The Best Boutique Hotels with Pool in New York in 2026
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Number of Rooms: 107
Guide Price: Between $300 & $500 per Night
Address: 32 Star Island Road
Montauk
The Hamptons
New York
11954
Montauk
The Hamptons
New York
11954
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
Well, its Montauk, it’s The Hamptons, so the super-indulgent experience isn’t exactly astounding, but we’d venture to say that the combination of extensive grounds, private beach and superb facilities makes this hotel a good time. The property is a collection of crisp wooden buildings on the edge of Lake Montauk. It nestles on Star Island surrounded by yacht dockings and charter companies. Just a touch of sweet to go with all the salt. If you want an old Montauk, chill family vibe and like to bemoan the ‘Hamptonization’ of the… > Read Our Full Review
Listed in: The Best Boutique Hotels in the Hudson Valley in 2026 and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 37
Guide Price: Between $300 & $500 per Night
Address: 515 Leedsville Road
Amenia NY
New York
12501
Amenia NY
New York
12501
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
Though Amenia, Upstate NY, sits on the outskirts of the Hudson River Valley, this comfort-driven boutique hotel is a defining addition to the area’s accommodation offerings. Amenia the town has a long history of literary excellence. The Troutbeck property in particular has been active since the 18th century, hosting esteemed authors, nature-lovers and philosophers like Thoreau, Teddy Roosevelt, and Mark Twain (to name a few). Today’s stone Manor House is the 1919 rebuild after the original burnt down. The current owners opened to guests in 2017 after extensive renovations that… > Read Our Full Review
Listed in: The Best Boutique Hotels in the Hudson Valley in 2026 and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 110
Guide Price: Between $300 & $500 per Night
Address: 19 State Highway 296
Windham NY
New York
12496
Windham NY
New York
12496
This Windham, Hudson Valley boutique hotel has hosted guests for more than a century. The experience, and years of consistent upkeep, show. Wylder Windham Hotel is not the most central, but not everyone is traveling in order to check out a cool new town. Sometimes you want to find the perfect place and stay there. This is what the Wylder Windham might just offer. It’s relatively luxurious for a rural hotel, and has an abundance of activities that let you enjoy the great outdoors even if you almost never leave… > Read Our Full Review
Number of Rooms: 86
Guide Price: Over $1,000 per Night
Address: 377 Greenwich Street
Tribeca
New York City
New York
10013
Tribeca
New York City
New York
10013
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
No, not that Greenwich; this gorgeous boutique hotel is named after the street, not the neighborhood, and is firmly in quieter, more residential, Tribeca. You’re not going to have a crazy New York City adventure on your doorstep here, but it is a refreshingly calm quarter of Manhattan, and the type of neighborhood you can quickly feel at home in. If you want to stumble directly home from a night out without a cab ride, it’s worth booking closer to nightlife. But, in our opinion, a 4 am cab ride… > Read Our Full Review
Listed in: These Are the Best Boutique Hotels in the Adirondacks and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 116
Guide Price: Under $200 per Night
Address: 210 Registration Way
Schroon Lake NY
New York
12870
Schroon Lake NY
New York
12870
Compare it with others in: Affordable Boutique Hotels, Boutique Hotels For Families, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
Tucked off of Route 9 next to the gorgeous Schroon Lake, this boutique hotel and lodge is the perfect place for some serious nature time. A small collection of buildings, headed by a Main Lodge, welcome you to a large property with a long history of hospitality. The original property, the Brown Swan Lodge, has undergone a series of additions, renovations and reinventions over the years. One small, sweet 1919 clapboard building has grown tremendously into the welcoming encampment you find today. The original focus of the resort has also… > Read Our Full Review
Number of Rooms: 97
Guide Price: Over $1,000 per Night
Address: 456 Greenwich Street
Tribeca
New York City
New York
10013
Tribeca
New York City
New York
10013
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
If you ever wanted to go to New York to experience Paris, get to this boutique hotel in Tribeca. We won’t pretend not to roll our eyes at a hotel designed to look like it belongs somewhere else. But, when all is said and done, the design here is gorgeous, whatever they want to call it. The overseers, a worldwide hospitality group dedicated to selling Parisian fantasies, have done quite a nice job of it. This version of France is pastels and Petit fours, plush luxury done up like confectionery…. > Read Our Full Review
Listed in: These Are the Best Boutique Hotels in the Adirondacks and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 83
