• What makes winter in New York special?
    • Winter in New York can be one of the most exciting times of the year, filled with festive activities and beautiful snowy landscapes.
  • What if I need a break from the city?
    • If you're looking to escape the busy city streets, there are plenty of amazing winter getaway spots just a few hours away.
  • Do I need to plan an expensive tropical vacation?
    • No, you don’t need to spend a lot of money on an exotic vacation; there are plenty of wonderful winter destinations within close reach.
  • What are some winter getaway options near New York?
    • For those who love the outdoors, head to the Catskills for a weekend of skiing and ice skating.
    • If relaxation is your goal, visit an upscale spa resort for a rejuvenating experience.
    • For a cozy retreat, stay at a luxurious country estate and enjoy the peaceful surroundings.
  • Are there options for every type of traveler?
    • Yes! The options are endless, and there’s truly something for everyone, whether you seek adventure, relaxation, or a cozy retreat.

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1. Topping Rose House


Savor farm-to-table cuisine and relax in luxury on a romantic summer getaway.

Topping Rose House

© Topping Rose House

  • Are the Hamptons a good winter destination?
    • While the Hamptons are typically considered a summer destination, they also make for a cozy winter getaway.
  • Where should I stay for a luxurious experience?
    • A great option for a winter retreat is the Topping Rose House, the Hamptons' only full-service five-star hotel.
  • What is special about Topping Rose House?
    • The hotel is housed inside a historic Greek Revival mansion dating back to the mid-1840s.
  • What amenities do the rooms offer?
    • Guests can enjoy elegant rooms featuring customizable minibars, flat-screen TVs, and high-end linens.
  • What dining options are available?
    • The on-site restaurant features an inviting fireplace and a menu of delectable farm-to-table dishes.
  • Does the hotel offer spa services?
    • Yes, guests can retreat to the serene hotel spa for massages, facials, and other relaxing treatments.

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

2. Maidstone Hotel, East Hampton


Explore boutique charm and enjoy beachside vibes on an easy weekend trip.

Maidstone Hotel, East Hampton

© Maidstone Hotel

  • Where is the Maidstone Hotel located?
  • What makes the Maidstone Hotel unique?
    • The hotel features a Scandinavian-inspired design inside a beautifully renovated Greek Revival home, offering a stylish and cozy atmosphere.
  • What is the aesthetic of the hotel?
    • The property is known for its whimsical aesthetic, which creates a fun and elegant environment for guests.
  • Are there communal spaces for guests to enjoy?
    • Yes, the hotel offers several communal spaces for guests to relax, including a pink sun lounge and a bar featuring a curated collection of art.
  • What types of guest rooms are available?
    • Guests can choose from three types of rooms, some of which include free-standing bathtubs or separate sitting areas for added comfort.
  • Does the hotel offer larger accommodations?
    • Yes, guests who want even more space can book one of the hotel's three free-standing cottages, offering extra privacy and luxury.

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

3. Castle Hill Inn


Admire ocean views and stroll coastal trails on a romantic spring retreat.

Castle Hill Inn

© Castle Hill Inn

  • What is Castle Hill Inn?
    • The Castle Hill Inn is a historic Victorian mansion located on its own private peninsula in Newport.
    • It has hosted Hollywood royalty, famous novelists, and wealthy travelers from around the world.
  • Why is Castle Hill Inn a great winter retreat?
    • Its luxurious rooms provide a perfect escape from the icy New York winter.
    • Some rooms feature cozy fireplaces and two-person soaking tubs to keep guests warm and relaxed.
  • What dining options are available?
    • The inn offers several on-site dining options, including a formal dining room and a bar serving exquisite dishes and drinks.
  • What activities can guests enjoy?
    • Guests can play board games in the lobby for a cozy and entertaining experience.
    • A delicious afternoon tea is available, providing a warm and elegant way to unwind.
  • Does the inn have a spa?
    • Yes, guests can enjoy relaxing massages at the on-site spa, making their stay even more indulgent.

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

4. Deer Mountain Inn


Hike forest paths and relax fireside on an affordable fall mountain escape.

Deer Mountain Inn

© Deer Mountain Inn

  • What is the history of Deer Mountain Inn?
    • The Deer Mountain Inn dates back to the turn of the 20th century and is a charming Arts and Crafts-style lodge.
  • What accommodations are available?
    • The inn features six welcoming guest rooms, each decorated with rustic yet luxurious furnishings and beautiful artwork.
  • Are there options for families or larger groups?
    • Yes, guests visiting with the whole family can book one of the property's two cottages.
    • The cottages include full kitchens, covered porches, and electric fireplaces for a cozy retreat.
  • What dining options are available?
    • The elegant dining room serves dinner Thursday through Sunday, offering delicious seasonal cuisine.
  • Does the inn host special events?
    • Yes, on New Year's Eve, the inn hosts a special Woodland Masquerade.
    • The event features an open bar, live music, and delicious hors d'oeuvres for a festive celebration.

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

5. Mohonk Mountain House


Paddle the lake and explore scenic trails on an exciting family adventure.

