The holiday season is the perfect time to create moments that last long after the decorations come down. Whether you’re dreaming of snowy mountain retreats, luxury winter resorts, or sun-soaked coastal escapes, our curated collection highlights the best destinations to make your December getaway truly unforgettable.

Discover where to stay, celebrate, and unwind this season with Katie Bean Travels, your guide to exceptional holiday experiences.

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Top Luxury Holiday Resorts in the U.S

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‍One&Only Moonlight Basin - Big Sky, Montana

Opening this November, One&Only Moonlight Basin is making its Montana debut just in time for the winter season. Surrounded by snow-dusted peaks and offering seamless gondola access, the resort blends Big Sky’s natural beauty with One&Only’s signature style: refined, relaxed, and quietly luxurious. Whether you're planning a holiday escape with family or craving a slower, scenic reset, it’s a fresh new way to experience Montana in winter.

The resort’s inaugural holiday season promises a full lineup of festive experiences, from tree lighting ceremonies and live music to cozy après lounges and indulgent seasonal menus. Families can enjoy holiday crafts, frosting sugar cookies, and Santa sightings, while adults will appreciate Champagne toasts, fireside cocktails, and wellness offerings to balance it all out. With every detail wrapped in warm hospitality and thoughtful design, One&Only Moonlight Basin brings a beautifully curated holiday experience to Big Sky just in time to start a new tradition.

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‍Nemacolin - Farmington, Pennsylvania

If there’s one place that completely leans into the magic of the season, it’s Nemacolin, with Hardy’s Holiday Village being the heart of it all. Set in the snow-covered Laurel Highlands, this is beyond the average holiday escape; the entire resort transforms into something that feels straight out of a dream, but with all the luxury and polish Nemacolin is known for.

The village has everything from sweet, memory-making moments like gingerbread house decorating and visits with Santa, to festive nights designed just for the adults with cocktails, music, and a little bit of mischief. Between the charming boutiques, the scent of freshly baked pastries in the air, and a backdrop of winter adventures, from sled dog rides to cozy fireside evenings, it all comes together in a way that feels thoughtful, elevated, and truly unforgettable.

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‍Four Seasons Resort  - Orlando, Florida

If you're dreaming of a stay that feels both indulgent and festive, Four Seasons Resort Orlando at Walt Disney World Resort is the answer. The property feels like a true holiday retreat: elegant, spacious, and perfectly dressed for the season.

Enjoy holiday dining at Capa and Ravello, and New Year’s Eve celebrations perfect for families and couples alike. Kids will delight in holiday-themed activities from story time with Santa to festive movie nights and a frosty “polar plunge,” while adults can indulge in seasonal spa treatments and sip cocoa at pop-up dessert bars. And when you’re ready to explore beyond the resort, the enchantment of Disney’s holiday celebrations is  just moments away.

With complimentary transportation from the resort and early park entry, spending the day at Disney World is as seamless as it is unforgettable. Families can enjoy the festive parades, seasonal events, and sparkling nighttime displays, then return to the resort for a quieter kind of magic.  With every detail, from the twice daily turndown service to the twinkling lights across the grounds, feeling thoughtfully curated. It’s a holiday experience that brings together the enchantment of the parks with the elevated comfort and ease that only Four Seasons can offer.

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The Ranch at Rock Creek – Philipsburg, Montana

As the only Forbes Travel Guide Five-Star dude ranch, nestled in a stunning Montana valley, The Ranch at Rock Creek is quintessential Western five-star hospitality. It takes on a different type of magic when snow blankets the landscape and transforms the ranch into a breathtaking winter wonderland.

Guests can customize their days with a wide range of all-inclusive winter activities, including downhill skiing and snowboarding on nearby slopes, snowmobiling, cross-country skiing, ice skating on the private pond, snowshoeing through pristine trails, and fat biking. For those seeking a truly rustic adventure, the on-site rifle range and wildlife tracking are the answer to that calling. Evenings on the ranch come alive with farm-to-table dinners, live music, and seasonal cocktails served in their Silver Dollar Saloon. It’s an unforgettable winter escape that feels truly authentic, and could very well become your annual holiday tradition.

