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Planning a winter getaway from New York? If so, what kind of getaway are you looking for: one where you can embrace the cold, or one where you can truly get away from it? Whether you’re seeking a winter reset full of sunshine and warmth or a winter wonderland complete with snowy landscapes, ski mountains, and crackling fireplaces, this is the blog for you. First, we’ll look at three warm-weather getaways sure to melt away your winter blues, followed by two nearby escapes where winter is a feature, not a bug. Plus, we’ll let you in on the boutique stays where you can enjoy home-like comfort in the setting of your dreams. Let’s get started!
For New York natives sick of icy roads and grey skies, a few warm days can really lift the spirits. Warm-weather escapes offer a chance to fully reset with all the space, outdoor activities, and vitamin D you crave during winter. Here are a few of our favorite warm-weather winter getaways from New York.


River Ranch is the rare winter getaway that feels both family-friendly and adventurous. Famous as the home of Westgate River Ranch Resort and Rodeo, it offers endless outdoor activities, ideal for enjoying Florida’s gorgeous winter weather.


Westgate River Ranch Resort and Rodeo has been a Central Florida staple since 2001, offering families an anachronistic (and even somewhat incongruous) alternative to the crowded Orlando resorts. At River Ranch, the Wild West meets Old Florida, exemplified by a saloon, horseback riding, guided hunts, and America’s longest-running Saturday night rodeo. In keeping with the the resort’s immersive theming, you’ll find a variety of glamping accommodations. Think Luxe Teepees, Conestoga Wagons, Railcars and more, complete with a full range of home-like amenities. Getting a good night’s sleep has never been more fun!


Looking for a little romance on your warm-weather getaway from New York? Look no further than Fredericksburg. Nestled in the rolling hills of the Texas Hill Country, Fredericksburg is the perfect home base for exploring the Texas Wine Trail. With breathtaking scenery, it beckons you to get out and explore, and with cooler weather, winter is the perfect time to do it, whether you want to go on a romantic sunset hike or take a scenic drive along Devil’s Backbone.


Onera Fredericksburg is a landscape hotel that immerses you in the singular beauty of the Texas Hill Country. Choose from a variety of unique accommodations ranging from treehouses to yurts to geodesic domes and container homes, each thoughtfully appointed with a full set of home-like comforts. While secluded, Onera lies just minutes from downtown Fredericksburg, Enchanted Rock State Natural Area, and several top wineries. Meanwhile, an on-site pool, hot tub, sauna, and Dark-Sky-Community stargazing offer ample opportunities for romance and relaxation with your significant other.


If New York’s icy winters are one end of the spectrum, winter in Kona, Hawaii is about as close to the opposite end as you can get. Here, soothing sunshine, warm breezes, and a laid-back island rhythm create the ultimate antidote to your winter blues. Get active with coffee farm tours, volcano hikes, and even snorkeling (winter water temperatures bob between 75 and 77 degrees). Or, spend your days relaxing on the beach or browsing local farmers markets. No matter your preferred vacation mode, Kona promises the ultimate winter reset.


This urban-island-style hotel balances the laid-back energy of the Big Island with a design-forward aesthetic you’ll be dying to share on Instagram. Pacific 19 is the ultimate Big Island home base. Enjoy walkability to the ocean, as well as quick and easy access to land-based recreation, shopping, and dining. Meanwhile, on-site amenities like yoga classes, freshly brewed local coffee, and an excursions coordinator ensure all your needs are met during your winter getaway from New York. Accommodations come in a wide range of configurations, with casual island touches, home-like amenities, and your choice of views.
Are you the type of New Yorker who enjoys the cold but just needs to get out of the city for a few days? Then these nearby winter getaways are for you! From snowy scenery to snow sports to cozy accommodations, here are the best cold-weather winter getaways to help you slow down and decompress.


While not a getaway from New York State, few winter weekend getaways are as popular with New Yorkers as the Catskills. If you’re looking for small-town charm and winter recreation near the Big Apple, look no further than Callicoon Center. Located in Upstate New York, just 2.5 to 3 hours from NYC by car, Callicoon has everything you need to shake off the pressures of city living, from spiritual enlightenment in Bethel Woods, site of 1969’s Woodstock festival, to beginner-friendly skiing and snowboarding at Villa Roma Resort, to all new ski trails and a high-speed lift at Hunter Mountain. It’s ideal for a weekend road trip, so gas up the car and wave goodbye to the hustle and bustle!


At Callicoon Hills, you can relax and reset while enjoying convenience to winter recreation opportunities. This thoughtfully updated historic inn offers the perfect balance of retro charm and modern comfort, with crackling fire pits, a cozy on-site bar and restaurant, freshwater fishing, Wi-Fi, a wedding venue, and generously appointed accommodations ranging from guest rooms and suites to A-frame cabins and a creek-side cottage with room for six.


Stowe, Vermont is renowned for outdoor adventure, family-friendly winter activities, charming village atmosphere, and cozy accommodations. If you love to ski or snowboard, Stowe is the ultimate winter getaway from New York. Known as the Ski Capital of the East, Stowe is home to Mount Mansfield. Here, you’ll find 116 trails ranging from beginner-friendly green runs to harrowing Black Diamond-rated trails for experienced skiers only. Beyond skiing, you’ll find plenty of ways to embrace Stowe Vermont’s walkable winter charm, from frozen lakes perfect for outdoor ice skating to shopping and dining in postcard-perfect downtown Stowe Village, to cozy horse-drawn sleigh rides down Main Street, and exploring locally owned breweries and hot chocolate vendors.


Outbound Stowe embraces Stowe’s natural riches with decor that compliments the beauty of the great outdoors, storage space for your gear, and a prime location near skiing, snowboarding, cross-country skiing, and snowshoeing trails. Choose from a standard hotel room, suite, cabin, or cottage and enjoy access to a wealth of shared amenities. Think communal fire pits, an on-site bar and grill, and free Wi-Fi. Outbound Stowe also boasts direct access to the Stowe Recreation Path, perfect for a brisk winter stroll or bike ride!

What did you think of our favorite winter getaways from New York? Want to see more? We’ve only scratched the surface! Explore our complete selection of outdoor accommodations at the link below and find your perfect winter getaway today!
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