Cool Off in Style: Hudson Valley Hotels with Gorgeous Pools

You may be familiar with the cool mountain breeze in the Hudson Valley, but it gets hot up here, too. When you’re planning your next adventure to chill out in the Valley, be sure to check out our Editor’s picks for where to swim, stay, and soak up the best of upstate New York. Tucked among rolling hills and charming towns, these hotels serve up mountain vibes with a splash of fun. From sun-drenched decks to forest-fringed sanctuaries, let this roundup of boutique hotels with pools be your guide.

The mountains are calling…but so are the pools! Let’s dive in.

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FEATURED HOTEL

Graham & Co. | Phoenicia NY | @thegrahamandco | INSIDE+OUT In the Spotlight

 Graham & Co is a rustic-chic escape with over 3 acres of fun-filled activities that include a swimming pool (of course!), comfy hammocks to lounge in, a badminton court, a fire pit, a picnic area, bikes to explore the area, and plenty of places to relax with a well-deserved cocktail or craft beer. This is your go-to comfy home-away-from-home. With ample natural light, plush bedding, and thoughtful amenities you’re sure to enjoy a unique Catskill experience. Photos sourced from Graham & Co. 

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Camptown | Leeds NY | @camptownleeds

Camptown is a 50-room hotel at the foot of the Catskill Mountains, just over the Rip Van Winkle Bridge. Offering both log cabins and hotel rooms, you can choose between a secluded retreat or action-packed nearby adventures. Casa Susanna, the on-site restaurant, features Jaliscan flavors and fresh produce from local farms, just steps from your room. Enjoy the heated saltwater pool, relax on loungers, or nap in a waterbed cabana. Quench your thirst with a frozen guava margarita at the outdoor Bar Piscina. Photos sourced from Camptown.

Glen Falls House | Round Top NY | @glenfallshouse

The thoughtfully revitalized historic Glen Falls House is situated amid the woods, offering a variety of lodging options, a restaurant and tavern, and a sparkling new pool. With this location, you can really have it all. Sleep well, eat well, go antiquing, go hiking, go swimming, and stargaze. You name it. And be sure to check out their year-round programming in music and arts. Photos sourced from Glens Falls House.

Hasbrouck House | Stone Ridge NY | @hasbrouckhouseny 

Named “The Americas’ Most Romantic Retreat” by World Boutique Hotel Awards, Hasbrouck House is a modern luxury escape centered around an 18th-century Dutch Colonial stone mansion in the historic hamlet of Stone Ridge, NY. It features 25 thoughtfully designed bedrooms among four historic buildings. Enjoy quality dining at Butterfield restaurant and step outside to immerse yourself in the tranquility of 55+ acres, where manicured gardens meet native landscapes. Stroll along scenic trails that lead to a serene, private lake. Relax in the cedar sauna and cold plunge or take a refreshing swim in our 100-year-old landmark pool. Photos sourced from Hasbrouck House.

Hotel Dylan | Woodstock NY | @hoteldylan

Peace, love, and swimming pools? Inspired by vintage vibes and the rich music history of the most notable small town in the U.S., mountain-chic Hotel Dylan offers photo-worthy moments and all your favorite amenities from start to finish. Play games, roast up some s’mores, get out hiking, and of course– jump in the pool! This is a summer-worthy stay. Photos sourced from Hotel Dylan.

Hotel Lilien | Tannersville NY | @hotellilien

Artfully restored and thoughtfully curated 18-room boutique hotel and cocktail bar in upstate New York’s Catskill Mountains. A stone’s throw from Hunter Mountain. Grab a delicious beverage and lounge by the sprawling pool surrounded by mountains. Now that’s summer.

Inness | Accord NY | @inness_ny

Situated between the Catskill and Shawangunk mountain ranges, discover 220 pastoral acres. Home to a hotel, restaurant, members’ club, golf, and abundant leisure activities. Home to two serene saltwater pools that are open to guests and members. Photos sourced from Inness. 

The Maker | Hudson NY | @themakerhotel

Created by the co-founders of global beauty brand “Fresh” and hospitality expert Damien Janowicz, the Maker Hotel brings a bohemian sensibility inspired by 19th-century Industrial, La Belle Époque, Art Deco + Mid-Century periods to the heart of historic downtown Hudson. Its genteel rooms offer sitting areas and minibars. Suites feature living rooms, some with terraces and/or fireplaces. Amenities include a café, formal bar and restaurant, a full gym, cozy library and a sumptuous outdoor pool.

The Roxbury | Roxbury NY | @theroxburyexperience

Step into another world with The Roxbury Experience. Named the most magical hotel stay in the world by Travel Leisure, you won’t just be swimming in their pristine swimming pool at their fantastical mansion; you can curate a stay beyond your imagination. Be sure to check out the motel and cottages as well! Photos sourced from The Roxbury.

Scribner’s Lodge | Hunter NY | @scribnerslodge

Scribner’s Lodge is the perfect basecamp for your escape to the outdoors. With thoughtful design, friendly service, delicious food, and a pool with 270-degree mountain views, the bespoke mountain lodge will make your summer one to remember. Live nearby? Check out Scribner’s Pool Club for access to the pool and more without the overnight stay. 

Starlite Motel | Kerhonkson NY | @thestarlitemotel

The Starlite Motel is a lovingly restored 1960s motel with good vibes and max comfort at the foot of the Catskills, just a short distance from Minnewaska State Park. When you’re done exploring the best hiking, biking and climbing around, come back and relax by the pool. Summer perfection. Photos sourced from Starlite Motel.

Wylder Windham | Windham NY | @wylderhotelwind

Wylder Windham is an iconic resort for skiing and year-round fun. With 20 acres of land alongside the Batavia Kill River, the family-friendly, all-season resort is filled with endless opportunities for relaxation and fun. Go tubing on the river, gather around the fire pit with friends, or jump into the inviting heated pool. Then enjoy a delicious meal, nibble, or cocktail at Babblers Restaurant & Bakery. Photos sourced from Wylder Windham.

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FEATURED HOTELS at the top are sponsored ads.

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