Guide Price: Under $200 per Night
Address: 2375 Saranac Avenue
Lake Placid NY
New York
12946
Lake Placid NY
New York
12946
Compare it with others in: Affordable Boutique Hotels, Boutique Hotels For Families, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
Brought to us by our hip friends at Lark Hotels, the Bluebird hotel line comprises modern North Eastern properties nicely situated in many of the region’s most charming small towns. Frequently found within the top boutique offerings in Maine, Vermont, and Massachusetts, they offer modern luxury with a lot of style. This one, Bluebird Lake Placid, is on the newer side, and still finding its legs. Private-entrance rooms and suites stretch around a central parking area, with an angular, light wood lobby building on the far side. In this case,… > Read Our Full Review
Number of Rooms: 114
Guide Price: Between $300 & $500 per Night
Address: 27 Grand Street
Soho, NYC
New York City
New York
10013
Soho, NYC
New York City
New York
10013
Compare it with others in: Eco Friendly Boutique Hotels, Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
You won’t get any more central SoHo than the sleek, contemporary tower building of the ModernHaus hotel. Snuggled in a little triangular area by 6th Ave and Canal Street, the hotel rises above a lower wood-clad base, creating a unique profile in a neighborhood better known for historic cast-iron buildings The tower is a smidge disconnected from the lateral panels of the all-wood facade. Yet, the resulting views more than make up for a momentary ‘huh.’ Snag a top-floor room, and you’re doing great, looking out over Manhattan from an… > Read Our Full Review
Number of Rooms: 30
Guide Price: Between $200 & $300 per Night
Address: 626 Montauk Highway
Montauk
The Hamptons
New York
11954
Montauk
The Hamptons
New York
11954
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, and Boutique Hotels with Pool
This central Montauk boutique motel is open year-round. That is, it’s open March-December, which is pretty close for The Hamptons. This gives this motel a little more local flavor, and gives you the chance for an off-season visit, our recommended time for a Montauk vacation. We’re also big fans of the ‘yep, we’re a motel’ vibe. It’s unassuming without feeling gimmicky, and while it doesn’t look quite as glamorous the price might suggest, c’est la Hamptons. It’s not like it’s a low-effort spot, either. Decor is quirky but still inventive… > Read Our Full Review
Number of Rooms: 24
Guide Price: Under $200 per Night
Address: 44 South Elmwood Avenue
Montauk
The Hamptons
New York
11954
Montauk
The Hamptons
New York
11954
Compare it with others in: Affordable Boutique Hotels, Boutique Hotels For Families, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
This central Montauk motel is – there’s no other word for it – cool. It’s like a friend invites you to stay the weekend in their family’s Hamptons’ summer home – if that home was originally a motel and somebody in the family is a designer for Home Studios in Manhattan. Reality isn’t too far off. Sure, they just hired Home Studios, but Daunt’s Albatross is a family-owned establishment that’s been part of the Daunt line since the ’70s. A 2020 glow-up brought the motel decisively into the boutique scene,… > Read Our Full Review
Listed in: 26 Best, The Best Boutique Hotels Near Central Park in 2026, and Genuine Boutique Hotels in Manhattan in 2026
Number of Rooms: 114
Guide Price: Over $1,000 per Night
Address: 28 West 53rd Street
Midtown Manhattan
New York City
New York
10019
Midtown Manhattan
New York City
New York
10019
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
This Midtown boutique hotel meets crystal-palace is one for all of your New York glitterati fantasies. We’ll admit, we’ve got some skepticism about the brand-name designer hotel. The powers-that-be here are not your typical hoteliers, and this has both upsides and downsides. In terms of facilities, design, and luxury branding, everything is as top-notch as you’d imagine. Everything in the hotel sparkles. They know what screams ‘luxury’ and where to put it. The marble gleams and you’ll find more chandeliers than a Beverly Hills Home Depot. It’s also got some… > Read Our Full Review
Listed in: The Best Boutique Hotels in the Hudson Valley in 2026 and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 65
Guide Price: Over $1,000 per Night
Address: Main Street
Gardiner NY
New York
12525
Gardiner NY
New York
12525
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
With over one hundred acres of land and sweeping Hudson Valley views, Wildflower Farms is a boutique retreat with a tremendous location. Accommodation is modern and down-to-earth, and with many natural touches that make it feel warm and inviting. Beautiful wood beams, one-of-a-kind textiles and handmade soaps make everything feel like your well-traveled aunt’s drawing room, if your well-traveled aunt employed a full staff of servers and concierge services. It’s designed as an immersive experience with nature, where you bask in the beauty around you and then return to your… > Read Our Full Review
