25 Best Winter Weekend Getaways from NYC

By VI Staff on July 1, 2020 - Updated

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Winter in New York can be one of the most fun times of the year, but after a while you might want to escape the busy city streets. Don't worry if you don't have the time or the money for an exotic tropical vacation; there are plenty of wonderful winter getaway spots within a few hours of the city. The options are endless and there's something for everyone - head to the Catskills for a weekend of skiing and ice skating, visit an upscale spa resort, or cozy up inside a luxurious country estate. CDC information for travelers. Hours/availability may have changed.

1.Topping Rose House

The Hamptons are typically thought of as a summer destination, but they're a great place for a cozy getaway in the winter as well, particularly if you're staying somewhere luxurious like the Topping Rose House. Housed inside a historic Greek Revival mansion from the mid-1840s, it's the Hamptons' only full-service five-star hotel, and it boasts elegant rooms with customizable minibars, flat screen TVs, and high-end linens. The on-site restaurant features an inviting fireplace and a menu of delectable farm-to-table dishes, and guests can also retreat to the serene hotel spa for massages, facials, and other treatments.

1 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, NY 11932, Phone: 631-537-0870

2.Maidstone Hotel

Only a short walk away from the East Hampton Village, the Maidstone Hotel is a beautiful Scandinavian-inspired hotel located inside a beautifully renovated Greek Revival home. The property is known for its whimsical aesthetic, and there are plenty of communal spaces for guests to relax in, including a pink sun lounge and a bar filled with a curated collection of art. In terms of the guest rooms, there are three types to choose from, some of which boast free-standing bathtubs or separate sitting areas. Guests who want even more space can book one of the hotel's three free-standing cottages.

207 Main St, East Hampton, NY 11937, Phone: 631-324-5006

3.Castle Hill Inn

Occupying its own private peninsula in Newport, the Castle Hill Inn is a historic Victorian mansion that has hosted Hollywood royalty, famous novelists, and wealthy travelers from around the world. Its luxurious rooms are the perfect place to escape the icy New York winter, and some have cozy fireplaces and two-person soaking tubs that make it easy to stay toasty warm. There are several on-site dining options, including a formal dining room and a bar, and guests can also play board games in the lobby, enjoy a delicious afternoon tea, and get massages in the on-site spa.

590 Ocean Ave, Newport, RI 02840-6518, Phone: 833-839-1245

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4.Deer Mountain Inn

Dating back to the turn of the 20th century, the Deer Mountain Inn is a charming Arts and Crafts-style lodge with six welcoming guest rooms, each of which is filled with rustic but luxurious furnishings and beautiful artwork. If you're visiting with the whole family, you can also book one of the property's two cottages, which feature full kitchens, covered porches, and electric fireplaces. The elegant dining room serves dinner Thursday through Sunday, and on New Year's Eve, the inn hosts a special Woodland Masquerade with an open bar, live music, and delicious hors d'oeuvres.

790 Co Rd 25, Tannersville, NY 12485, Phone: 518-589-6268

5.Mohonk Mountain House

With a rich history that stretches back to 1869, the Mohonk Mountain House is one of the best-known resorts in the Hudson Valley. All meals are included in the room rate, and there are endless activities to keep guests entertained, including skating in the outdoor pavilion, exploring the property on cross country skis, and simply relaxing in front of the fireplace. Special rates are offered for midweek stays between the beginning of December and the end of April, and if you're celebrating a special occasion, you can book a package with fresh flowers, a bottle of red wine, and a romantic breakfast in bed.

1000 Mountain Rest Rd, New Paltz, NY 12561, Phone: 845-765-3286

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6.Windham Mountain Resort

If you're trying to plan a winter ski vacation the whole family will love, the Windham Mountain Resort is the perfect choice. There's a wide variety of different accommodations to choose from, ranging from slopeside condominiums to quaint hotel rooms, and the mountain itself offers more than 45 trails for skiers and snowboarders of every ability level. If your kids aren't interested in skiing, the resort also boasts an eight-lane tubing hill, a children's snowmobile park, and a skating rink. Other resort amenities include a luxurious spa, three restaurants, and a cozy lodge with a fireplace.

19 Resort Dr, Windham, NY 12496, Phone: 518-734-4300

7.Eastwind Hotel & Bar

Nestled in the Catskill Mountains, the Eastwind Hotel & Bar is a stylish boutique hotel designed to encourage guests to relax and unwind. Sixteen rooms are housed inside a beautifully restored 1920s bunkhouse, and if you want a more secluded stay, there are also three charming A-frame cabins that provide something of a glamping experience. Another highlight of the property is the chic on-site bar, which features a cozy fireplace and serves wine, beer, and seasonal cocktails. A buffet breakfast is served on weekend mornings, and every Saturday night, guests also have the option of joining a communal dinner party.

Windham, NY 12496, Phone: 518-734-0553

8.Bear Mountain Inn

Located in the beautiful Bear Mountain State Park, the Bear Mountain Inn is a rustic stone and timber lodge that overlooks Hessian Lake. The building was originally constructed in 1915, and while it retains all of its historic charm, it's been carefully restored and renovated to include modern comforts like mini fridges, TVs, and luxurious bedding. The park itself offers an ice-skating rink and plenty of wonderful cross-country ski trails, but if you'd rather spend your time at the inn, you can enjoy a meal at the on-site restaurant and pamper yourself in the on-site spa.

