The Top 31 Hotels Near Matchbook Distilling
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Crescent Beach sits right outside the door here, with Peconic Bay stretching out beyond it, and the Pridwin has been around forever. It reads more like an Adirondack lodge than a beach resort, which is either confusing or exactly right depending on your mood. The 49 rooms and scattered cottages have been renovated to keep the old bones while adding a cleaner, more considered feel. Shelter Island itself requires a ferry, which keeps the crowds honest.
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A one-acre working farm on the grounds sets the tone for this 22-room boutique hotel on the Hamptons' quieter, less scene-y end. Jean-Georges runs the restaurant, and the kitchen leans heavily on what's growing out back. The rooms are chic and modern without the look-at-me energy that follows money east from Manhattan on summer Fridays. Bridgehampton is a pleasant stroll from here; the Montauk Highway strip is low-key by local standards.
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Ten rooms on the Bridgehampton stretch of the Montauk Highway, styled as a luxury motel in the way that phrase is meant to make you pause. The team behind it describes themselves as "a team of dedicated maniacs," which tracks: this is the classic motel-with-potential takeover, done with the kind of attention that turns a roadside stay into a detour worth planning around. Selected by the Michelin Guide.
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Sagaponack is the Hamptons village that people in the know prefer precisely because it isn't a scene. This freshly renovated resort spreads across seven acres with 30 rooms ranging from detached bungalows with kitchenettes to suites, all done in white, navy, and sage. Beach passes, stocked lockers, and a pantry stocked with morning pastries to ice cream handle the logistics so you don't have to. Long Island's best beaches are close enough to walk.
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Five acres in Amagansett, which sits just past East Hampton for those who find East Hampton a little much. The Reform Club is a small luxury inn where the smallest room in the main house is a suite, cottages offer more seclusion, and a four-bedroom residence handles groups wanting to pretend they live here. Bvlgari amenities, owners' artwork on the walls, Pilates on the schedule. The Meeting House feeds guests and locals alike, which keeps it from feeling sealed off.
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A barn and a cluster of 17th and 18th century cottages, beautifully preserved outside and quietly gutted into something minimalist and linen-forward within. This small hotel sits a mile inland from the beach on two pastoral acres, which makes it the anti-Hamptons Hamptons option, no oceanfront scene to perform for. Frette sheets, Matouk towels, Nespresso on the counter, old bones with a very considered interior. The Michelin Guide lists it among its selected hotels.
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The canal-side waterfront residences sit across the water from the historic inn rooms and hillside garden cottages, which tells you this place has a lot going on. An old-school Hampton Bays inn that's been brought back with modern amenities and genuine East End polish, it suits quiet escapes and big group weekends equally. Good Ground Tavern, the first Hamptons outpost from Union Square Events, runs a Cherrywood grill and easy happy hours on-site.
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Montauk sits at the farthest tip of Long Island, far enough out that locals just call it The End, and Gurney's has been holding down this stretch of Atlantic coastline longer than most of its guests have been alive. It's a full resort, with ocean views, a seawater pool, and the kind of unhurried pace that the rest of the Hamptons keeps promising but rarely delivers. The crowd leans casual and sand-tolerant, which is exactly right.
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Shiplap walls, tapestries over the beds, and a vibe that reads surf hippie without trying too hard. This Montauk motel has been in the Daunt family for generations, and it wears that history lightly, skewing more beach-cottage cool than anything the word "motel" usually promises. Sandy feet are the dress code, the on-site restaurant The Bird has been here forever, and the Michelin Guide has taken notice of the whole operation.
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Old money meets boutique hotel money at this Lake Montauk resort, where whitewashed timber rooms and two pools sit on a marina that Gilded Age dynasties once claimed as their own. The setting feels genuinely private in a way that most of the Hamptons stopped being long ago. A beach club, tennis, fitness classes, a wood-fired pizzeria, and a seafood fine-dining room round things out. Pack light, but bring something for dinner.
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Sand between your toes is apparently a design philosophy here, not just an oversight. Marram is a 96-room resort in Montauk built around the idea that "barefoot luxury" is a complete sentence, leaning into the town's old surfer looseness rather than polishing it away. Yoga, craft workshops, and weathered-cool décor all pull in the same direction. The in-house restaurant from a Uruguayan chef does seafood and is worth your attention.
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Burnished brass and oak detailing carry the harbor's palette indoors at this boutique hotel on the Mystic River, where many rooms look out on sailboats drifting past at a pace that makes you feel guilty for checking email. A heated seasonal pool and landscaped terraces keep the mood easy outside, and the seaport's museums and shipyards are a short walk when you remember you're supposed to be doing something.
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Perched on a bluff above Watch Hill with the Atlantic laid out below, Ocean House is a Victorian resort that feels like someone's very grand great-aunt never quite let go of the Gilded Age, and you're glad she didn't. Croquet lawns, a private beach, and rooms done in a quietly luxurious register that earns its Forbes Five Star without announcing it at every turn. Open year-round, which the old summer-colony crowd never managed.
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A hand-beaded tapestry the size of a small house greets you in the lobby, and it's a fair preview of the scale of everything that follows. Sky Tower is the hotel at the heart of Mohegan Sun's sprawling casino complex, which means your neighbors will be here for the slots as much as the river views. The New England countryside and the Thames sit just outside the glass; you may not notice, given that roughly four dozen restaurants and a spa are also competing for your attention.
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Marcel Breuer's Bauhaus-inflected Brutalist block, built for a tire company and now reborn as a design hotel, gives New Haven one of the more architecturally serious places to sleep in the northeast. The interiors nod to the original rather than recreate it, solar arrays power the whole operation, and the LEED Platinum certification means the building is roughly as principled as it looks. Tapestry Collection by Hilton, yes, but the bones are unlike anything else on the block.
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The rooftop bar, High George, looks out over a skyline that's been old longer than most American cities can claim. The Blake is a boutique hotel on the edge of downtown, where rooms are fitted with kitchenettes and bathrobes in a way that quietly invites a longer stay. Walking maps and neighborhood guides sit at the ready, a local art gallery runs on the ground floor, and the bathrooms are, apparently, very photogenic.
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A boutique hotel planted inside Yale's campus, flanked by the schools of art, architecture, and drama, which sets a certain tone before you've even checked in. The lobby leans into it: armchairs, bookshelves, a color palette that whispers alma mater without shouting it. There's a café off the lobby and a restaurant, Heirloom, doing seasonal New American cooking that's frankly more ambitious than hotel dining tends to be.
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Shingled walls, porches aimed at the water, bocce on the lawn, and a private beach on Quonochontaug Pond: Weekapaug Inn has been a summer retreat on Rhode Island's southern coast for as long as anyone's grandparents can remember. Antiques and coastal touches fill the rooms, sailing and bird-watching fill the days, and the whole thing holds a Forbes Five Star without feeling the need to remind you of it. Old New England ease, genuinely unforced.
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Three thousand five hundred acres in Rhode Island, which sounds like a typo until you're fly fishing or clay shooting before noon. The Preserve is a wilderness resort built around outdoor pursuits, with lodging that runs from contemporary townhouses to off-grid tiny homes. Evenings go to cedar hot tubs and the spa. The country's longest indoor shooting range is here, which is either the selling point or the detail that makes you call a different hotel.