Outpost Jackson Hole

Vacation Rentals in Jackson Hole

Jackson Hole

Ring in the New Year with Us in Jackson Hole

New Year’s Eve Events in Jackson

Bundle Up with the Entire Family

The Torchlight Parade gets started at 5:30 pm at Snow King Mountain Resort, with fireworks to follow around 7:30 pm. You’ll still have plenty of time to head back to your winter getaway and celebrate NYE with family and friends around the fire.

NYE, Elevated

Book a reservation for a unique coursed meal at one of our favorite sushi restaurants in town, Kampai, or gather around the table at Snake River Grill to enjoy a special menu created just for New Year’s Eve.

A Western Celebration

Sit down for a delicious dinner at Jackson’s iconic Million Dollar Cowboy Steakhouse, then head upstairs and hit the dance floor at the Million Dollar Cowboy Bar (tickets required).

New Year’s Eve Events in Teton Village and the Westbank

Family. Fireworks. Unforgettable Memories.

If you’re staying in Teton Village or on the Westbank for the New Year’s Eve holiday, there’s a special Torchlight Parade-plus-Fireworks event at the base of Sweetwater Gondola for you and your family, too! The children’s glow stick parade starts at 5:30 pm followed by the classic Torchlight Parade at approximately 6:15 pm. Afterward, we suggest picking up a couple of to-go pizzas for your younger partygoers at Il Villagio Osteria, and grabbing dinner for yourselves at Spur.

Dine & Dance

Start your evening with reservations at the intimate Il Villagio Osteria (the Creste Rigate and Ravioli are amazing) or Westbank Grill at the Four Seasons, then ‘get loose’ at the Mangy Moose (reservations and tickets required).

No matter what your plans may be, we can’t wait to count down to 2023 with you in Jackson Hole!

Browse Availability

Celebrating the Grand American West

The Quick Draw on Town Square

Jagged peaks spring from the valley floor; turquoise waters lay shrouded in steam, trapped within golden mineral prisms; canyons tear through rock and root, opening the earth to roaring waters that rush through its plummeting cliff walls. When Thomas Moran and his companions in the 1871 Hayden Expedition first set out for what is today Yellowstone National Park, their goal was to gather proof of this legendary landscape to help advocate for its protection and preservation. Crucial to the establishment of our nation’s first national park, the images that captured our surroundings, dramatic in both scale and scope, helped to ignite western migration, resulting in the America we know today. 

Since then, painters and photographers have flocked to Jackson Hole to try their hand at bringing the iconic, grand American West to life. With glittering aspen trees and swaying prairie grasses gently framing our sky-piercing peaks, turquoise prisms, and earth-torn canyons, our valley shimmers in golden hues throughout the month of September, offering a backdrop to inspire artists and voyers alike. From September 7th-18th, join us in celebrating art inspired by our stunning surroundings during Jackson’s annual Fall Arts Festival. 

Wednesday, September 7th: Wine & Art

Kick off Fall Arts Festival at the Wort Hotel. Grab a glass of Jackson Hole Winery wine and peruse jewelry inspired by the mountain west. 

September 8th-11th: Western Design Conference

Savor local flavors from Provisions JH and get a first glance at this year’s fantastic spread of designers at the Western Design Conference’s Preview Party and Fashion Show on Thursday, September 8th. For the rest of the weekend, be sure to swing by the Snow King Center for direct access to over 100 of the nation’s finest western designers. For more detailed information, visit the Western Design Conference website. 

Friday, September 9th: Palates & Palettes 

Spoil your senses with artfully curated bites, libations, and of course artwork, as you hop through Jackson’s many wonderful art galleries. Free of charge, this is a favorite for locals and visitors alike. 

Saturday, September 10th-15h: Western Visions 

Stop by the National Museum of Wildlife Art for the opening of its Western Visions exhibition. Don’t forget to join for the museum’s longest running fundraiser on September 15th to rub elbows with the world’s finest wildlife art collectors and artists.  

Sunday, September 11th: Arts on the Green 

Shop artwork, jewelry, and pottery from over 50 of Jackson’s local artists on the Center for the Arts Lawn. With live music and libations, it’s a great Sunday Funday activity for the whole family!

