Jackson Hole High Mountain Skiing

How to Vacation Jackson Hole: Winter Edition

Our portfolio of luxury rentals provides the perfect homebase for settling into the Jackson Hole groove and making the most of your time in the valley. Even better, we have ideas for how to get out there, whether you’re pursuing a banner week in the snow or something a little more supine. Here’s Vacationing Jackson Hole, cut four ways.

"Montalto" by Maria Teresa Meloni

Art in Context

Working with our inspired friends at WRJ Design, we co-presented an exhibition of Maria Teresa Meloni’s photographs and Marco Caratelli’s tempera paintings. The opening, graciously attended by more than 50 guests, became a celebration of Italian aesthetics.

“Home” for the Holidays in Jackson Hole

One could be excused for confusing Jackson itself with a gingerbread village sporting snow-dusted evergreen trees, deep powder, and a Town Square merrily twinkling with Christmas lights. Of course, the elk antler arches are a hint that this is the holidays alright…yet with a magical twist. Our Clear Creek Group concierge team is on hand to advise and connect our guests with some of the exceptional resources and services. We’re dreaming of a white (and stress-free) Christmas for you and yours.

Prairie's End Master Bedroom

Hearth & Home: Bundle Up Next to These Wow-Worthy Jackson Hole Fireplaces

The word “hearth” is a cognate of Dutch, German, and Old English origin that dates roughly to 900 A.D. Clearly, humans have been trying to get this fireplace thing right for awhile. In Jackson Hole, the quest for the coziest, most hot-cocoa-and-mulled-wine friendly fireplace continues unabated.


Tayloe Piggott believes people need art in their lives. By basing her blue-chip art business in this majestic environment, she finds resonance between people’s profound connection with place and the potential to profoundly connect with the art. Both art and nature sustain our souls. As they have hers: A Virginia native, she stopped in Jackson en route to California. Twenty-eight years later, she reflects on the art community as it was, is, and could be. Integral to the aesthetic future of the valley, we applaud the resonance of her resolve to share vanguard art with Jackson and beyond.

People laugh when I tell them I had a hard time deciding between vet school and art school. Having studied interior design a bit, I always loved art and space, and yet, I ultimately chose an academic path toward animals. After school, I set out for San Francisco and drove through Jackson. I thought I might spend a winter here before I landed a serious job. I arrived in October and that first day, met artist Mike Piggott. He had just left Los Angeles and was on his way to New York. We were both in transit.

I fell in love with Jackson that very first weekend—rafting down the Snake River, watching the kayakers at Lunch Counter, hiking in Grand Teton National Park, seeing the sunset at Dornan’s. Truly love at first sight. I stayed for the winter and learned how to ski, and come springtime, I felt I had earned a summer. And one season led to another.

After years of doing different jobs, Mike and I realized that we felt most at home in the local art community. And we knew that for us to maintain a life in Jackson as engaged creative people, we would need to help bring more contemporary culture to the valley. So we opened a frame shop, which quickly became a hub for local artists. They would stop by, drink coffee and talk about art outside of the Western art market. Jackson has always attracted many different types of artists, but back then, galleries didn’t reflect that diversity. Our friends needed a place to show their work, so we started exhibiting local talents alongside established artists. And so, the frame shape evolved into an art gallery. Tapping my early retail experience selling high-end luxury goods, I understood how to the grow the business into interior design and jewelry.

I channeled my passion for beautiful things into pushing the boundaries of what was possible in Jackson. Even now, I find myself constantly testing what the market can hold. I’m often three years ahead of the curve; I spend three years cultivating support for something – be it a new artist or designer – and then I see their work slowly gain acceptance. It’s been a patient process of supporting the community and building relationships with clients who understand my vision. Relationships are what make this business so compelling. Jackson Hole draws intellectual, business-savvy world travelers who know what they love at first sight.

