The urge to escape the concrete jungle gradually increases as the temperatures rise.
Memorial Day Weekend is the first holiday weekend of the summer season. While Manhattan may seem to be planets away from a peaceful environment, there are actually quite a few destinations that are perfect for a weekend getaway.
The best part? These beautiful towns are all within a three-hour drive of the city.
Litchfield, CT
A quintessential, cozy Connecticut town, Litchfield is the antidote to Manhattan’s hectic city life. This classic town is a Gilmore Girls lover’s fantasy. Admire the New England architecture of the beautiful old farmhouses, or enjoy the nearby hiking trails at the largest wildlife refuge in Connecticut, the White Memorial Conservation Center.
Woodstock, NY
If you’re a music fanatic, Woodstock is certainly a familiar cultural destination. Tucked in the Catskill mountains, this hippie haven is bustling with art galleries and eclectic shops. Stroll through exhibits at the Woodstock Artists Association & Museum, then search for vintage gems at Tinker Street’s Three Turtle Doves.
Greenport, NY
Instead of following the herd to the Hamptons, opt for its cooler counterpart, the North Fork. Greenport is a seaside hamlet in the heart of the North Fork’s wine country. Dine seaside at the iconic restaurant Claudio’s, famous for its clam chowder, while you take in the glittering views of Peconic Bay.
See Also: The Most Iconic Met Gala Looks Ever, According to Instagram Data
Shelter Island, NY
From Greenport, catch the 10-minute ferry ride to Shelter Island. This island looks like it’s straight out of The Great Gatsby. No, really— the houses are that gorgeous. Party like Gatsby at the iconic, luxurious Sunset Beach Hotel for an Insta-worthy experience.
Hudson, NY
Conveniently, a train runs every two hours from Penn Station to the town of Hudson. A popular destination for fleeing Manhattanites, Hudson is upstate’s version of Brooklyn. Peruse book stores and coffee shops to the max of your heart’s desire. We recommend staying in one Hudson’s B&B’s for the complete aesthetic weekend experience.
The Berkshires, MA
Western Massachusetts’ Berkshire mountains are not just the ideal weekend destination for nature enthusiasts. (Pull out the Hokas and Outdoor Voices workout dresses.) The Berkshires are home to two amazing museums: Norman Rockwell Museum and The Massachusetts Museum of Contemporary Art.
Newport, RI
Calling everyone embracing the “Coastal Grandmother Aesthetic” this summer: Newport, Rhode Island is the best place to live out your Martha Stewart fantasy. Embrace the salt air of Newport’s 3.5 mile cliff-walk, or live out your Met Gala fantasy by touring Newport’s Gilded Age mansions.
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