Friday, September 16th: Jackson Hole Showcase of Homes & Jackson Hole Art Auction 

Sign up to join in on self-guided tours to some of Jackson’s most stunning homes. Not feeling snoopy? Dive into the heart of Wild Western Art at the 16th Annual Art Auction at the Center for the Arts. 

Saturday, September 17th: Quick Draw

One of the most anticipated events of the year, watch as internationally renowned artists create masterpieces in Town Square in just 90 minutes! Even more exciting, their pieces are then auctioned off live while still wet! 

Sunday, September 18th: Sunday Art Brunch 

Say goodbye to Fall Arts Festival with brunch, bloody marys, and mimosas at select galleries around town, and get excited for next year! 

WildWalls

You may notice a collection of murals integrated into our town’s cityscape while out and about. A collaboration between artists and local scientists, this interactive gallery tells stories of our ecology. Download the app and take a unique tour through the heart of our town. 

While there’s no shortage of western art to take in while in town, one of the most exciting outcomes of this naturally inspiring landscape is the array of interpretations and artistic expressions that spring from our surroundings. Whether or not you make it in time for the Fall Arts Festival, be sure to take advantage of our thriving arts scene while you’re in town.

Shop Local: Support Local Business in Jackson Hole, WY

Can we let you in on a little secret? Believe it or not, there’s more to Jackson Hole than skiing. (Shocker, we know!) With a number of superb local businesses that cater to any and all shopping needs, no trip to Jackson Hole is complete without a local shopping spree. You heard it from us, it’s time to treat yourself! 

Begin your Jackson Hole shopping journey in historic Town Square and work your way up to the charming Teton Village. With our guided suggestions under your belt, that prickling itch to do some shopping will be scratched. Follow Outpost, and you’ll be shopping like a local in no time! 

Open sign at a local Jackson Hole shop

For The Best Local Souvenirs by Town: 

Town of Jackson

We love stopping by MADE for their artisanal handmade pieces, then heading over to their carefully curated Mountain Dandy on Pearl St., where shop collections boast a vintage masculine aesthetic. These two town favorites will add character to your Jackson Hole souvenir game. 

Teton Village

The G Store is your one-stop-shop for magnets, chains, keyrings, and more. Make sure to pick up an eclectic Provisions donut while you’re in there! 

Wilson

The talented team behind MADE and Mountain Dandy extends their community reach with M in Wilson. Grab a few eccentric stationery sets, custom totes, and tasteful home goods. 

For Outdoor Apparel: 

Get ready to take a shopping (and walking) tour of Jackson while visiting our favorite outfitters for outdoor apparel and gear. JD Highcountry and Skinny Skis have your skiing, hiking, and other recreational needs covered! No spree in town is complete without a stop at Stio, Jackson’s very own outdoor clothing line. When a local spots that pine logo, you’ll be sure to receive a nod of credibility.

For New and Vintage Western Gear: 

We have a soft spot for boutiques filled with quality western gear! Unearth timeless pieces at Womenfolk, a sophisticated consignment store, and JW Bennett, the go-to place for wearable works of art—and hats. Be sure to take a stroll through the infamous Pendleton for a classic flannel or memorable blanket to bring home the colors and textures of the West. 

For Your Boutique Needs

In search of something less western? Some boutiques we’ve fallen for include Altitude, Rodeo, and Roam. You’ll also find various shops, like Terra, sprinkled throughout downtown Jackson, Wilson, and Teton Village that are sure to fill your bag with fashion-forward items.

For Good Reads: 

Valley Bookstore is teeming with books about the area and from local authors, as well as a wide range of classics and new releases. Peel back the crisp cover of your new read after brunch at Cafe Genevieve right across the road! If you find yourself in Wilson, browse through Wilson Book Gallery while grabbing a coffee from Persephone Wesbank just next door. 

It can be difficult heading home after an enjoyable vacation, but this is your opportunity to take a piece of your Jackson Hole adventure back with you – you’ll leave these exceptional stores with bags (and hearts) full of unique goodies. Experience the last of the Old West your way – your mountain getaway awaits. Now, remember, this is our little secret (which we encourage you to readily share)! 

It’s nearly biking season in Jackson

Biking season is just around the corner! Jackson is a fantastic place for all kinds of biking! Enjoy road biking, gravel biking, or mountain biking – whatever your riding style, Jackson is the location for you. As the snow melts, we’re all looking forward to biking season being upon us once again.  

