Winter Getaways NYC: Top 23 Most Unique Spots | Stanton House Inn

Tarrytown, an adorable town in the winter months

Winter in New York City can get a bit stifling. But the moment you feel like you’re trapped in a snow globe, don’t worry! There are plenty of winter getaways just a short drive away. I’ve found 27 charming spots for weekend retreats from NYC. Each one is within a few hours’ drive. These getaways offer more space, nature, and an abundance of relaxation. It doesn’t matter if you’re an adventurer or a culture lover. There’s a winter escape for everybody. We’ve got cozy towns in Upstate New York, Pennsylvania, and up into New England. There are even some personal favorites among international adventures. So, start planning your next adventure today. Get ready to enjoy the winter wonderland outside of NYC.


Ready to discover your new favorite among the best winter getaways near NYC? Let’s get into it:


Quick hits

  • Escape the cold with a winter getaway from NYC, just an hour away or up to 6 hours!
  • Experience small town charm, outdoor activities, skiing & snowboarding and international trips.
  • Explore New England towns, wineries in North Fork Long Island and historic sites like Olympic venues in Lake Placid.

About an Hour from NYC

Charming winter getaway near NYC

Swap the towering skyscrapers of NYC for quaint main streets and charming New England towns. They can be just an hour away. These winter weekend getaways from NYC are a delightful retreat. The best part? You don’t have to worry about long travel times.


Are you a nature lover eager to traverse hiking trails? Or maybe a shopaholic looking for unique local shops? These destinations have got you covered. And when the winter chill sets in, there’s a cozy hearth or a heated indoor pool just a short walk away. Take a look at our guide to the best bed and breakfasts near New York City for even more ideas.


Greenwich, Connecticut

Shopping along Greenwich Avenue, our main street, makes for one of the best winter getaways, especially when festooned for the holiday season

Greenwich, Connecticut is a beloved New England winter destination. It certainly has its own unique charm. Greenwich is quite cosmopolitan, making it home to plenty of unique winter activities. You’ll find high-end restaurants, boutiques, and luxury retailers.


It’s also home to popular museums such as the Bruce Museum, Bush-Holley House, and the Flynn Gallery at the Greenwich Library. These establishments offer rotating exhibits of art and natural history.


When winter comes, the town becomes even more enchanting. You can visit Old Greenwich & Riverside, famous for their 19th-century architecture and local shops. Greenwich Point Park is another must-see, with waterfront views of the Manhattan skyline.


Shopping enthusiasts will appreciate luxury retailers like Richards, McCardle’s, and Betteridge. If relaxation is your goal, the town offers day spas and bed and breakfast spa services.


Getting to Greenwich is easy. A train from Grand Central Station will get you there in less than an hour. So it’s easy to experience the alluring small-town charm of Greenwich, Connecticut.


And our Greenwich, CT, bed and breakfast is in a perfect location, within walking distance of everything downtown. And all in a historic hotel.


Tarrytown, New York

Winter along the Hudson River in Tarrytown, NY

Tarrytown, New York, has got charm and history, and its arts scene is quite lively. It’s only half an hour north of Manhattan, making it a great pick among the best train trips from NYC. Come December, Tarrytown and its neighbor, Sleepy Hollow, put on a Winter Stroll. The shops stay open late, there’s food and festivities, and the whole town’s in a holiday mood. You can also check out Lyndhurst Mansion, a sight to behold with its Gothic architecture. The town’s nestled between rugged mountain ridges and charming streets. It’s a pretty sight, especially in winter.


Then there’s the Castle Hotel and Spa, perched high above the Hudson River. It’s got stained glass windows and crystal chandeliers that catch the light just so, and the views of the Hudson Valley are something else. They’ll serve you breakfast for free, and you can dine privately here from Thursday to Saturday.


Less than 2 Hours from NYC

Snow tubing in the Pocono Mountains near NYC

Ready for more? Venture a little further and discover enchanting towns and vibrant cities within a two-hour drive from NYC.


