Festive Holiday Getaways | Travel

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Stay Reel: Sleigh the holidays

From planning a festive getaway to gift wrapping in peace, gear up for holiday cheer with these one-of-a-kind stays.

By Alison Cavatore | November 27, 2024

Alison Cavatore

Alison Cavatore is the Assistant Editor for the Content Marketing team at Hilton. She has written and copyedited for numerous print and digital publications in the U.S. and abroad. Born in Pittsburgh, PA, Alison has lived in Miami, Scottsdale, Holland, France, Switzerland and Canada. She currently resides in the Washington, D.C. area.

The holidays are fast approaching and no matter how you celebrate the season, preparation is key. From choosing the perfect destination or staycation to gift wrapping and decorating, it’s important to find balance and make time for family, friends and yourself. Whether you’re enjoying the festive season in your hometown or visiting a new destination, these one-of-a-kind stays are guaranteed to spark the magic of the season.

Seasonal adventures

The holiday season is the perfect occasion to explore a new destination. From twinkling holiday lights and joyful sleigh rides to world-class monuments and curated cocktails, a festive getaway may be exactly what you need this winter. If you’re craving an urban adventure to soak up the season, consider destinations that are filled with holiday cheer. Cities like Toronto, Mexico City, Denver Chicago, and St. Louis are aglow with elaborately festive lights and holiday markets. Explore a new city or return to an old favorite to indulge in wintertime adventures in world-class settings for an unforgettable holiday vacation.

Gift-wrapping weekend getaway

When you’re in holiday prep mode, finding the time (and privacy!) to wrap gifts can be a challenge. With excited prying eyes peeking around every corner of your house, maintaining the element of surprise requires some serious strategy. In the spirit of holiday traditions, TikToker Laura McKelligan came up with an inspiring solution: take an annual gift-wrapping weekend getaway to ensure she gets all the peace and quiet she needs to get the job done – with downtime to enjoy room service and holiday movies, of course! To help McKelligan celebrate her third annual wrapping weekend, the Hilton social team worked with the team at Tru by Hilton Concord to surprise McKelligan with a stay and a welcome box with wrapping paper, tape, scissors, bows and snacks from the hotel’s Eat. & Sip. market. With all her gifts perfectly wrapped and ready for the holidays, McKelligan shared a recap of her productive (and fun!) stay and thanked Hilton for keeping the tradition alive. Here's to the season of giving!

Warm up in Wailea

Brrr! If dodging the frigid cold of winter is a top priority for you this holiday season, then consider a sun-filled, warm-weather getaway that includes a perfect island escape in Hawaii. Relax and recharge with sun, sand and stunning ocean views at Grand Wailea, A Waldorf Astoria Resort. Whether you’re dipping into the family-friendly activity pool, venturing out to take part in unique experiences and adventures, exploring the local cultureor indulging in a holistic wellness treatment at Kilolani Spa, you’ll be able to celebrate the unique heritage and rich culture of Maui all while enjoying the ultimate spirited stay under the sun.