Weekend Trips from New York, NY

Valois-Lopes & Robert November 25, 2025


Living in New York City offers unmatched energy, opportunity, and excitement — but even the most passionate New Yorker occasionally craves a break from the hustle. Fortunately, one of the city’s greatest perks is its proximity to countless destinations ideal for quick escapes. From serene countryside retreats to charming coastal towns, there are endless opportunities for rejuvenation just a few hours away. Whether one seeks a peaceful nature getaway or a culturally rich small-town experience, these weekend getaways from New York, NY provide something for every traveler.

The Hamptons: Coastal Luxury and Relaxation

The Hamptons remain a classic destination for weekend travelers looking to unwind in style. Just a few hours from Manhattan, this collection of seaside towns on Long Island’s South Fork offers beautiful beaches, upscale dining, and boutique shopping.

Southampton and East Hampton exude sophistication with art galleries, high-end restaurants, and pristine stretches of sand. Montauk, at the island’s eastern tip, delivers a more laid-back coastal vibe with its surf-friendly beaches and scenic lighthouse views.

Visitors can stroll through farmers’ markets, enjoy fresh seafood along the waterfront, or simply relax by the ocean. Whether for a romantic retreat or a family outing, the Hamptons combine natural beauty with refined living, making it one of the most iconic weekend getaways from New York, NY.

The Catskills: Nature and Adventure

For those craving fresh air and outdoor exploration, the Catskills are a perfect escape. Roughly two and a half hours from the city, this region is known for its rolling mountains, hiking trails, and charming small towns.

In summer, the area comes alive with opportunities for kayaking, mountain biking, and exploring waterfalls like Kaaterskill Falls. In autumn, vibrant foliage paints the landscape, attracting photographers and nature lovers alike. Winter brings skiing and snowboarding at Hunter and Windham Mountains.

The Catskills also offer a thriving arts scene, farm-to-table restaurants, and cozy bed-and-breakfasts. Towns like Phoenicia and Woodstock are popular for their welcoming atmosphere and creative energy. Whether adventuring outdoors or enjoying local craft breweries, visitors find relaxation in the region’s natural beauty.

Hudson Valley: Scenic Charm and Culinary Excellence

Just north of the city, the Hudson Valley offers a blend of history, culture, and cuisine. This region stretches along the Hudson River and is easily accessible by train from Manhattan, making it an ideal destination for quick getaways.

The area’s vineyards and orchards provide opportunities for wine tastings and seasonal fruit picking, while its farm-to-table dining experiences are among the best in the state. Towns such as Rhinebeck, Beacon, and Cold Spring are known for their art galleries, antique shops, and inviting cafés.

Visitors can tour historic estates like the Vanderbilt Mansion or explore outdoor attractions such as the Walkway Over the Hudson, the longest elevated pedestrian bridge in the world. With its scenic drives and timeless character, the Hudson Valley offers both relaxation and inspiration.

The Berkshires: Art, Culture, and Tranquility

Located in western Massachusetts, the Berkshires are about a three-hour drive from New York City and offer a perfect blend of cultural sophistication and natural serenity. The region is home to world-renowned art institutions such as the Massachusetts Museum of Contemporary Art (MASS MoCA) and the Norman Rockwell Museum.

In summer, Tanglewood — the Boston Symphony Orchestra’s summer home — hosts outdoor concerts surrounded by mountain scenery. The area’s quaint villages, including Lenox and Great Barrington, feature charming inns, boutique shopping, and top-rated restaurants.

Outdoor enthusiasts can enjoy hiking, kayaking, and winter sports, while wellness seekers often visit luxurious spas nestled in peaceful, wooded settings. The Berkshires provide an elegant yet laid-back atmosphere, ideal for recharging away from city life.

Philadelphia, Pennsylvania: A Cultural Urban Escape

For those seeking a city break with a change of pace, Philadelphia is an excellent choice. Roughly 90 minutes from New York by train, it offers world-class museums, a thriving food scene, and a rich historical heritage.

Visitors can tour Independence Hall and the Liberty Bell, explore the Philadelphia Museum of Art, or indulge in local favorites such as cheesesteaks and soft pretzels. The city’s diverse neighborhoods — like Rittenhouse Square and Old City — offer stylish shopping, cozy cafés, and vibrant nightlife.

Philadelphia’s balance of historic charm and modern energy makes it a rewarding destination for an easy and engaging weekend away.

Mystic, Connecticut: Nautical Heritage and New England Charm

A few hours northeast of New York, Mystic offers the quintessential coastal New England experience. Known for its maritime history, the town is home to the Mystic Seaport Museum and the Mystic Aquarium. Visitors can explore historic ships, stroll along the harbor, and enjoy fresh seafood at waterfront restaurants.

Mystic’s charming downtown features boutique shops, artisanal bakeries, and quaint inns perfect for a peaceful getaway. Nearby, the beaches of Rhode Island and the wineries of Connecticut’s coastal region offer additional opportunities for exploration.

This picturesque town combines relaxation, education, and natural beauty, making it an ideal choice for families or couples.

Lake Placid: A Mountain Escape in the Adirondacks

For a longer retreat, Lake Placid in upstate New York offers breathtaking scenery and outdoor adventure year-round. About five hours from the city, this former Olympic site boasts pristine lakes, forested mountains, and charming accommodations.

In summer, visitors can canoe, hike, or explore the surrounding Adirondack Park. In winter, the area transforms into a snowy wonderland, perfect for skiing and snowboarding. The village of Lake Placid offers cozy restaurants, boutique shopping, and a welcoming atmosphere that blends rustic charm with resort luxury.

Though farther than other destinations, Lake Placid’s serene environment and fresh mountain air make it worth the journey.

The Perfect Escape Awaits

Whether they’re seeking an ocean breeze, mountain trail, or cultural experience, residents of New York have an incredible range of destinations at their fingertips. Each of these weekend getaways from New York, NY provides a unique opportunity to relax, recharge, and rediscover balance while staying close to home. From luxury escapes to quiet countryside retreats, the options are as diverse as the city itself.

Ready to make New York your home base for adventure? Contact Eileen Robert and Paolo Valois-Lopes today for expert real estate guidance and personalized support in finding your ideal home in the city — or near your favorite getaway destination.



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About the Author

Lead Real Estate Agent

Eileen Robert is a top-producing real estate expert with over 31 years of experience in luxury properties and townhouses. Recognized by The Wall Street Journal as a Top 250 Broker in the U.S., she was also the exclusive broker for Katharine Hepburn’s Turtle Bay Garden townhouse. A native New Yorker, Eileen combines market expertise with a personable approach, ensuring outstanding results for her clients.

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They have the same passion for real estate and it shows in their results. Buyers and sellers alike value their discretion and willingness to go the extra mile. You will too because results count and nobody sells property like them.