coming to a close, send off your most epic ski vacation yet with a great meal or some good ol' fashioned revelry, whatever your après-ski vibe may be. If you haven't had the chance to dine in downtown Jackson yet, your final evening is the perfect time to soak up the town’s Western charm and vibrant culinary scene.

If you’re looking to go all-out on your last night after dinner, Jackson Hole's nightlife doesn’t disappoint. Catch live bluegrass at the Silver Dollar Bar inside the historic Wort Hotel, saddle up for some line dancing at the Million Dollar Cowboy Bar, or head out to Stagecoach Bar in nearby Wilson (especially on a Thursday, when disco night draws both locals and visitors to the dance floor).

“Trio An American Bistro is one of my favorites. Hayden's Post is the new restaurant in the Snow King Resort. You know it's good because it has become a locals' hangout and offers live music.” —Laurel Ann Nelson, Mountain Travel Expert, 800-610-8911x3043

When is the best month to ski Jackson Hole?

The best time to visit Jackson Hole depends on what kind of ski experience you're after, but for deep snow and prime conditions, mid-January through early March is hard to beat. This sweet spot of the season typically delivers consistent storms, cold temps that preserve powder, and fewer holiday crowds. If you're chasing bluebird days with stunning views of the Tetons, late February into March offers a perfect balance of sunshine and snow. Whenever you visit, Jackson Hole’s bucket list-worthy terrain and rugged beauty promise an unforgettable adventure.

Ready to write your own chapter in Jackson Hole’s history? Our Mountain Travel Experts are here to help you craft the ultimate ski vacation, from flights and lodging to rental cars, lift tickets, and more. Call us at 800-610-8911, or get started by filling out a quick form for your free custom quote. Let’s make your Jackson Hole ski trip one for the books!