3020 Seven Lakes Drive, Tomkins Cove, NY 10986, Phone: 855-548-1184

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9.Ocean House

Set on a bluff overlooking the Atlantic Ocean, the Ocean House is a wonderful place to spend some time if you don't mind making the trip to Rhode Island. The exterior is an exact replica of a historic inn that occupied the property between 1868 and 2003, but the interior is the epitome of modern comfort. During the winter, special packages include semi-private cooking classes and resort credit that can be used for spa treatments and meals, and if you want to have a charming New England Christmas, the hotel also offers Christmas dinner for groups of up to 10 people in a private cottage.

1 Bluff Ave, Westerly, RI 02891, Phone: 401-584-7000

10.Blantyre

Built for an affluent New York businessman at the turn of the 20th century, Blantyre is an elegant Tudor-style mansion set on a 110-acre property in the Berkshires. Guest rooms are housed inside the main Manor House as well as a Carriage House near the pool, and a handful of cozy cottages are available for guests who want a bit more privacy. Many of the rooms feature welcoming fireplaces, and the entire property is lit with beautiful lights during the Christmas season. There's also an excellent farm-to-table restaurant, which hosts a special dinner on Christmas Eve.

16 Blantyre Rd, Lenox, MA 01240, Phone: 844-881-0104

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11.Glenmere Mansion

Formerly the country retreat of the wealthy Goelet family, the Glenmere Mansion can be found nestled in the scenic countryside of the lower Hudson Valley. To ensure that all guests get the best possible service, there are only 18 accommodations available, ranging from intimate deluxe rooms to a spectacular two-bedroom penthouse suite. Many of the rooms have fireplaces that can be used in the cold winter months, and communal spaces include a cozy tavern and an upscale restaurant. Guests can also spend some time relaxing in the spectacular spa, which is centered around a marble bathhouse with a variety of saunas and steam rooms.

634 Pine Hill Rd, Chester, NY 10918, Phone: 845-469-1900

12.33 Main

Designed by the famed interior decor entrepreneur Annie Selke, 33 Main is a luxurious adults-only hotel in the Berkshires. Each of the eight rooms has its own unique personality, and if you like the furnishings, many can be purchased from the Annie Selke store across the street. Some of the rooms have luxurious soaker tubs, and all are equipped with shower products and lotions from the all-natural Farmaesthetics line. There's no on-site restaurant, but a gourmet breakfast is included in the room rate, and a daily cocktail hour with complimentary drinks and nibbles is held in the late afternoon.

33 Main Street Lenox, MA. 01240, Phone: 413-400-3333

13.Grace Mayflower Inn & Spa

Found on a beautiful 58-acre property in the Connecticut countryside, the Grace Mayflower Inn & Spa is an excellent place for an indulgent spa getaway. The serene spa offers a full menu of massages and other specialized treatments, and guests are also welcome to relax in the indoor pool area. All the rooms feature four-poster beds, and if you want to spend some time curled up in front of the fireplace, book one of the Superior Suites, which boast cozy sitting areas. Bed and breakfast packages are available, and the hotel also has a fine dining restaurant and an elegant bar.

118 Woodbury Rd, Route 47, Washington, CT 06793, Phone: 860-868-9466

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14.Rivertown Lodge

Housed inside a restored movie theater from the 1920s, the Rivertown Lodge is one of the most unique boutique hotels in Hudson. You'll see the hotel immediately thanks to the retro theater marquee outside, but the inside has been completely renovated and updated. The lobby features two fireplaces and plenty of welcoming sitting areas perfect for socializing, relaxing, and working, and there's a communal kitchen where complimentary coffee is available to guests every morning. There's also an in-house tavern, which specializes in North African food and offers a delicious brunch on weekend mornings. The space can also be reserved for private events.

731 Warren St, Hudson, NY 12534, Phone: 518-512-0954

15.Bear Mountain State Park

Although it might be better known as a summer destination, Bear Mountain State Park is transformed into a wonderful winter playground when the snow starts to fall. Visitors can snowshoe and cross-country ski to their hearts' delight, and an ice-skating rink is open between the end of October and the beginning of March. If you want to be close to the action, the best place to stay is at the Bear Mountain Inn, which is right in the park. The historic 1915 inn features 15 renovated guest rooms, and there are also stone cottages for rent if you want a more rustic experience.

Route 9W North, Bear Mountain, NY 10911, Phone: 845-786-2701

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16.Camelback Mountain Resort

Camelback Mountain Resort is one of the best destination resorts near New York, particularly in the winter, and it's a great place to bring the whole family. The Camelback Lodge offers more than 450 luxurious rooms and suites, many of which have amenities like fireplaces and full kitchens, and families will also appreciate the complimentary access to the Aquatopia indoor waterpark, which is full of waterslides and rides. There are plenty of opportunities for non-stop fun outside as well, thanks to the 39 ski trails, the exciting terrain park, and the biggest downhill tubing park in the country.

