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Want to trade city streets for snow-dusted charm? These winter weekend getaways from NYC bring cozy cabins, scenic towns, and winter wonderlands all within easy reach.

If you are in a hurry, I recommend:

  • Snowy retreats in the Catskills
  • Cozy fireplace stays in the Adirondacks
  • Winter walks in Hudson Valley villages
  • Ski getaways to Vermont slopes
  • Charming inns and spas in the Berkshires

Unique Winter Weekend Getaways from NYC:

1. Topping Rose House

Topping Rose House

© Topping Rose House

Location:

Bridgehampton, NY

Highlights:

While the Hamptons are traditionally a summer destination, they offer a cozy, luxurious winter getaway at Topping Rose House, the only full-service five-star hotel in the area.

Recommended For:

Couples, those seeking a luxurious retreat, and anyone looking for a peaceful winter escape in the Hamptons.

What I Love: ♥

The historic Greek Revival mansion, the serene hotel spa, and the delicious farm-to-table dining experience by the inviting fireplace.
  • Stay in elegant rooms equipped with customizable minibars, flat-screen TVs, and high-end linens for a relaxing and luxurious experience.
  • Dine at the on-site restaurant, offering delectable farm-to-table dishes, perfect for a cozy winter meal by the fireplace.
  • Soothe your senses with massages, facials, and other relaxing treatments at the serene hotel spa.

Address:

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

2. Maidstone Hotel, East Hampton

Maidstone Hotel, East Hampton

© Maidstone Hotel

Location:

East Hampton, NY

Highlights:

If you're seeking a chic and cozy retreat, we recommend Maidstone Hotel, located just a short walk from East Hampton Village. This Scandinavian-inspired gem inside a renovated Greek Revival home offers a stylish, whimsical atmosphere perfect for your stay.

Recommended For:

Couples, design enthusiasts, and anyone looking for a charming and fun getaway in East Hampton.

What I Love: ♥

The whimsical aesthetic, cozy communal spaces like the pink sun lounge and bar, and the beautifully designed rooms with options like free-standing bathtubs for ultimate relaxation.
  • Stay in one of three room types, some featuring free-standing bathtubs or separate sitting areas for added comfort.
  • Relax in the pink sun lounge or enjoy a drink at the bar, surrounded by a curated collection of art.
  • Indulge in the extra privacy and luxury offered by the hotel’s three free-standing cottages, perfect for those seeking more space.

Address:

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

3. Castle Hill Inn

Castle Hill Inn

© Castle Hill Inn

Location:

Newport, RI

Highlights:

If you're seeking a luxurious winter retreat, we highly recommend Castle Hill Inn. This historic Victorian mansion on its own private peninsula has hosted Hollywood royalty, famous novelists, and wealthy travelers from around the world, making it an unforgettable destination.

Recommended For:

Couples, history enthusiasts, and anyone seeking a romantic or indulgent getaway with stunning views and luxurious amenities.

What I Love: ♥

The cozy fireplaces, two-person soaking tubs, and the elegant dining options that make it the perfect escape from the cold.
  • Stay in luxurious rooms, some with cozy fireplaces and two-person soaking tubs to keep you warm during the winter months.
  • Dine in the formal dining room or enjoy drinks and exquisite dishes at the bar on-site.
  • Relax with board games in the lobby or indulge in a delicious afternoon tea for a cozy, elegant experience.
  • Soothe your body and mind with relaxing massages at the on-site spa.

Address:

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

Romantic Winter Weekend Getaways from NYC:

4. Deer Mountain Inn

Deer Mountain Inn

© Deer Mountain Inn

Location:

Tannersville, NY

Highlights:

If you're looking for a charming, rustic getaway, Deer Mountain Inn is a perfect choice. This Arts and Crafts-style lodge, dating back to the turn of the 20th century, offers a cozy and luxurious experience for its guests.

Recommended For:

Couples, families, and anyone looking to enjoy a peaceful retreat in a historic and beautiful setting.

What I Love: ♥

The cozy yet luxurious accommodations, the delicious seasonal dining options, and the charming atmosphere of this historic lodge.
  • Stay in one of six guest rooms, each decorated with rustic furnishings and beautiful artwork for a cozy, welcoming atmosphere.
  • Relax in one of the two cottages, which feature full kitchens, covered porches, and electric fireplaces—ideal for families or larger groups.
  • Dine in the elegant dining room, where seasonal cuisine is served for dinner Thursday through Sunday.
  • Celebrate at the special Woodland Masquerade on New Year's Eve, with live music, an open bar, and delicious hors d'oeuvres for a festive experience.

Address:

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

5. Mohonk Mountain House

Mohonk Mountain House

© Ruth P. Peterkin/stock.adobe.com

Location:

New Paltz, NY

Highlights:

With a history dating back to 1869, Mohonk Mountain House is one of the best-known resorts in the Hudson Valley. Offering a stunning, historic setting, it’s a fantastic year-round destination for relaxation and adventure.