Here, we live in place where so many people are jumping off cliffs for fun; I feel so grateful to be supported by my clients and my community as I jump off cliffs professionally. Jacksonites live with risk. There is so much risk inherent in building a business, in the volatile art world no less. A lot of self-education has taken place. My journey in the art world has revealed how small it ultimately is. Artists introduce me to other artists, as do like-minded galleries. Clients too: They see new work and share their encounters with me. An aesthetic thread connects us all.

Beyond introductions, travel helps me continually broaden my taste. By visiting international art fairs, museums and galleries. I have established an amazing network of other dealers, all of whom have been very supportive. And yet, doing what I do, where I do it is blessing. My clients have forged strong ties to Jackson Hole, and I have been able to be part of that experience. My clients connect deeply to the places where they live and to the artwork they collect.

Jewelry, like art, evokes memories. Having carried jewelry from day one, I consider it another form of connection. Some of my favorite childhood memories involve watching my mother dress for a party: I would dip my hands into her bountiful jewelry box and offer glimmering gems for her to try. I reveled in her witnessing her transformation into a glamorous goddess. Later on, I’d listen for her return, signaled by the delicate jingling of her charm bracelet. I’d pretend to be asleep as she leaned over me, an angel awash in Shalimar perfume, and kissed me good night. Forevermore, jewelry has symbolized such beautiful memories. Similarly, art and memory are inextricably linked for me: My first experience with art was visiting my grandmother and always finding her in favorite chair with her favorite painting on the wall behind her. That artwork is an integral part of my memories of sitting on her lap, ensconced in happiness. Yes, art and jewelry are luxury items, but they are crucial to our emotional connections. I do believe people need art in their lives. Art tells the story of our time, the diary of our lives and our culture. Why did a person buy that painting at that point in their life? Collecting becomes part of their personal journey. It becomes a passion. Memories accumulate with each thoughtful acquisition. Art is a milestone that can be shared, not just with relatives and friends. It becomes the expression of a particular generation. It becomes part of a community. For me, the element of community makes the risk worth it. I feel better knowing perhaps the community will benefit from my leaps of faith. Without a contemporary art museum in Jackson, I hope to fill a bit of that role.

My art form is the curatorial side—how an exhibition comes together, how each piece is presented, how working with an artist over years makes the work all the more profound, how the vocabulary is expressed. When a work is installed in a home, it becomes part of that family’s conversation. I am grateful to my clients for trusting me to introduce new pieces into that intimate space. I can see what they need, and how a work might amplify their lives. I love the process of placement. That’s where my visual art comes in.

Above all, I believe in good painting—these days, it’s almost a lost art form. And I believe good painting can be found across the price spectrum. I’m always searching for virtuosic painters. I’m not swayed by recognition. It doesn’t matter to me who represents who; all that matters is that the painting represents a highly skilled hand. There are so many artists out there who are extremely talented but have yet to be discovered. I try to achieve a balance among the artists I bring onboard, a balance between established and emerging artists. Every day, I want to look at the walls of my gallery and feel good about the work and the artist we represent. I want to feel at peace in the space I’ve created.

My current exhibition, Beyond by Paul Villinski, epitomizes the many levels on which I work. It’s a good example of taking a risk: These are not easy pieces to place because they are so large and they thus require large spaces. Beyond is as much about offering the community the opportunity to see contemporary grand-scale work as it is about showing a museum-quality exhibition. Ambitious in scope, it shows that we, as a gallery, are standing on our own two feet: We believe in what we are doing, we believe artists should be able to make this kind of work, regardless of its marketability.