Listed in: These Are the Best Boutique Hotels in the Adirondacks and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 94
Guide Price: Between $300 & $500 per Night
Address: 7 Whiteface Inn Lane
Lake Placid NY
New York
12946
Lake Placid NY
New York
12946
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, and Boutique Hotels with Pool
A true appreciation of this lodge style Lake Placid boutique hotel depends almost entirely on your feelings about taxidermy. If you’re dead against, you might not enjoy the space as much as it deserves. If you’re anywhere else on the spectrum, it’s worth getting used to. And anyone who shares decor sensibilities with Beauty and the Beast’s Gaston should book The Whiteface Lodge immediately. The architecture is the real star, a stunning rustic structure of sturdy wood beams supporting high ceilings and that worn silkiness of wood that’s been treated… > Read Our Full Review
Listed in: The Best Boutique Hotels in the Hudson Valley in 2026 and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 8
Guide Price: Between $300 & $500 per Night
Address: 339 Allen Street
Hudson NY
New York
12534
Hudson NY
New York
12534
The Amelia is a masterfully restored New World Queen Anne revival building in the heart of Hudson, NY. It’s a lesson in attention to detail – a clean, upscale space with subtle touches that make every stay a real pleasure. Leaf peeping, Hudson Valley/Upstate escape weekend, intimate wedding, whatever your mission, this spot will make it effortlessly comfortable. Bookish types will love the library, creatives can wander through the common areas and daydream about which art pieces they’d like to take home with them. What are the rooms like?… > Read Our Full Review
Number of Rooms: 96
Guide Price: Between $300 & $500 per Night
Address: 21 Oceanview Terrace
Montauk
The Hamptons
New York
11954
Montauk
The Hamptons
New York
11954
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, and Boutique Hotels with Pool
These central Montauk boutique digs are far from cookie-cutter chic resort or even cozy mom and pop. Nope, what we have here is what a motel would be if it were designed by your high-income, voguish, new age, and perhaps slightly lunatic sister-in-law. It’s surfy, but soft rather than laid back, like a uniquely East Coast version of California boardwalk glam. Think that girl you went to high school with who dated all the senior boys and ended up moving to Hawaii. Then, let’s say she married a tech bro… > Read Our Full Review
Listed in: These Are the Best Boutique Hotels in the Adirondacks and The Best Boutique Hotels in Upstate New York in 2026
Number of Rooms: 25
Guide Price: Under $200 per Night
Address: 6048 Sentinel Road
Lake Placid NY
New York
12946
Lake Placid NY
New York
12946
Compare it with others in: Affordable Boutique Hotels, Boutique Hotels For Families, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
This Lake Placid property is an excellent new addition to the Adirondacks’, and Upstate NY’s, boutique hotel collection. It’s a chic, nature-forward accommodation from a trio of visionary friends that formed Eastwind Hotels. The owners are frequently there to greet guests on arrival, either in Lake Placid or at one of their gorgeous Catskills hotels. All locations share the same dark blue clapboard siding and simple roadside signage. It’s a cute touch that solidifies the branding while making the group feel like a collection of homes rather than a hotel… > Read Our Full Review
Number of Rooms: 183
Guide Price: Between $300 & $500 per Night
Address: 111 North 12th Street
Williamsburg
New York City
New York
11249
Williamsburg
New York City
New York
11249
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
Forget what you know about brownstones, small boutique hotels and human-sized architecture. This eye-catcher of a high-rise will expand your notions of what modern Brooklyn’s all about. Normally, we’d find a building this big in a place like Williamsburg to be more than a little cringe. Even as a hotel, it’s a bit bigger than we’d like. We can’t promise the same level of intimate care that smaller hotel would provide. Yet, this star-destroyer of a hotel still has great appeal. It’s post-industrial from the outside, almost a Centre Pompidou… > Read Our Full Review
Number of Rooms: 33
Guide Price: Between $200 & $300 per Night
Address: 55 South Elmwood Avenue
Montauk
The Hamptons
New York
11954
Montauk
The Hamptons
New York
11954
One of the most central of all of Montauk’s many hotels, this spot feels like you cut the beach bar off a Dubai 4-star (and we’re not just talking about the BMW test-drive). It leaves off the surface-level opulence while retaining a certain glamour. The row of blazing fires surrounded by cushioned couches feels made for selfies. It definitely gives ‘party’ more than most of the more chic Montauk accommodation. If the old-school fisherman’s peninsula vibe was what you were going for, we’ll send you somewhere else. However, there are… > Read Our Full Review
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