Recommended For:

Couples, families, and anyone looking for a scenic, all-inclusive getaway in the Hudson Valley.

What I Love: ♥

The beautiful surroundings, included meals, and the range of activities from skating to cross-country skiing, perfect for any time of year.
  • Enjoy all meals included in the room rate, making for a stress-free and indulgent stay.
  • Relax by the fireplace, taking in the peaceful views of the surrounding nature.
  • Play with winter activities like skating in the outdoor pavilion or cross-country skiing across the property.
  • Indulge in a special occasion package, complete with fresh flowers, red wine, and a romantic breakfast in bed.
  • Save with special midweek rates available from December to April.

Address:

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

6. Eastwind Hotel & Bar

Eastwind Hotel & Bar

© Eastwind Hotel & Bar

Location:

Windham, NY

Highlights:

Located in the heart of the Catskill Mountains, Eastwind Hotel & Bar is a stylish boutique hotel designed to help guests relax and unwind in a charming and serene environment.

Recommended For:

Couples, outdoor enthusiasts, and anyone looking for a peaceful getaway in a beautiful mountain setting.

What I Love: ♥

The mix of rustic charm and modern amenities, including the cozy on-site bar with a fireplace and the unique A-frame cabins offering a glamping experience.
  • Stay in one of the sixteen rooms inside a beautifully restored 1920s bunkhouse or choose a secluded stay in one of three A-frame cabins for a glamping experience.
  • Relax at the chic on-site bar, which features a cozy fireplace and offers a great selection of wine, beer, and seasonal cocktails.
  • Enjoy a buffet breakfast served on weekend mornings for a perfect start to your day.
  • Socialize during the Saturday night communal dinner party, creating a warm, friendly atmosphere for all guests.

Address:

Windham, NY 12496
Phone: 518-734-0553

7. Bear Mountain Inn

Bear Mountain Inn

© Bear Mountain Inn

Location:

Tomkins Cove, NY

Highlights:

Located in the scenic Bear Mountain State Park, Bear Mountain Inn is a rustic stone and timber lodge with breathtaking views of Hessian Lake, offering a perfect blend of natural beauty and modern comfort.

Recommended For:

Nature lovers, families, and couples looking for a peaceful escape with access to outdoor adventures and historic charm.

What I Love: ♥

The combination of rustic appeal, historic charm, and modern amenities like luxurious bedding and the on-site spa for ultimate relaxation.
  • Stay in a beautifully restored historic lodge, originally built in 1915, with mini fridges, TVs, and luxurious bedding for comfort.
  • Relax with a delicious meal at the on-site restaurant and unwind with pampering treatments at the on-site spa.
  • Explore the park with seasonal activities such as ice-skating in the winter and cross-country skiing through stunning natural scenery.

Address:

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

Luxury Winter Weekend Getaways from NYC:

8. Ocean House

Ocean House

© Ocean House

Location:

Westerly, RI

Highlights:

Perched on a bluff overlooking the Atlantic Ocean, Ocean House is a stunning retreat that offers a luxurious and elegant getaway with breathtaking views of the ocean.

Recommended For:

Couples, families, and anyone seeking a peaceful, luxurious escape by the sea with modern comforts and historic charm.

What I Love: ♥

The combination of historic elegance with modern amenities, along with the unique seasonal packages like cooking classes and resort credit for spa treatments.
  • Stay in a beautiful, historic inn that has been rebuilt as an exact replica of the original structure from 1868 to 2003, with modern comforts inside for a perfect experience.
  • Relax with special winter packages, including semi-private cooking classes and resort credits for spa treatments and meals.
  • Celebrate a charming New England Christmas with a festive dinner and the option to book a private cottage for groups of up to 10 people.

Address:

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

9. Blantyre

Blantyre

© Blantyre

Location:

Lenox, MA

Highlights:

Originally built for an affluent New York businessman in the early 20th century, Blantyre is an elegant Tudor-style mansion located on a sprawling 110-acre property in the Berkshires. This luxurious estate offers a perfect blend of historic charm and modern amenities, making it an ideal getaway.

Recommended For:

Couples, families, and anyone seeking a peaceful, elegant retreat in the Berkshires, with a blend of privacy and luxury.

What I Love: ♥

The cozy fireplaces in many rooms, the festive holiday lights during Christmas, and the farm-to-table restaurant offering high-quality seasonal dishes.
  • Stay in the Main Manor House, Carriage House, or a cozy private cottage on the property for added privacy.
  • Relax by a warm fireplace in many of the rooms, creating a welcoming atmosphere perfect for unwinding.
  • Celebrate the Christmas season with the property beautifully lit by festive lights, enhancing the holiday spirit.
  • Dine at the excellent farm-to-table restaurant, offering seasonal dishes and a special holiday dinner on Christmas Eve.

Address:

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

📔 I get asked this a lot so I decided to include it:

  • 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.

Map:


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