The 14 Best Places to Drink and Stay in Kingston

1. Wildsam The 50 Most Essential Bars in America
2. Esquire The Best Bars in America

A nine-hole golf course designed by King-Collins, a firm with a devoted following in the industry, sets the tone for this 40-room Catskills retreat, where the farmhouse rooms and freestanding cabins share a studied utilitarian-chic look. Dinner in the communal dining room runs Mediterranean with Hudson Valley produce. A spa, sauna, bathhouse, tennis, and a pool round things out. It holds a Michelin Key.

1. Michelin Guide 1 Key

Every room at this eleven-room countryside inn in the Hudson Valley comes with a fictional backstory baked into the design, which sounds precious until you see how well it actually works. The team behind it built a whole invented world to hang the interiors on, and the result is quietly luxurious without feeling like a stage set. A Michelin Key property, and a genuinely considered alternative to generic upstate getaways.

1. Michelin Guide 1 Key

A working farm in Gardiner that takes the "secluded" part more seriously than most Hudson Valley properties, Wildflower Farms is an Auberge resort with 65 cabins spread across actual farmland. The produce grown on the property feeds Clay, the on-site restaurant. The Thistle Spa handles the rest. It holds a Michelin Key, which is the guide's way of saying the stay itself is the point.

1. Michelin Guide 1 Key

1. Michelin Guide Selected Hotels

Four restored historic buildings, including a pre-Revolutionary War cottage and an old bank, make up this 42-room hotel in Kingston. The Hudson Valley revival has brought plenty of newcomers to town, but Hotel Kinsley threads its rooms through the actual bones of the place rather than building around them. Restaurant Kinsley handles dinner with New American ambitions. The Michelin Guide lists it among its selected hotels.

1. Michelin Guide Selected Hotels

1. Michelin Guide Selected Hotels

Each of the four suites at this Woodstock inn is named for a rock and roll matriarch, so you're essentially choosing between Aretha, Carole, Joni, and Stevie. It's a small, sustainably minded boutique hotel with clawfoot tubs, wood-paneled bathrooms, and private patios throughout. Bikes and a hot tub are shared by all guests. Two suites welcome dogs, which feels on-brand for a place that already has strong opinions about who deserves to be on the walls.

1. Michelin Guide Selected Hotels

A boutique bed and breakfast on Woodstock's main drag, Twin Gables keeps a well-preserved Victorian exterior but drops any interest in period charm the moment you walk through the door. Inside, bold colors and graphic art fill rooms that share no common aesthetic with each other. Not every room has a private bathroom, and the ones that do book fast on weekends, so plan accordingly.

1. Michelin Guide Selected Hotels

Bluetooth turntables stocked with actual records sit in every room at this boutique hotel, which feels like a fair summary of Woodstock's relationship with the past. The compound reads as its own little world despite being in the middle of town: modern lines, rustic textures, heated bathroom floors, colorful art. The Tannery café handles coffee and not much more, but the town is right there and seems happy to help.

1. Michelin Guide Selected Hotels

A Dutch Colonial mansion on a private lake in Stone Ridge, about two hours from the city, converted into a boutique hotel with the kind of restraint that makes you feel like you discovered it yourself. The carriage house and stables are now guest rooms, the old swimming pool got a quiet refresh, and the ground floor runs a farm-to-table restaurant called Butterfield. Hudson Valley weekenders who want nature without roughing it have found their place.

1. Michelin Guide Selected Hotels

Kate Pierson of the B-52s once gave this creekside motel its kitschy makeover, and the current owners have since turned it into a boutique inn with rustic-chic rooms, locally roasted coffee, and Apotheke bath products. It sits in Mount Tremper, quietly selected by the Michelin Guide, and draws the kind of guests who pack a Patagonia vest and call it roughing it. The creek is real, at least.

1. Michelin Guide Selected Hotels

1. Michelin Guide Selected Hotels

1. Michelin Guide Selected Hotels