Beacon, New York

Wintry view of the Hudson River from Beacon, NY

Beacon, New York, is a place where art lives and breathes. Galleries, museums, they’re all here. And the outdoors, they’re easy to get to here, as well. You can:


  • Hike the Scofield Ridge Loop
  • Rent an electric bike from Pedego Beacon
  • Visit a winery
  • Explore a craft brewery


And you can’t miss the Dia:Beacon. It’s a world-famous art museum, in a former Nabisco box-printing factory. The art is big. The sculptures are large-scale. Some parts of the museum, they look like the art. Art lovers, outdoor adventurers, they all find a home here in Beacon, NY.


New Paltz, New York

Fog on the lake at Mohonk Mountain House near New Paltz, NY

This Hudson Valley town is a bohemian gem, offering a variety of activities. You can shop, stroll through the historic district, or go cross-country skiing at Minnewaska State Park. Minnewaska State Park is a breathtaking site for snowshoers and hikers in the winter. In the town itself, you’ll find local shops, antique stores, and eateries. After a day in the cold of New Paltz, NY, you can enjoy a meal at a farm-to-table restaurant.


Then there’s the Mohonk Mountain House. This lodge-style resort is in impeccable condition. It offers a 33,000-square-foot spa, a fitness center, a game room, and a library. You can also take a dip in the indoor swimming pool. The resort offers activities like historical tours and horse-drawn carriage rides. They have plenty of winter activities, guided Catskills yoga retreats, meditation, fitness experiences, and mindfulness programming. There’s even an ice skating rink.


Another option for a comfortable stay is Audrey’s Farmhouse Bed & Breakfast in Walkill. This modern bed and breakfast is one of the best pet-friendly getaways near NYC.


Philadelphia, Pennsylvania

Philadelphia in winter

Philadelphia, Pennsylvania stands out as a destination for history enthusiasts and food lovers. It boasts countless historical landmarks, including the iconic Liberty Bell and Independence Hall. The city’s food scene rivals even that of New York. It’s a trove of museums, trendy restaurants, and a rich, diverse culture. Best of all, it’s a mere 90-minute train ride from NYC. This accessibility makes it an ideal day trip from the Big Apple, though weekend getaways from Philadelphia make that just a little harder to do. In Philadelphia, every visitor finds something to enjoy.


Pocono Mountains, Pennsylvania

A frozen mirror lake in the Poconos

The Pocono Mountains in Pennsylvania are a winter wonderland. The region offers all sorts of activities like snow sports and indoor water parks. With over 185 trails for skiing, sledding, and tubing, it’s a paradise for families and nature lovers. They’ve got horse-drawn sleigh rides, dog sled tours, and you can even stroll through Victorian homes. The Poconos are about two-and-a-half hours from New York City, via I-80W.


The Delaware Water Gap, straddling the border of New Jersey and Pennsylvania, is a sight to behold with over 100 miles of scenic roadways. And if you’re up for a spa day, The Lodge at Woodloch has winter spa treatments and even a Snow Room for a frosty kick. Skytop Lodge, a member of the Historic Hotels of America, offers ice fishing, tubing, and snowshoeing activities. So, if you’re looking for a winter escape, the Poconos has your back.


North Fork, Long Island

Cooking over an outdoor fire pit

For wine lovers, North Fork, Long Island is the perfect retreat. Discover a myriad of vineyards, sample award-winning wines, and enjoy cozy accommodations in charming small towns.


And if you’ve had your fill of wine tasting, explore the beautiful beaches, quaint shops, and delicious seafood for which this region is famous.


Less than 3 Hours Away from NYC

Scenic winter escape near Hunter Mountain Resort in the Catskills, New York

Are you ready to venture further? Set your sights on winter hideaways less than three hours from NYC. Every destination has its own unique charm.


No matter your interests, whether it’s history, art, gastronomy, or nature, there’s a winter getaway destination that’s perfect for you.