301 Resort Dr, Tannersville, PA 18372, Phone: 570-629-1661

17.Troutbeck

Originally a private countryside retreat for authors, activists, and other intellectual giants of the 19th and 20th centuries, Troutbeck has been restored and re-imagined as a welcoming inn for curious, adventurous visitors. The space is decorated with a carefully curated collection of artwork and antiques, and the staff are happy to help arrange cross-country ski excursions nearby. The guest rooms range in size from intimate doubles to spacious suites, and while all boast king-size beds, the maximum occupancy for each room is two people. Breakfast in bed can be arranged, and the hotel restaurant offers a seasonal farm-to-table menu.

515 Leedsville Rd, Amenia, NY 12501, Phone: 845-789-1555

18.The DeWitt Oak Hill

Sitting on the banks of the Catskill Cree, the DeWitt Oak Hill is owned and operated by two design aficionados with a passion for collecting beautiful antiques. Each of the four rooms is decorated in a unique style, and as a special twist, almost every piece of furniture and decor is up for sale. Guests are also welcome to relax in the two-story Great Room, which features a cozy fireplace, a velvet couch, and a vintage record player. This is also where a three-course breakfast is served every morning, although breakfast in bed can sometimes be arranged.

7803 NY-81, Oak Hill, NY 12460, Phone: 518-239-6953

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19.Hasbrouck House

Conveniently located on a 50-acre property in the middle of the Hudson Valley, the Hasbrouck House is a boutique hotel with a rich history. The centerpiece of the property is an elegant Dutch Colonial mansion built in 1757; many of the guest rooms can be found here, but some are also housed inside the romantic Carriage House and the cozy Stable House. Other features of the property include a farm-to-table restaurant, a spa, and a whimsically decorated lounge. Between mid-November and the end of April, the hotel also offers special discounted packages with dinner, couples' massages, and other delightful treats.

3805 Main St, Stone Ridge, NY 12484, Phone: 845-687-0736

20.Wildcat Mountain Cabin

A two-bedroom cabin perched on top of Wildcat Mountain, the Wildcat Mountain Cabin is a two-bedroom cabin perfect for a mountain getaway. Both the master and guest bedrooms have ensuite bathrooms, and there's a pull-out couch in the living room if you need to accommodate a couple extra people. Outside, there's a spacious deck with a hot tub that invites guests to soak their muscles after a long day of fun in the snow. The road to the cabin is maintained year-round, but some parts are quite steep, and four-wheel drive or all-wheel drive is strongly recommended in the winter.

38 Co Rd 157, Claryville, NY 12725

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21.Foxfire Mountain House

Designed to feel like a relaxed but luxurious country estate, Foxfire Mountain House is tucked away on ten acres of woodland in the Catskill Mountains. The historic building has been lovingly restored and decorated by the owners, and it offers communal lounging areas like a Moroccan-tiled porch and an intimate living room with sheepskin rugs and a stone fireplace. With their handcrafted wooden beds and eclectic decor, the rooms are no less cozy. A delightful Nordic-inspired buffet breakfast is served in the bar each morning, and if you want to enjoy dinner here as well, reservations are strongly recommended.

72 Andrew Ln, Mt Tremper, NY 12457, Phone: 845-688-2500

22.Scribner's Catskill Lodge

Only a mile away from the excellent trails of the Hunter Mountain ski resort, Scribner's Catskill Lodge was established to provide a comfortable basecamp for visitors who want to explore the surrounding mountains. The rooms are decorated in an eclectic mix of contemporary and vintage, and most feature floor-to-ceiling glass windows that allow guests to admire the scenery even when inside. The on-site restaurant features a circular bar lined with cast-iron stoves, and on weekends and holidays, the lodge offers special events like yoga classes, gingerbread house decorating, and big outdoor bonfires for guests to enjoy.

13 Scribner Hollow Rd, Hunter, NY 12442, Phone: 518-628-5130

23.Audrey's Farmhouse

True to its name, Audrey's Farmhouse is housed inside a Shingle-style farmhouse dating back to the mid-18th century. Some of the rooms share bathrooms, and a communal breakfast is served every morning. All rooms can accommodate up to two guests, but there's a separate cottage that can be booked by larger groups. Well-behaved pets are welcome at no additional cost. The owners also operate a sister property known as the Greenhouses, and while the accommodation is separate, guests of the Farmhouse are welcome to attend the occasional communal dinners held in the charming Greenhouse Kitchen.

2188 Bruynswick Rd, Wallkill, NY 12589, Phone: 845-895-3440

24.Greenwood Lake Log Cabin

Built from chestnut wood in the 1930s, the Greenwood Lake Log Cabin is a traditional lakeside cabin perfect for a relaxing getaway. The main bedroom has a double bed, and there are also two semi-private sleeping areas, one with bunk beds and one with a queen bed. There's a two-story stone fireplace in the living room, but because of the cabin's age, only candles can be burned in it. If you want to have a larger fire, you can use the fire pit out on the deck. Another highlight of the property is the outdoor hot tub, which offers wonderful lake views.