From New York City to Los Angeles—Fashion Enthusiasts Are Leaving the City for These 6 Weekend Getaways.
Sometimes, the most enjoyable trips are right in your own backyard, only a short drive or train ride away. Fashion enthusiasts may favor urban living, but once the weekend arrives, they are often among the first to swap bustling city streets for coastal retreats, vineyard vistas, and the charm of small towns. Whether they're in New York or Los Angeles, the most fashionable travelers understand that the finest escapes are nearby enough for a quick sojourn yet feel like a world apart from their daily lives. From East Coast island getaways to relaxed California hideaways, these six locales have become preferred destinations for those in search of excellent hotels, stunning landscapes, and a more leisurely pace. Here, we explore where insiders are heading for their extended weekends, from the underrated alternative to Montauk to the hotel that's sparking renewed excitement in Ojai.
Shelter Island serves as the Hamptons’ unpretentious yet stylish counterpart. Nestled between Long Island's North and South Forks, this tranquil paradise is the ideal location for those wanting to completely avoid the crowded scenes of Montauk and the Hamptons. With delightful waterfront hotels, picturesque beaches, and a relaxed vibe, it has become popular among those looking to disconnect by the shore without drifting too far off the grid. It's private, just upscale enough to feel chic, and pleasantly free of crowds (at least for now). Where to stay: Reserve a room at The Pridwin, the grand and historic 1927 landmark that has just been updated after a multimillion-dollar renovation, for a classic New England experience. Whether or not you choose to stay at Sunset Beach, the modern outpost managed by the same hotel group as Chateau Marmont and Chiltern Firehouse, it’s undoubtedly the place to see and be seen—grab a spritz on the patio during golden hour before heading downstairs for dinner. If you're looking for a budget-friendly weekend, consider the charming Shelter Island House, a bed and breakfast conveniently located near the main attractions. What to Pack:
Loulou de Saison
Saez Crocheted Top
Ancient Greek Sandals
Esther Beaded Sandals
Hunza G
Original Crinkle Swimsuit
With its cedar-shingled cottages, hydrangea-laden streets, and enduring coastal appeal, Nantucket remains one of the East Coast's most sought-after summer spots. It is the pinnacle of coastal preppy style, after all. The island's combination of New England charm and a luxurious shopping scene—from Polo Ralph Lauren to TWP—ensures visitors keep returning summer after summer. Packing for Nantucket is an art focused on timelessness: crisp white poplin shirts, tailored shorts, and a stylish cable-knit sweater casually draped over the shoulders pretty much defines the uniform here. It provides the perfect backdrop for a wardrobe rich in heritage luxury. Where to stay: For classic waterfront views, book a room at the iconic White Elephant Resort. For a high-design experience, head to the Roman and Williams-designed Greydon House, featuring a moody, sea-captain-meets-bohemian style. Regardless of your choice to stay at Faraway Nantucket, its vibrant jewel-toned courtyard is undeniably the island's hotspot. What to Pack:
Matteau
Breton Striped T-Shirt
Polo Ralph Lauren
Cotton Twill Cap
Just a few hours north of Manhattan lies the Hudson Valley, where New Yorkers escape for a design-focused mountain getaway instead of a beach trip. This expansive region has become a hub for chic boutique hotels, farm-to-table dining, and incredible antique shops, not just in the town of Hudson but throughout locations like Cold Spring and beyond. Naturally, the packing vibe here evokes a blend of outdoor chic, making it a perfect opportunity to bring out your finest barn jackets, windbreakers, and Salomon sneakers—whether you plan to hike the trails or stroll to the nearest vintage shop. Where to stay: The Hudson Valley is seeing a surge in exciting new hotel openings, offering numerous choices right now. Wildflower Farms, an Auberge Resort, is the buzzed-about farmstay loved by Gwyneth Paltrow and Timothée Chalamet. Pocketbook Hudson is the industrial-chic newcomer to watch. A stay at Audrey Gelman's The Six Bells feels like stepping straight into a storybook. What to Pack:
Agolde
Lydia Cotton-Blend Jacket
Vuori Clothing
Allthefeels™ Short
Weekend Trips From L.A.
When Los Angeles creatives need a break without venturing too far, they frequently retreat to the Ojai Valley. Just under two hours by car from the city, this area has long attracted artists, wellness seekers, and Angelenos looking to rejuvenate themselves in a uniquely bohemian setting surrounded by orange groves, making it one of Southern California's most cherished escapes. In Ojai, slow living is key—visit for the wellness spas, farmers' markets, and shops filled
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From New York City to Los Angeles—Fashion Enthusiasts Are Leaving the City for These 6 Weekend Getaways.
And these stylish hotels, in particular.
