THE CHANLER AT CLIFF WALK one of the best weekend getaways from nyc

In the heartbeat of the city that never sleeps, you will always feel its energy pulsating through the streets. And ever so often, you’ll also need to simply break free from the urban rhythm and make the great escape. Enter the magic of weekend getaways from NYC, just a short ride outside the Big Apple. Whether you’re seeking a romantic winter retreat, a quick weekend trip, or an overnight adventure, weekend getaways from NYC offer the perfect time to pause the urban grind. So, let’s explore the top 6 road trip destinations for your next weekend trip, so you can unwind in to time.

Not ready just yet to commit to a weekend outside the City? Enjoy a staycation with The Ultimate New York Travel Guide for Solo Travelers.

1. The Pocono Mountains, Pennsylvania:


Nestled just a few hours from NYC, the Pocono Mountains provide an enchanting winter wonderland. Experience the magic of snow-covered landscapes and cozy cabins, making it one of the best winter getaways from NYC. Enjoy outdoor activities like skiing, snowboarding, or simply relish the serene beauty of the mountains.

  • Best Place to Stay: Skytop Lodge – A historic resort nestled in the heart of the Poconos, offering a tranquil escape with beautiful views.
  • What to Do in the Poconos: Enjoy skiing and snowboarding at Camelback Mountain, indulge in a relaxing spa day at Skytop Lodge, and take a scenic winter hike in Promised Land State Park.

2. The Berkshires, Massachusetts:

Blantyre - An elegant Tudor-style mansion providing a luxurious retreat in Lenox in berkshires Massachusetts
The Blantyre Mansion


For those in search of the best getaways from NYC, the Berkshires stand out as a charming escape. This picturesque region boasts scenic drives, cultural attractions, and delightful small towns. In the winter, the Berkshires transform into a snowy paradise, offering the perfect backdrop for a romantic winter getaway.

  • Best Place to Stay: Blantyre – An elegant Tudor-style mansion providing a luxurious retreat in Lenox.
  • What to Do in The Berkshires: Explore the Norman Rockwell Museum, attend a performance at Tanglewood, and take a winter stroll through the charming town of Stockbridge.

3. The Catskills, New York:

scribner's catskill lodge in catskill ny one of the best weekend getaways in ny
Scribner’s Catskill Lodge


Escape the city and explore the scenic beauty of the Catskills, just a short drive from NYC. These scenic mountains provide an array of winter activities, making it one of the top winter getaways in New York. From hiking and snowshoeing to enjoying local craft breweries, the Catskills offer a diverse range of experiences.

  • Best Place to Stay: Scribner’s Catskill Lodge – A boutique hotel with stunning mountain views, featuring a cozy atmosphere and modern amenities.
  • What to Do in The Catskills: Go skiing or snowboarding at Hunter Mountain, hike to Kaaterskill Falls, and explore the eclectic shops and art galleries in Woodstock.

4. Newport, Rhode Island:

THE CHANLER AT CLIFF WALK one of the best weekend getaways from nyc
The Chanler at Cliff Walk


For a weekend trip from NYC that combines history and charm, Newport is the ideal destination. Discover the city’s historic mansions, stroll along the picturesque waterfront, and indulge in delicious seafood. In the winter, Newport becomes a serene coastal escape, perfect for a romantic winter getaway.

  • Best Place to Stay: The Chanler at Cliff Walk – A historic mansion with ocean views, offering a luxurious and romantic stay.
  • What to Do: Tour the opulent Newport mansions, stroll along the Cliff Walk, and savor fresh seafood at waterfront restaurants like The Black Pearl.

5. The Hudson Valley, New York:

The mohonk mountain house
Mohonk Mountain House


Experience the beauty of the Hudson Valley, offering a mix of natural wonders and cultural attractions. This destination provides excellent overnight trips from NYC, with its wineries, charming towns, and scenic hikes. Explore the historic sites, indulge in farm-to-table cuisine, and unwind in the tranquility of this captivating region.

  • Best Place to Stay: Mohonk Mountain House – A Victorian castle resort set against the Shawangunk Mountains, providing a mix of luxury and outdoor activities.
  • What to Do: Visit the Walkway Over the Hudson, explore Dia Beacon for contemporary art, and embark on a wine tour in the Hudson Valley wine country.

6. Montauk, New York:

 Gurney's Montauk Resort & Seawater Spa in Montauk New york one of the best getaways from nyc
Gurney’s Montauk Resort & Seawater Spa


Known for its pristine beaches and laid-back atmosphere, Montauk is an ideal destination for winter day trips from NYC. While it’s often associated with summer, Montauk’s winter charm lies in its serene beaches, cozy cafes, and the peacefulness that comes with fewer crowds.

  • Best Place to Stay: Gurney’s Montauk Resort & Seawater Spa – A beachfront resort offering breathtaking ocean views and upscale amenities.
  • What to Do: Take a winter beach walk, visit the Montauk Point Lighthouse, and dine at local seafood restaurants like The Lobster Roll.

Bring on the Weekend Getaways from NYC


It’s time to plan your winter getaway, romantic escape, or quick weekend trip from NYC. These Northeastern destinations provide the perfect blend of relaxation and adventure. From the snowy peaks of the Pocono Mountains to the coastal charm of Newport, there’s a diverse range of options just waiting to be explored. Pack your bags, leave the city behind, and embark on memorable weekend getaways from NYC.

Not ready just yet to commit to a weekend outside the City? Enjoy a staycation with The Ultimate New York Travel Guide for Solo Travelers.

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