Rhinebeck, New York

horse drawn carriage ride

Rhinebeck, New York, is a beauty. A little hamlet, quaint as can be, nestled in the Hudson Valley. Food? They’ve got it. The Amsterdam, Bia, Cinnamon – names as sweet as the dishes they serve. All locally sourced, mind you. New American, Irish, you name it.


Then there’s the Fisher Center for the Performing Arts. A marvel of architecture, courtesy of Frank Gehry. Classical performances that’ll make your heart soar. No more than two hours’ drive from the city. Take the Taconic State Parkway – it’s a sight for sore eyes.


The place has a pull. It draws in the big names, the locals, anyone looking for a slice of the simple life. A taste of country bliss. There’s an inn there, The Beekman Arms, that’s been around since 1799. It’s a place to rest your head, under thick quilts, between four-poster beds.


For the ones seeking something a little more modern, there’s the Mirbeau Inn & Spa. It’s a place of wellness, fashioned after a French château. Rhinebeck, she’s got a charm that’ll pull you in, keep you there, and make you yearn for more.


Hudson, New York

Winter walk in Hudson, NY

Hudson, New York, is a thriving art community. It’s another town nestled in the picturesque Hudson Valley. The town is known for its galleries, antique shops, and museums. It offers a blend of old and new. Historic sites like the Olana State Historic Site are worth a visit. Warren Street is another gem. It offers a mile of historic buildings, art galleries, and antique shops.


Hudson Hall and the FASY Museum of Firefighting are also well worth your time.


The Amelia, a newly renovated Queen Anne-style private residence, is a quiet getaway. They host special events like art exhibits and author talks. The property is woman-owned. It features a brick fireplace, dark wood moldings, and white and cream walls. It has eight airy, well-appointed rooms.


The Maker Hotel is an elegant, bohemian paradise in the historic downtown area. It features vintage and artisan pieces from local craftsmen.


Kingston, New York

Winter vacation rental in upstate NY with a hot tub

Kingston, New York, is a place where history, art, and outdoor activities unite. Visitors can meander through historic districts, admire art galleries, and discover unique boutiques. Trails nearby provide a chance to appreciate the area’s natural beauty.


And the Hotel Kinsley is a luxury destination in Kingston. It’s comprised of four distinct buildings. The main one is a former federal bank of New York. The hotel exudes a stately aura with chic details like wood-paneled bars, plush velvet sofas, and lush greenery. And when you’re famished, a James Beard-award winning restaurateur leads the hotel restaurant.


Catskills, New York

Sunset drive through the Catskills, perfect for nature lovers

In winter, the Catskills are a popular destination. The southern Catskills are less rural than the northern parts. Here, you’ll find towns like Andes and Phoenicia. These places have embraced an artsy edge with galleries and hip restaurants.


Andes is especially known for its boutiques. And Phoenicia is a charming spot in the winter months. It offers hiking trails, cozy cafés, and quaint shops.


In terms of accommodations, The Graham & Co. Hotel is a 20-room boutique hotel at the foot of Hunter Mountain. The place exudes a rustic charm and provides easy access to nearby attractions. Hunter Mountain is worth a visit if you’re looking for great skiing near NYC. It’s famous for its 1,600-foot vertical drop and winter ziplining.


Hasbrouck House in Stone Ridge offers stunning forest views. It’s a place where you can relax in hammocks and gather around fire pits. Plus, it’s centrally located for outdoor activities and attractions in the Catskills.


Eastwind Hotel & Bar in Windham is another excellent choice. It offers skiing and sweeping views of Windham Mountain. For indoor fun, they have board games and puzzles.


Both accommodations provide access to an outdoor wood-barrel sauna and a cozy bar with a fireplace view. Other lodging options include Piaule Catskill Lodge and Foxfire Mountain House.