Mohonk Mountain House

© Ruth P. Peterkin/stock.adobe.com

  • What is the history of Mohonk Mountain House?
    • With a history dating back to 1869, Mohonk Mountain House is one of the best-known resorts in the Hudson Valley.
  • Are meals included in the stay?
    • Yes, all meals are included in the room rate, making for a stress-free and indulgent stay.
  • What activities are available for guests?
    • Guests can enjoy skating in the outdoor pavilion during the winter months.
    • For adventure seekers, there are opportunities to explore the property on cross-country skis.
    • Those looking for relaxation can simply unwind in front of the fireplace and take in the peaceful surroundings.
  • Are there any special discounts or offers?
    • Yes, the resort offers special midweek rates from the beginning of December to the end of April.
  • Can guests book special occasion packages?
    • Absolutely! For celebrating a special occasion, guests can book a package that includes 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

6. Eastwind Hotel & Bar


Discover modern cabins and sip craft cocktails on an unusual couples weekend.

Eastwind Hotel & Bar

© Eastwind Hotel & Bar

  • What is the Eastwind Hotel & Bar?
    • Located in the heart of the Catskill Mountains, the Eastwind Hotel & Bar is a stylish boutique hotel designed to help guests relax and unwind.
  • What types of accommodations are available?
    • The hotel features sixteen rooms inside a beautifully restored 1920s bunkhouse.
    • For a more secluded stay, guests can choose from three charming A-frame cabins, offering a unique glamping experience.
  • What makes the on-site bar special?
    • The hotel's chic on-site bar features a cozy fireplace and serves an excellent selection of wine, beer, and seasonal cocktails.
  • Is breakfast included?
    • Yes, a buffet breakfast is served on weekend mornings for guests to enjoy.
  • Does the hotel offer communal dining experiences?
    • Every Saturday night, guests have the option to join a communal dinner party, creating a warm and social atmosphere.
  • What is the hotel's contact information?
    • Location: Windham, NY 12496
    • Phone: 518-734-0553

7. Bear Mountain Inn


Walk along lakefront paths and see mountain views on a quick nature trip.

Bear Mountain Inn

© Bear Mountain Inn

  • What is the Bear Mountain Inn?
    • Located in the scenic Bear Mountain State Park, the Bear Mountain Inn is a rustic stone and timber lodge overlooking Hessian Lake.
  • What is the history of the inn?
    • The building was originally constructed in 1915 and has been carefully restored to maintain its historic charm while incorporating modern amenities.
  • What modern comforts are available?
    • Despite its rustic appeal, the inn features mini fridges, TVs, and luxurious bedding for guest comfort.
  • What outdoor activities are available at Bear Mountain State Park?
    • The park offers a seasonal ice-skating rink for winter fun.
    • Guests can also explore cross-country ski trails surrounded by stunning natural scenery.
  • What amenities are available at the inn?
    • Guests can enjoy a delicious meal at the on-site restaurant.
    • For relaxation, the on-site spa offers a range of pampering treatments.
  • What is the contact information for Bear Mountain Inn?
    • Address: 3020 Seven Lakes Drive, Tomkins Cove, NY 10986
    • Phone: 855-548-1184

8. Ocean House


Savor oceanfront dining and admire coastal elegance on a luxurious retirement getaway.

Ocean House

© Ocean House

  • What is the Ocean House?
    • Perched on a bluff overlooking the Atlantic Ocean, the Ocean House is a stunning retreat perfect for a luxurious getaway.
  • What is unique about the hotel's design?
    • The exterior is an exact replica of a historic inn that occupied the property from 1868 to 2003.
    • The interior, however, is designed with modern comforts to provide an elegant and relaxing experience.
  • Are there any special winter packages?
    • Yes, during the winter season, guests can enjoy semi-private cooking classes as part of special packages.
    • These packages also include resort credit that can be used for spa treatments and meals.
  • Can guests celebrate Christmas at the hotel?
    • For a charming New England Christmas, the hotel offers a Christmas dinner experience.
    • Guests can book a private cottage for groups of up to 10 people to enjoy a festive holiday meal.
  • What is the contact information for Ocean House?
    • Address: 1 Bluff Ave, Westerly, RI 02891
    • Phone: 401-584-7000

9. Blantyre


Enjoy timeless charm and relax in grandeur on a romantic weekend escape.

Blantyre

© Blantyre

  • What is Blantyre?
    • Originally built for an affluent New York businessman at the turn of the 20th century, Blantyre is an elegant Tudor-style mansion located on a sprawling 110-acre property in the Berkshires.
  • What types of accommodations are available?
    • Guest rooms are located inside the Main Manor House as well as a Carriage House near the pool.
    • For added privacy, guests can choose from a selection of cozy cottages on the property.
  • Do the rooms have fireplaces?
    • Yes, many of the rooms feature warm and welcoming fireplaces, creating a cozy atmosphere.
  • What is special about Blantyre during the Christmas season?
    • The entire property is beautifully lit with festive lights, enhancing the holiday spirit.
  • Does Blantyre have a restaurant?
    • Yes, the property features an excellent farm-to-table restaurant that offers seasonal, high-quality dishes.
    • On Christmas Eve, the restaurant hosts a special holiday dinner for guests.
  • What is the contact information for Blantyre?
    • Address: 16 Blantyre Rd, Lenox, MA 01240
    • Phone: 844-881-0104

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