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Best Cities for Holiday Cheer This Festive Season

Updated: Apr 10

There are hoards of best places to visit in winter in USA to elevate your travel game!


If your heart pumps for snow, frozen lakes, and paradisiacal settings, the North Pole is your ultimate haven. Here, you can witness the entire city immersed in Christmas elation that also makes it one of the best places to visit in December in USA. To add to your delightful experience are the northern lights that impart you with a once-in-a-lifetime experience. With a population of only 2,740, Alaska is one of the happiest places in the USA.

This quaint town is fully lit during Christmas when the annual ‘North Pole Christmas In Ice Contest’ and The ‘Winter Festival’ take place. While the contest welcomes ice sculptors to flaunt their craftsmanship, the festival gathers people for exciting activities and events. Besides this, Santa Claus House is another element that draws the attention of travelers. This huge store is crammed with aisles showcasing Christmas decorations and also a real Santa who calmly listens to everybody’s Christmas wishes.

New York City

New York City is the ultimate destination for holiday cheer, where you can immerse yourself in a dazzling winter wonderland. From the majestic Rockefeller Center Christmas Tree to the cozy ice skating rinks in Central Park, the city offers iconic sights that will fill your heart with joy. You can also explore the city’s festive holiday markets, watch spectacular Broadway shows, and join the world-famous Times Square New Year’s Eve celebration. You can also experience some more holiday cheer in the Winter Village at Bryant Park, where you can glide on a free ice-skating rink and shop for unique gifts. Don’t miss the chance to see the Radio City Christmas Spectacular with the Rockettes, a classic New York tradition.


Welcome to Aspen, a snowy paradise brimming with holiday cheer, tailor-made for renters who love festive fun. This Colorado gem offers some of the finest skiing and snowboarding experiences on the planet. The downtown area, a twinkling haven of festive lights, sets the stage for cozy après-ski moments. Plus, both tourists and those renting in Aspen can indulge in luxury shopping, fine dining, and exclusive events in this upscale winter resort town.

If you get here for the holidays, don’t miss the annual 12 Days of Aspen event, where you can enjoy free ice skating, holiday treats, and carolers. Then, there’s the Aspen Santa Fe Ballet’s “The Nutcracker,” a seasonal highlight that will fill you with holiday cheer. And for a truly memorable experience, try a horse-drawn sleigh ride through the snow-covered countryside and feel the holiday cheer in the air.


Chicago, a city that wears winter like a festive cloak, is teeming with holiday cheer. Experience a slice of German Christmas at the Christkindlmarket, nestled in the heart of the city. Witness the Magnificent Mile transform into a sparkling corridor of festive lights, and don’t miss Navy Pier’s Winter WonderFest, a wonderland for family excitement. Renting in Chicago or just visiting the city during winter also means indulging in its rich cultural scene, from museums to theaters.

Lake Tahoe

Straddling two states — California and Nevada— Lake Tahoe offers a diverse winter experience. From skiing in world-renowned resorts to enjoying the scenic beauty of the lake, it’s a nature lover’s dream. The area’s casinos add a splash of nightlife, appealing to renters seeking both outdoor adventures and evening entertainment.

Santa Fe

Santa Fe, NM, is a winter destination that spices up your holiday cheer with a unique blend of Pueblo and Spanish cultures. The city glows with luminarias, creating a warm and inviting atmosphere that makes you feel at home. Renters in Santa Fe and tourists alike can explore rich cultural traditions, art galleries, and enjoy southwestern cuisine. The mild winter weather is a bonus for those who prefer a less snowy season. The Farolito Walk on Christmas Eve in Santa Fe’s historic plaza is a magical experience with candlelit paper lanterns (or farolitos) that will light up your night.


Step right up to the winter wonderland of Boston, where historic charm meets cheeky urban flair! This city is a cornucopia of holiday cheer, from the jolly holiday markets to the whimsical ice skating at the Frog Pond. Imagine twirling around under the twinkling lights — talk about a merry moment! So, whether you’re new here or have been renting in Boston for many years, get ready to wrap yourselves in the cozy embrace of the city’s rich history, all while basking in the snug New England winter vibes.

Whether you’re renting or just visiting, each of these cities has its own unique blend of holiday cheer and wintery charm. Get ready to make this festive season your most unforgettable one!

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