Litchfield, Connecticut

Litchfield, Connecticut, exudes New England charm. The charming hamlets of the Litchfield Hills surround the town, each offering unique CT day trips. Local shops such as J. Seitz & Co., Kent, and Bantam are popular. Arethusa Farm Dairy is known for its famous ice cream. Winter sports are available, including skiing and tubing at Mohawk Mountain and cross-country skiing at Black Rock State Park. The town is accessible from New York City via the Hutchinson River Parkway and Route 7.


The town’s historic district is worth exploring and there are many charming inns for your New England winter getaways.


Berkshires, Massachusetts

The Berkshires in Massachusetts are a sight to behold in the winter months. The snow-covered hills transform into some of the finest ski slopes in the state. But it’s not just about skiing. The Berkshires are also home to two acclaimed art museums: the Clark and MASS MoCA in North Adams.


The journey to the Berkshires is a treat in itself. Take the Taconic Parkway and you’ll drive through beautiful scenery in western Massachusetts. Make a pit stop in Millbrook, NY, or Stockbridge, MA; they make great day trips.


For the adventurous, the Bay State Winter Games in February are a must. Great Barrington, MA, sitting at the foot of Monument Mountain and Mount Everett, is a perfect spot for a winter hike. You could also try skiing or tubing.


After a day of activities, unwind in one of the many wellness retreats in the area. Enjoy some farm-to-table cuisine or partake in seasonal activities. Or just walk along a cute downtown. It’s one of the best things to do in Lee, MA, for example.


Westerly, Rhode Island

Westerly, Rhode Island, is a charming seaside town with beautiful scenery, cozy accommodations, and opportunities to explore nearby coastal towns. The town of Westerly, RI, offers a relaxing escape from the winter chill, guests can stroll on the beach or explore the town’s shops. The Ocean House resort, frequented by celebrities like Taylor Swift, offers romantic winter getaways in New England with ocean wavescrashing against the sand. The hotel features a piano, grand stone-faced fireplace, architectural columns, and antique furniture in the lobby. Upstairs, rooms are coastal with plush beds and tasteful décor, and many feature soaking tubs.


Cape May & Stone Harbor, New Jersey

These coastal towns are more famous for the summer months, but they transform into winter wonderlands. They dress up in festive decorations and get blanketed in stunning snowfall. And the accommodations are as cozy as it gets.


Beach Plum Farm in Cape May is worth a visit. It’s a working farm where you can enjoy a peaceful day among animals and fresh produce.


Or stay at the Whaler’s Cottage. It’s a charming place dating back to the 1700s. The cottage has a white picket fence and a wood-burning fire pit. It also features a personal BBQ and a cozy outdoor screened-in porch. Inside, you’ll find an original staircase, exposed beams, and a gas-burning stove. The large kitchen boasts a stylish Smeg refrigerator.


When not at the cottage, you can enjoy a leisurely stroll down snow-covered streets. Or warm up by the fire in one of the town’s charming inns. Cape May & Stone Harbor offer a dreamy winter escape.


5 Hour Winter Getaways from NYC

Winter wonderland in Lake Placid, New York

If you’re up for a slightly longer drive, there are plenty of enticing winter getaways from NYC that are just five hours away.


After all, who doesn’t love taking one of the best road trips through America?


Skiing and snowboarding enthusiasts will love the slopes of Killington, Vermont and Lake Placid, New York. And for those seeking a mix of history, culture, and winter activities, Boston, Massachusetts is a great choice.


Finger Lakes, New York

This is another winter wonderland, teeming with wineries and outdoor activities. Skiing, snowboarding, hiking, and snowmobiling are all on offer in the Finger Lakes.


Geneva is an especially charming town in this region. It’s home to stunning state parks and intriguing local museums. Overlooking Seneca Lake, you’ll find the Rose Hill Mansion. Geneva’s historic downtown bursts with shops, entertainment, and the Smith Opera House.