This exhibition is not just about selling art. It’s about supporting an artist in his need to create. Paul had to make this work. He couldn’t hold back, particularly if he wants to evolve into the best he can be. It is my job, my duty to allow artists to explore their creativity, to encourage them as they go for it. When I’m working with an artist on a large-scale exhibition like Beyond, there’s always an “Oh dear” moment. “Oh dear, this is going to cost a fortune,” or “Oh dear, the shipping is going to be outrageous.” In those moments, I remind myself: “Dammit, we have to do this.” The artist has been given a vision. The artist has to get it out. It’s my responsibility to make sure the public gets to experience that as a collective leap of faith, as a communal dialogue on pushing the limits of creativity. This body of work builds on a show Paul did several years ago in Jackson. It elicits such an incredible emotional response from all ages: A baby came in the other day, barely a year old, and his eyes were as big as saucers and he was pointing wildly at everything with such absolute awe. Days later, an elderly gentleman stopped by and spent an hour with the work. He left in tears, saying, “That was one of the most beautiful shows I have ever seen.” That’s when I know I’m doing what I’m supposed to be doing, when we, as a gallery, are doing exactly what we should. When it means something to people.

Sweetwater Gondola Construction at JHMR

When the blades spin, skiers and snowboarders grin

We are fortunate to have Jackson Hole Mountain Resort playing such a prominent role in our community. They are as committed to the valley as they are to improving the ski area, and improving it they most certainly are! In recent years, not only have we witnessed the replacement of the Aerial Tram, but JHMR has added a number of new lifts, and their long-term vision for the ski area is equally ambitious.

With the construction of any new lift, this time the Sweetwater Gondola, comes a flurry of activity. Anyone who spent time in Teton Village over the Memorial Day Weekend noticed the gondola’s myriad of pieces and parts being hoisted one at a time, up the mountain, each dangling securely beneath a beautifully restored, retro-fitted, and liveried, Sikorski UH-60, more commonly known as a Blackhawk.

The helicopter, the first of its kind to be used for heavy-lift operations, belongs to Timberline Helicopters, out of Sandpoint, Idaho. They’re the same team you’ve seen hauling the infrastructure at JHMR during previous expansion operations, and if you’ve taken the time to get to know them, you’ll see how special it is to make a living doing what one loves to do. Their team consists of Pat Trask, who handles refueling duties, Brady Schaures, who ensures Timberline’s helicopters are meticulously maintained, and the guys who man the controls, Riki Moore, Co-Pilot, and Chief Pilot / Vice President, Brian Jorgensen.
































Community Core

Historically, the market anchored civilization, as in the agora of ancient Greece and the forum of ancient Rome. Now, the concept pervades the modern world with souks, bazaars and mercados serving as the centers of their communities. In Jackson Hole, the market custom has come to life in the form of Pearl Street Market and Aspens Markets, two sites that serve as hubs for their surrounds. The Clear Creek Group proudly partnered with Pearl Street Market on a photo shoot featuring our newest property.

Modeled after a traditional market, Pearl Street Market prides itself on its master butchers and their commitment to sourcing responsibly raised, fished and harvest protein. With this unwavering mission in mind, the market buys whole steers and pigs from Jackson’s own Lockhart Cattle Company and Robinson Family Farm and Ranch in Bedford, WY and Lockhart Cattle Company—both of which raise all-natural, grass-fed, antibiotic- and hormone-free livestock. The butcher department’s case of poultry and seafood abides by the same high standards of quality.

As a one-stop shop, the market’s grocery selection is both well-curated and comprehensive. Organic items share shelves with more conventional fare, and new products complement trusted labels. The produce section abides by the Environmental Working Group’s Dirty Dozen guide to pesticides in produce, therefore stocking organic when advised and conventional when appropriate. Rounding out the market offerings, the Aspens outpost stocks cookbooks, gifts, kitchen supplies, cosmetics and more.

As our photo shoot writ large, both Markets nourish their neighbors with fresh, thoughtful fare. Having recently expanded to include Pearl Street Market, this wholesome concept now supports the entire valley. We count ourselves lucky to have a pair of markets anchoring our community.

Essential Arrangements

If there were one verb to perfectly illustrate the Jackson Hole experience it might be discover. From all over the world our guests travel to Jackson Hole in search of the unexpected – occasions of momentary surprise, recreational triumphs, the forgotten tranquility of a long overdue retreat. The process of discovery is an inexorable highlight of the Jackson Hole experience and an integral part of our operational philosophy.