Scenic view from a biking trail in Jackson, WY.

Our favorite places for mountain biking 

Cache Creek Trail System

  • Incredible cross-country mountain biking
  • Easily accessible from the trailhead in East Jackson
  • Links up to Snow King Mountain – enjoy beautiful views of the Tetons and the Town of Jackson from your bike

Jackson Hole Mountain Resort (JHMR) Bike Park 

  • The bike park is open from June 11 to September 11 
  • Extensive lift access to downhill bike trails in Teton Village
  • Wonderful restaurants/Teton Village scene to enjoy after a day of biking

Targhee Bike Park 

  • The bike park will be opening in mid-June
  • Lift access to downhill bike trails
  • Beautiful cross country trails on the other side of the Tetons

Teton Pass

  • Exciting downhill and cross-country mountain biking trails
  • For experienced bikers – trust us

Our favorite places for road biking 

Bike Path from the Town of Jackson to Wilson –or- out to Teton Village

  • Stop along the way for a drink or snack in Wilson: 
  • Ride over the Snake River bridge, looking over the edge to try to spot the trout swimming below
  • Swing by R-Park and admire Thomas Dambo’s incredible Mama Mimi Troll

Bike Path from the Town of Jackson to Jenny Lake 

  • Expansive Teton views the entire ride out – keep an eye out for wildlife along the banks of the Hoback River and in the sagebrush
  • The scenic stretch of park road along the edge of Jenny Lake is breathtaking
  • Be mindful of traffic – the scenic detour along Jenny Lake is a shared road rather than a bike-only path

Local bike experts

Need a tune or rental? Check out some of the great stores in town for all your biking needs: 

And after a long day of biking, bask in the serenity of any one of our Outpost properties – your Jackson Hole home base!

Spring wildlife in Jackson Hole

Did you know that April and May mark the off-season/mud season in Jackson Hole? It’s the quietest time to visit – if you don’t like crowds, now is the time to come out here. Snow is starting to melt, so expect mud on hiking trails and variable weather. You can also expect to see an abundance of wildlife reemerging after a long winter. There’s no time like the present to experience the resurfacing foliage and teeming wildlife of Jackson Hole – and we have all the local insight. 

Herd of bison, featured on a newborn spring baby and its mother, capture in Jackson Hole by wildlife seeker and local photographer Stephanie Pidcock.

Pause and view the Jackson Hole wildlife

In Jackson Hole, we remain present by pausing and viewing the bountiful wildlife. Spring is a gorgeous time to stay wild. Charming baby animals start appearing in the national parks and surrounding areas during the warmer spring months. Migrating elk begin heading north for the summer and can be seen all over the valley… keep an eye out when driving! Majestic moose love hanging near the banks of the Snake and Hoback rivers and in the open sagebrush beneath the Tetons. Resident grizzly and black bears are waking from hibernation, often appearing with new cubs. 

While you can spot wildlife all over the valley, we recommend heading to our area’s treasured national parks: Yellowstone and Grand Teton National Park. You and yours can experience spring wildlife at a safe distance, perfect for your family’s resident photographer or nature lover. Since it’s off-season, the parks are rarely crowded, so you can set aside extra time to explore beyond ever-popular sights like Old Faithful. Note: Yellowstone’s South Entrance opens on May 1, and Grand Teton Internal Park road will open on May 14. 

Before any wildlife excursion, it’s essential to be mindful of your environmental role and impact. Always give ALL wildlife plenty of room; you’re here to discover Jackson Hole wildlife, not disturb it. Please leave every space, plant, and animal as it is. It is incredibly important to Leave No Trace in our natural environments. For your safety and the safety of our wildlife, you must stay 25 yards away from bison, elk, and moose at all times, and 100 yards away from bears and wolves. This is their home, and it is vital to respect that. 

Keep a pair of binoculars or a scope handy in your vehicle for safe viewing of our area’s wild animals. You should always look at animals through binoculars (or a scope) rather than walking up to them. Got a new camera lens? Test it out during a scenic drive in the valley and see what incredible moments you capture. Leaving your vehicle to hike or explore? Be sure to carry bear spray and know how to use it. 

