The Best Hotels Near {pretty to think so}, by the Record
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Every room has a record player, fed by a vinyl library in the lobby, which tells you most of what you need to know about the ethos here. This 29-room hotel sits on the Wallkill River with private balconies over the water and radiant-heated bathroom floors. The self-guided spa moves at your pace through sauna, steam, frost room, and mineral pool. Kayaks and bikes are on hand, and Water Street Market, with its bookshop and wine bar, is right next door.
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The interior designer who runs this ten-room boutique lodge in the Catskills also lives in it, which does focus the mind. The 1960s A-frame bones stay intact while the rooms inside go full Shaker-warm, leather headboards and Brooklinen sheets. Each room reads a little differently from the last. Four acres of lawn, a lounge with an open kitchen, and weekend breakfast are the amenities, so self-sufficient guests will feel most at home.
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A 19th-century Italianate mansion on 22 acres of Olmsted-designed parkland, with 19 rooms and a French restaurant running eight tables. It is the kind of hotel that makes you wonder briefly if you've wandered into a novel. The Gilded Age bones are intact, the modern touches stay quiet, and Tanglewood is a short walk away for anyone who needs a reason to justify the room rate beyond sheer indulgence.
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A Victorian tavern turned 20-room boutique hotel on the edge of Lenox, where the rooms split the difference between antique atmosphere and working Wi-Fi. Some have reading nooks, some have private porches, all have local art on the walls. There's a living room for a drink, but no proper bar or restaurant, which is fine since the town center is a short walk and Stockbridge is minutes south. The Michelin Guide includes it among its selected hotels.