Here below the unbridled peaks of the Teton range, motivated by the ever-present landscape, each guest experience serves as an opportunity to surprise. From the most highly anticipated reservation to the subtlest of home accessories, the careful balance of distinct elements and detail culminates into an overall harmony, one which defines an individual’s stay. Layer by layer we choreograph each new rental property with meaningful accessories, inviting our guests to pause and discover a residence alive with elegance and personality.

Essential to this effort is the company of trusted local artisans. Recently The Clear Creek Group collaborated with boutique flower design studio Floral Art in Jackson, Wyoming to furnish a guest residence with floral arrangements. Founder, Ian Whipple’s passion for texture, color and composition reflect a unique understanding of the local landscape and a one-of-a-kind interpretation of the Jackson Hole ethos. “An arrangement should highlight and foreshadow a guest’s experience,” notes Whipple “from bud to bloom the flower unfolds like a story, bringing with it a sense of discovery at every turn of the page.”

Thoughtful additions to each of our residences – such as an unassuming floral arrangement – become catalysts for conversation, vehicles for inspiring new memories and subtle endorsements of an otherwise exceptional stay in Jackson Hole. Unexpected nuances add depth to the guest experience. It is the discovery of these most minute of details that makes a house a home.

Winter Wonderland

There is winter – the sparkly scenes from magazine spreads – and then there is winter – the long, deep freeze that cloaks Jackson Hole. As serious as winter is around here, locals make the most of the snowy season by being serious about their pastimes. While downhill skiing often steals the spotlight, a host of activities make the Tetons a winter wonderland. Whether donning ice skates or sipping Belgian hot chocolate, winter-lovers know where to find cozy camaraderie amid the cold.

Be Sporty

With snow, the valley becomes a playground of winter sports. The trails snaking through public land become tracks for Nordic skiing. Weekly grooming of Cache Creek and the Snake River dike allows for the speed of skate skiing or the serenity of classic. Or venture into Grand Teton National Park for a more natural experience.

Snow, for some, may signal the end of cycling season, but intrepid bicyclists make the burly transition to fatbikes come winter. Try out the beefy treads on the same forest trails that skiers enjoy (sharing means caring).

For family fun, head downtown to the Town Square. As soon as temps drop below zero, the western corner of the square becomes a skating rink open to all (conveniently, rent skates on site). Pop music and night lights make it a fun evening excursion for families.

After so much activity, take solace in spectating: Jackson Hole is home to a show-stopping hockey team. The Jackson Hole Moose Hockey Club plays nearly every weekend to the delight of the loyal local audience. Check out the schedule here.

The sporty life in Jackson Hole knows no limits.

Be Social

Beat the shivers by retreating inside restaurants. From fireside dining to dishes designed with warmth in mind, a plethora of places make winter the season of edible delights.

Daytime activities should always end with a delectable cup of Persephone Bakery’s hot chocolate – a rich soup of molten Belgian chocolate topped with a house-made marshmallow (vanilla or peppermint). On the same sweet note, the warm chocolate soufflé (doused in Grand Marnier anglaise) at Snake River Grill is the perfect way to cap an elegant fireside dinner. Channel the coziness of a campfire at Trio with its s’more, a wood-oven roasted house-made marshmallow atop a graham cracker-crusted brownie.

Always skipping to dessert, savory standouts include the Napoletana-style pizzas of Pizzeria Caldera, the ever-changing menu of Gather, the carnivorous cornucopia of Local, the cabin-eclectic fare of Sweetwater Café, the stylish South Asian scene at The Indian, the award-winning nanobrews at Thai Me Up, the modern Mexican of Hatch, the creative rolls at King Sushi, and the wine-bar bites of Bin 22. No matter the appetite, Teton restaurants guarantee memorable meals made all the more magical by the sparkling scene outside.