Better yet – book a guided tour for a stress-free and educational family activity! Off-season is a great time to book a wildlife tour with Eco Tours or JH Wildlife Safaris. Their guides will take you to the best places for wildlife, as well as provide tons of interesting information about the area.

As always, the weather this time of year is extremely variable! Be prepared and pack for both sunny and cold days. You can always cozy up in town and recharge in an Outpost property after what’s sure to be a successful day looking for wildlife!

 

Image by Stephanie Pidcock

Alternative Travel to Jackson Hole, Wyoming

Jackson Hole Airport will be closed from April 11 to June 28, 2022, for runway construction. This is a great time to fly or drive in from other areas, exploring new sites! Here are our top routes for your springtime travels to Jackson Hole—

A road leads into Jackson Hole, Wyoming, as you travel in after flying or driving in.

1. Fly into Idaho Falls Regional Airport || Idaho Falls, ID

Rent a car and get ready for a quick road trip! The most direct route to Jackson is via the Teton Pass route. It’s about 100 miles through Swan Valley, Pine Creek, Victor, and over the beautiful Teton Pass into the town of Wilson, WY, and then a straight shot to Jackson and Teton Village.

Looking for a scenic ride? The Snake River route is our go-to! Travel from Idaho Falls, along around 120 miles, weaving past the Snake River that goes through Palisade Dam, streaming in from Yellowstone National Park. Slow down, crack the windows, and enjoy the unique towns, restaurants, and shopping along the way. 

OR

You can take in the views with someone else at the wheel! Shuttles are available from IDA into downtown Jackson. You can make easy reservations here. 

2. Soar into Bozeman Airport || Bozeman, MT

This dazzling four-and-a-half-hour drive through West Yellowstone won’t disappoint. Journey past the Rocky Mountain community of Big Sky, Cinnamon Mountain, and the vast Montana valleys hugging the Montana-Wyoming valley. You’ll also venture through the scenic Teton Valley in neighboring Idaho, then head to Jackson Hole. 

3. Arrive at Salt Lake City International Airport || Salt Lake City, UT

Treat yourself to a five-hour drive through awe-inspiring canyons! Make the most of your day and stop at Bear Lake and Lava Hot Springs along the way. Grab a growler to-go at Grand Teton Brewing Co. in Victor, Idaho, before traveling into Wilson and Jackson. 

4. Fly Privately into Driggs-Reed Municipal Airport || Driggs, ID

A lively one-hour and ten-minute drive awaits you, but we invite you to spend some quality time in Idaho. Rise Coffee House is a local staple in Driggs for brunch, sweet treats, and coffee. Landing later in the day? Enjoy a lunch or dinner at Teton Thai before heading over the pass!

A snow-covered empty high is seen, a sight you can expect as you travel to Jackson Hole, Wyoming.

Where to Stay When You Travel to Jackson Hole, Wyoming 

Okay, you’ve finally arrived in Jackson Hole and are ready to relax! Outpost has the perfect places to stay, so check out our six featured properties: 

Insider’s Guide to the Rendezvous Mountain Festival

Springtime in Jackson Hole just got better, with the return of the iconic Rendezvous Mountain Festival. After a two-year hiatus, our beloved spring music festival returns for its seventh season, ushering in spirited headliners, amicable crowds, and good vibes all around. Join us over at Outpost for two thrilling days of free concerts, and exciting spring skiing. Make sure to book your life tickets well in advance. You’ll be more than prepared to say “Goodbye Winter, Hello Spring,” alongside visitors and others in the local community, with our insider’s guide to the Jackson Hole Rendezvous Mountain Festival. 

An event flyer for the Rendezvous Mountain Music Festival, in Jackson Hole, WY.

Rendezvous Mountain Festival Line-Up 

The biggest music fling in town returns April 1-2, 2022, set against the picturesque backdrops of Jackson Hole Mountain Resort and historic Town Square. Every year, this free outdoor festival draws in legendary music acts, like Portugal. The Man and Nathaniel Rateliff & The Night Sweats. We’re so excited to introduce (and watch) this year’s talented line-up! 