Wine enthusiasts will enjoy the Winewagon Tour. This retro-style Volkwagon ride takes you to the town’s best wineries. For accommodation, head to Geneva on the Lake. It’s a classic Upstate New York hotel. Or try the Belhurst Castle for another perspective on a historical stay. It’s been named the world’s best wine hotel and comes complete with a spa and two restaurants.


While many of the Finger Lakes waterfalls are closed in the winter, the ones still accessible are impressive.


Woodstock, Vermont

Woodstock, Vermont, is a quaint New England town synonymous with winter weekend getaways. Historic homes and welcoming country inns line its roads. The town offers a variety of outdoor attractions, making it an ideal spot for a cozy winter getaway.


At the heart of the town, you’ll find the Vermont Eclectic Company and FH Gillingham & Sons. These independent shops offer a unique shopping experience. For more crafts, Farmhouse Pottery is a must-visit. This former Bible bindery now hosts pottery workshops. One of the town’s historic landmarks is the Creamery Bridge, a wooden 19th-century bridge.


Woodstock is easily accessible. A five-hour drive from New York through Connecticut and the Berkshires will get you there.


The Woodstock Inn & Resort is a popular accommodation choice. It boasts a 10,000 square-foot LEED-certified spa, one of the most sustainable spas in New England, and an 18-hole golf course. Other accommodation options include Lincoln Inn & Restaurant at The Covered Bridge and Twin Farms. Both offer access to private ski slopes, ice fishing, and biking trails.


Saratoga Springs, New York

Saratoga Springs is another winter wonderland. It offers snow sports at West Mountain in Queensbury. Snowboarding trails and cross-country skiing are popular activities here. The Lapland Lake Nordic Vacation Center is another highlight. It boasts 38km of trails for cross-country skiers and snowshoers.


December in Saratoga Springs is especially festive. Events like the Victorian Streetwalk Weekend and Saratoga Festival of the Trees are regular features.


If you’re a beginner, Willard Mountain is a great choice. It’s just half an hour’s drive away. They offer rentals, lessons, and snow tubing. Saratoga Spa State Park is a must-visit. Its natural mineral springs turn snow red and orange. And don’t miss the Roosevelt Baths & Spa. Its fizzy mineral waters have been a favorite among New Yorkers since the early 20th century.


Lake George, New York

Locals embrace the chill of winter with the Winter Carnival and the Ice Castles. Winterfest is a season-long celebration. It’s a great excuse to enjoy horse-drawn carriages, hot chocolate stations, and cozy hotels.


Outdoor activities are plentiful. You can go snowmobiling, snowshoeing, ice skating, skiing, or even take the New Year’s Polar Plunge.


Then there’s The Sagamore in Bolton Landing, NY. This place offers award-winning waterfront dining and an 18-hole golf course. The views of the lake are idyllic. That said, it’s most famous for its glacier ice bar.


Lake Placid, New York

Lake Placid, New York is a haven for winter sports. From skiing and snowboarding to ice fishing on the frozen Mirror Lake, there’s no shortage of winter activities in this Adirondack Mountains town. And with its historic winter Olympic sites and inviting accommodations, Lake Placid is the perfect spot for a winter getaway in the Adirondack mountains.


Boston, Massachusetts

A mix of history, culture, and winter activities await you in Boston, Massachusetts. Explore the city’s historic sites, enjoy the vibrant food scene, and take part in winter activities such as ice skating and sledding.


With its rich history and lively atmosphere, Boston is an excellent choice for a winter escape. Or take advantage of the many nearby weekend getaways from Boston for even more choices.


Killington, Vermont

For ski and snowboard enthusiasts, Killington, Vermont is a must-visit. Popular for its lively après-ski scene and cozy accommodations, Killington is a delight for winter sports lovers. That said, the list of things to do in Killington, VT, stays long throughout the year. They’re just very famous for the ski slopes.


After a day on the slopes, enjoy the warm, welcoming atmosphere of the town’s many lodges and inns.


6 Hours from NYC

Coastal charm of Kennebunkport, Maine

If you’re willing to venture just six hours away from NYC, you’ll find some fantastic winter getaways.


