With Labor Day weekend just two weeks away, the end of summer is officially on the horizon. But don’t fret, procrastinators! There’s still plenty of time to plan one last hurrah. Whether you’re seeking outdoor adventures, beach relaxation, or cultural exploration, these destinations offer the perfect escape from New York City.
Litchfield, Connecticut
For decades, Litchfield County has been a beloved country escape for notable New Yorkers. Oscar and Annette de la Renta, Diane von Furstenberg, and many others have fallen for its stone barns, rolling hills, farm stands, and small-town charm. Stay at the Mayflower Inn, which sits on 58 acres and offers activities like tennis, croquet, archery, and a luxurious spa. New to town? Check out the newly opened The Litchfield, a 20-room boutique hotel featuring a farm-to-table restaurant.
Hudson Valley, New York
The Hudson Valley, a sprawling region extending from New York City to Albany, is brimming with bucolic charm. Explore charming towns like Kingston, Tivoli, Rhinebeck, and Hudson itself, all boasting farm-to-table restaurants, art scenes, and quaint mom-and-pop shops. Immerse yourself in the region’s beauty and cultural offerings. You’ll find a variety of luxurious hotels, from boutique inns to five-star resorts, ideal for a Labor Day escape. For sprawling grounds with spas and top-notch service, consider Inness, Troutbeck, or Wildflower Farms. Hotel Kinsley or The Maker offer a more intimate experience right on their respective town’s Main Street.
The Berkshires, Massachusetts
While once considered more of a Boston getaway, the Berkshires have become increasingly popular for New York City residents since Amtrak launched service to the region in 2022. Explore the Massachusetts countryside steeped in literary history, where Edith Wharton and Herman Melville once wrote. Visit their historic homes and delve into their literary legacies. The towns of Lenox and Great Barrington are particularly charming, offering restaurants, galleries, and independent shops. Hotels like The Porches in North Adams and Life House in Lenox cater to a cooler crowd. If seeking a more secluded retreat, Miraval Berkshires, a sprawling wellness retreat, offers a tranquil escape.
Amagansett, New York
Any town in the Hamptons is a delightful choice, but Amagansett exudes a unique charm. Its Main Street is lined with mom-and-pop stores, including the iconic The Row, and the Amber Waves farm stand offers the freshest produce on Long Island. Indulge in delicious cuisine at the acclaimed and unpretentious Il Buco Al Mare. Quaint bed and breakfasts, like the Harborfront Inn, provide simple yet elegant service. Each hotel offers complimentary bike cruisers, allowing you to easily explore the pristine Indian Wells Beach.