Friday, April 1

Multi-platinum Fitz and The Tantrums will open the festival in Town Square, supported by folk singer Brett Dennen! Both artists have established themselves as hit-makers, consistently leaving their mark on the music industry. We guarantee that their feel-good jams will send cheerful ripples through your soul, warming you from your snow boots to your beanie. 

Gates open at 5 p.m. 

Saturday, April 2

Catch a passionate and soulful performance on Saturday by Ben Harper & The Innocent Criminals, multi-instrumental Grammy-winning musicians weaving together reggae, rock, blues, and soul genres. Supporting bands Cold War Kids and The Wailers carry their own impressive merits as global festival circuit staples. You don’t want to miss this undoubtedly memorable penultimate show! 

Gates open at 4 p.m.

Free general admission is first-come, first-serve, with optional paid VIP tickets available.

Come As You Are

Rendezvous Mountain Festival brings together the best of both worlds: great music and spring skiing. Remember to book your lift tickets well in advance. Come as you are every festival night, straight from the slopes, and seamlessly blend into the sea of locals and out-of-towners. You already know where to find us locals this festival season—skiing during the day and enjoying stellar concerts in the evenings!

Stay near the Festival 

Get festival ready by staying in one of our Teton Village and Town of Jackson rentals located near both event locations. These festival outposts grant you access to authentic mountain living and desired proximity to all spring concerts. See you this spring for the ultimate Jackson Hole rendezvous! 

Romantic Getaway Guide to Jackson Hole

No matter how you feel about Valentine’s Day, we can all agree that Jackson Hole has been well below freezing lately, and it’s the perfect time to cozy up to your favorite companion —human, dog, or otherwise. Here’s your guide to finding romance in the chills of winter. 

Our team at Outpost has created a romantic getaway guide to Jackson Hole. No matter if you’re looking for a delightful staycation or visiting us from afar, we all deserve a little more love in our lives. After a rather interesting few years, Valentine’s Day 2022 couldn’t come any sooner. And hey, we get it… planning worthwhile couple activities can be challenging—we’ve got you covered. 

A couple ride the ski lift together during their romantic getaway to Jackson Hole, WY.

Plan a Romantic Getaway to Jackson Hole

No Valentine’s Day is alike, but there are certainly a few key places we like to enjoy with our sweethearts. You can pick and choose from the recommendations below, creating your personalized romantic getaway in Jackson Hole! 

For the Foodie

Start your mornings off right with an Indulgent breakfast (or coffee) date at Persephone. The cinnamon brioche and egg sandwich are our favorites! You can pick up a “Bake-At-Home” batch and share it with your loved ones (or not). 

We all can’t be early risers. It’s alright though; our favorite date night spots are perfect for you! Sit side-by-side at Sudachi’s sushi bar, located on Wilson Westbank, and indulge in a nightly chef’s tasting menu (omakase). Venture to the Town of Jackson and share some delicious hand-made pasta at Glorietta. Staying near Teton Village? Throw on your favorite ski sweater and go straight from the après at the Spur to elevated wood-fired pizza at Osteria. 


For the Adventurers

In addition to our appetite for good food, we love spending intimate time with our partners in the great Jackson Hole outdoors. Drive out to watch the sunset/sunrise in Grand Teton National Park – you can’t go wrong with the views from any of the main pullouts. Plan a fun ski day together at Jackson Hole Mountain Resort (JHMR) and create thrilling memories— be sure to ride on the cozy two-seater Marmot chair! 

Stay with Outpost

Your love deserves the world, and that’s exactly what a romantic Jackson Hole getaway provides! Gain a refreshing perspective and appreciation of one another when you stay in Outpost’s one and two-bedroom vacation rentals. These private retreats will only bring you and yours closer this winter.

Tired of Winter? Set Your Summer Plans with Outpost Now

Outpost is accepting summer reservations, just in time for all of us looking forward to warmer days. Start shaking off the winter blues and secure your summer plans now. We know all the odds and ends of the Jackson Hole valley and are here to help you enjoy the last of the Old West. 

Grand Teton, a wonderful Wyoming staple, is pictured during a summer with Outpost.