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The Breakers - Palm Beach, Florida

December looks a little different at The Breakers Palm Beach with its warmer skies, ocean breezes, and a resort that captures the season’s magic without the chill. With its forever present sweeping coastal views and iconic palm-lined drive, the property transforms for the holidays into a winter-inspired tropical escape, complete with larger-than-life trees, sparkling lights, and a sense of celebration that fills the Florida air.

This year’s holiday programming offers something for every guest, from gingerbread house decorating and festive movie nights to the Candy Cane Carnival. Children can enjoy laser tag, fireside s’mores, and the dazzling light displays at the Family Entertainment Center, while the Winter Blast Carnival is filled with ice cream treats, balloon artistry, and a unique wildlife encounter. Whether seeking a refined seasonal retreat or a memorable family gathering, The Breakers presents a holiday experience of both classic elegance and coastal celebration in a way that only Palm Beach can.

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Brush Creek Ranch – Saratoga, Wyoming

Picture this: Waking up Christmas morning in a private log cabin, snow falling softly outside, and the smell of fresh pine from the tree you hand-picked on a snowshoe outing. Brush Creek Ranch offers a true winter retreat, from festive sleigh rides and hot cocoa by the fire to snowcat-access skiing on a private mountain and gourmet holiday feasts at the Cheyenne Club.

A magical collection of seasonal activities for a once in a lifetime Christmas experience. Gingerbread decorating with the pastry team, ornament-making with cocktails, creekside s’mores after a snowshoe trek, and tastings at the ranch's own distillery, just to name a few. Whether you're traveling with kids, your partner, or a group of friends, this is the kind of place where holiday traditions are not just celebrated, they’re elevated.

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Fairmont Princess – Scottsdale, Arizona

In the heart of the Sonoran Desert, the Fairmont Scottsdale Princess brings the magic of the holidays to life with its iconic Christmas at the Princess celebration. Beginning in late November and spanning through early January, the resort’s 65 acres are transformed into a dazzling winter wonderland, complete with over 6 million lights, holiday decor, and cozy desert evenings spent fireside under the stars. With palm trees wrapped in lights and skating rinks glowing in the warm Arizona air, it’s a holiday celebration that’s both unexpected and unforgettable.

From ice skating and train rides, to milk and cookies with Mr. & Mrs. Claus, the lineup is a festive dream for all ages. Guests can enjoy nightly snowfall, roast marshmallows at firepits, ride down a 120-foot Snow Mountain slide, or sip seasonal cocktails in private igloos. With themed villages, larger-than-life displays, and plenty of ways to make memories (and take photos), Christmas at the Princess is a one-of-a-kind desert holiday experience.

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Montage - Big Sky, Montana

When winter settles over Montage Big Sky, the entire resort feels like it was made for the season. Montage is the kind of quiet luxury that doesn’t need to announce itself, with warm fires glowing in the mountain air, s’mores and hot cocoa waiting each evening, and thoughtful touches around every corner that make the holidays feel both elevated and effortless. 

Days start on the slopes, with ski-in, ski-out access to Big Sky’s world-class terrain, then soften into something slower. Tree lighting with mulled wine and raclette, handwritten letters to the North Pole, or stealing a moment under the Montage Mistletoe. Each night of Hanukkah, there is a traditional menorah lighting ceremony, celebrating the joyous festival of lights in a setting as welcoming as the season itself.

From snow tubing under the stars to celebratory feasts and spa escapes, Montage Big Sky manages to make the holidays feel both beautifully curated and personal, like the season was designed just for you.

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Why Book With Katie Bean Travels?

As a proud Virtuoso agency, Katie Bean Travels offers exclusive perks, insider access, and personalized service that turn great trips into lifelong memories. Whether you’re searching for the best luxury resorts for the holidays or planning your next family getaway, these destinations go beyond travel, they’re experiences designed for connection, tradition, and celebration.

Let Katie Bean Travels help you plan a luxury holiday escape that’s as special as the people you’re spending it with.