Whether your preference is a snowy beach stroll or exploring a bustling city, these getaways provide a range of experiences.


Kennebunkport, Maine

This is another coastal town with a unique charm. When winter arrives, Kennebunkport, Maine, embraces the festive spirit. It’s listed among the top 50 Most Charming Small Towns in the country. It’s also a romantic getaway spot anytime of year.


During the Christmas season, the town transforms. Sparkling lights, wreaths, and buoys decorate the streets. The town hosts Paint the Town Red, their annual Valentine celebration. You can enjoy a trolley ride through the woods or attend the Christmas Prelude. The Franciscan Monastery hosts candlelight caroling.


When the fireworks start, you can head to Wells Reserve at Laudholm Farm for cross-country skiing or snowshoeing. Ice skating at Kennebunk’s Waterhouse Pavilion is another option. If you fancy a beer, visit the Kennebunk Brewpub. For a special treat, take a horse-drawn sleigh ride through the snow.


UVM catamount dusted with snow

For accommodation, you have a few excellent options. The Boathouse Waterfront Hotel offers a stunning waterfront view. The Grand Hotel provides a vista of Dock Square and houses an on-site art gallery. For a luxurious experience, consider The White Barn Inn, Auberge Resorts Collection. It offers deep soaking tubs and gas fireplaces. AWOL Kennebunkport is another great choice, known for its beautiful grounds and interior decor.


Burlington, Vermont

Burlington, Vermont is a charming New England town. It boasts a beautiful lakeside setting and quaint streets. Ski resorts are abundant here. Winter travelers can enjoy a vibrant food scene and local shops. Ski slopes are a major attraction. The Flynn Center for the Performing Arts hosts live performances. Craft breweries like Mad River Distillers and Foam Brewers are popular spots. Church Street Marketplace offers shopping and holiday lights. For an adventure, you can take a walk on Lake Champlain or visit the ECHO Science and Nature Museum.


Bonus: International Trips

Reflection of a snowy mountain village in Iceland

For a more adventurous (or warmer) winter escape, why not consider an international trip?


Montreal, Quebec

Experience a unique blend of North American and European culture in Montreal, Quebec. With its rich culinary scene, vibrant festivals, and a range of outdoor activities, Montreal offers a winter getaway full of exciting experiences.


Whether you’re exploring the city’s historic sites or skiing in the nearby mountains, Montreal is sure to captivate you.



For a truly unique winter experience, head to Iceland. With its stunning landscapes, geothermal pools, and the chance to see the Northern Lights, Iceland offers a winter getaway like no other.


From skiing and dog sledding to exploring ice caves and glaciers, Iceland is an adventurer’s dream.


Mexico City

Center of Mexico City

Escape the cold and head to Mexico City for your winter getaway. With its rich history, vibrant culture, and delicious cuisine, Mexico City offers a unique winter escape.


Explore the city’s historic sites, enjoy the vibrant food scene, and soak up the warm climate.



Whether you’re seeking a quick escape just an hour away from NYC or a more adventurous international trip, a wide range of winter getaways await. Each offers unique experiences. From quaint New England towns to vibrant international cities, there’s something for everyone. So, shake off those winter blues. Embark on a memorable winter getaway from NYC today!


Frequently Asked Questions


Where can I travel by car from New York?

You can take one of 13 great road trips from NYC! With plenty of options to choose from, there’s sure to be the perfect route for your needs.


What are some quick winter getaways from NYC?

Escape the city this winter and head to Greenwich, Connecticut or Tarrytown, New York, both just an hour away from NYC.


What are some winter activities in Montreal, Quebec?

In Montreal, winter offers plenty of fun with activities like ice-skating, tubing, snow-shoeing, ice hockey, and cross-country skiing.


What can I do in Kennebunkport, Maine during winter?

Explore the festive decorations, go cross-country skiing, or wander the quaint shops and restaurants in Kennebunkport this winter!


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