Wyoming summers are one-of-a-kind, and we’re grateful to be in the heart of all the action, located near beautiful Grand Teton National Park. With over 200 properties to choose from, there’s a summer home for everyone at Outpost. However, vacation rental planning is just one piece of the larger vacation experience puzzle. There’s no vacation without worthwhile activities! Many in-demand Grand Teton summer activities need to be booked in advance, so let’s get started—

Guided Fly Fishing 

Access all the major rivers in the Jackson Hole area when you enjoy a guided fishing trip with Fish The Fly Guide Service. The talented guides can cater to any ability level, from novice to expert. It’s a fun summer activity that takes you to scenic places around Grand Teton. 

Sunrise Scenic Float

Kick your feet up and meander on the park’s Snake River during a scenic float trip! Get an early start, cruising about as the sun rises, setting the sky ablaze with gorgeous reds, oranges, and yellows. Keep your eyes peeled for some of the incredible wildlife that lives in the valley – animals are frequently seen along the riverbank at this time of day. We recommend booking with Dave Hansen or Solitude. 

Sunset Wildlife Safari with EcoTours

Here at Outpost, we cherish Jackson Hole’s diverse wildlife and encourage our guests to experience it for themselves. Bask in the glorious Grand Teton ecosystem with an EcoTours Sunset Wildlife Safari. You’ll drive around the backroads, avoiding summer crowds, and be treated to uninterrupted observation of wildlife, from moose and elk to grizzly bears and bison. 

Teton Views from Your Jackson Vacation Rental 

Even when you’re not physically in Grand Teton National Park, our rentals in the Town of Jackson and North of Town boast stunning Teton Views. Grab a fresh cup of coffee and feel the rising sun on the back of your neck as you stand on your spacious private mountain-facing patio. Outpost has the perfect summer home bases available for reservations today! 

Outpost’s Summer Quick Tips:

 
Road Closures 
  • Grand Teton National Park’s Granite Entrance park road will be closed during the summer of 2022 for maintenance. For visitors staying in Teton Village, please be aware that you will need to drive through the town of Jackson to access the park. 
  • If you’re coming in early summer, please note that the Jackson Hole Airport is closed April 11th – June 27th. Shuttles are available from Salt Lake City, UT, and Idaho Falls, ID, or you can enjoy a road trip out here.
Restaurant Reservations

Make sure to book restaurant reservations in advance, too! Check Resy/Open Table six to eight weeks before your vacation. We love the outdoor dining at Orsetto and Roadhouse Brewery in the Town of Jackson. Calico in Wilson is another favorite of ours. Wyoming summer nights are cool, so don’t forget a jacket!

3 Spacious Jackson Hole Homes for Safe Travels

With spring and summer right around the corner, many of us are searching for the perfect family or group vacation while navigating the current travel environment. Outpost has a beautiful portfolio of vacation rentals, ranging in size from cozy condos to luxurious and spacious family homes.

Outpost is dedicated to providing guests with safe accommodations during this pandemic. Our thoroughly sanitized Jackson Hole luxury vacation home collection suits large groups seeking space! You can enjoy the finer things in life, from lavish furnishings to incredible mountain views. Our guests book with confidence, knowing we take all the proper precautions prior to your upcoming visit. Keep reading for more details on the three featured Jackson Hole homes for large groups—

Granite Creek Escape

One of our largest western-style homes, you and 23 other guests can sleep comfortably in Granite Creek Escape. This ski-in/ski-out eight-bedroom home allows large groups to get away from the bustle of Jackson Hole, WY. Gather around the fireplace, hot tub, or large kitchen island with those you love. 

Holly Drive Homestead

This rustic single-family home is ideal for multi-family groups looking for a chance to spread out! Everyone will have their own little space at Holly Drive Homestead, which sleeps up to 14 guests. You will still be within close proximity of all activities in Teton Village while feeling removed from it all.

Shooting Star Lodge 7

Get prepared to feel incredibly cozy in this luxury family home that can sleep up to 10 people and features an extensive array of amenities. You and yours can relax in the private hot tub, by the gas/wood fireplaces, and at the stove in your very own gourmet kitchen! It’s perfectly suited for those needing a warming, luxurious retreat after a day out on the mountain.

Gain Peace of Mind by Staying with Outpost

Book your spring family home with Outpost online today! When you book directly on our site, you can save between six to twelve percent of the total price, avoiding exorbitant third-party service fees. Please read more about our commitment to your Jackson Hole travel health and safety here.

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