Title: Book the Best Hotels with POOL in Preston Hollow in 2025 | Expedia.ca [Preston Hollow Travel Guide](https://expedia.ca/Preston-Hollow.dx553248634999030445)[Hotels in Preston Hollow](https://expedia.ca/Preston-Hollow-Hotels.d553248634999030445.Travel-Guide-Hotels)[Vacation Rentals in Preston Hollow](https://expedia.ca/Preston-Hollow-Vacation-Rentals.d553248634999030445.Travel-Guide-VacationRentals)[Preston Hollow Car Rentals](https://expedia.ca/Car-Rentals-In-Preston-Hollow.d553248634999030445.Car-Rental-Guide)[Preston Hollow Vacation Packages](https://expedia.ca/Preston-Hollow.d553248634999030445.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Preston Hollow, NY from CA $137 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Preston Hollow Hotels with a Pool Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-28&endDate=2025-10-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Preston Hollow Hotels with a Pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/097af4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/w398h296x0y4-d35e4d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/464ff51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/7d70e6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Motel Catskill 8.2/10 Very good (202) "Very cute and cozy little motel. They put a lot of effort into cleaning and decorating each room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $140 CA $151 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/c06d6be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/d446595a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/89295c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/w750h561x0y0-3802df97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vienna Windham 9.4/10 Exceptional (683) "Beautiful hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chali CA $149 CA $161 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/c6d0af77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/59575897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/728df57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/3abb6414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Ranch Motel Catskill 7.2/10 Good (483) "The accommodations are pleasant, though the mattresses are quite firm, offering a sleeping experience reminiscent of a traditional box spring." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thoa CA $134 CA $145 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/4b24c363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/02023cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/feb2aaa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paper towels](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/a7c8fb24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kaatskill Mountain Club at Hunter Mountain Hunter 9.2/10 Wonderful (301) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Son CA $249 CA $296 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/69f3a17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Chalet](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/3aaa3e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/d7974d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/a258ec35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### cozy retreat with modern amenties Delmar CA $304 CA $433 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Delmar-Hotels-Cozy-Retreat-With-Modern-Amenties.h105365391.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/79463c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Windham Mountain View King with Balcony](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/f3c6be8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham Windham 8.8/10 Excellent (75) "Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Saliha CA $213 CA $300 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/213defa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/3c4a6624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/daa928ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonial Motel Grand Gorge 9.4/10 Exceptional (400) "Very cozy and clean space that had everything we needed in a great location for sightseeing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $125 CA $137 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/a20af6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/3733bc8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/10cb851a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/0d893f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moore's Motel Prattsville 8.6/10 Excellent (155) "Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $168 CA $181 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Prattsville-Hotels-Moores-Motel.h16545641.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113460000/113459400/113459339/82b8ab72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113460000/113459400/113459339/2d74472d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113460000/113459400/113459339/4eef933f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113460000/113459400/113459339/984beb8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 3BR - Playground - Tennis Court East Durham 10/10 Exceptional (1) "Brand new! Renovated house. Great set up. We had to vacuum up a bunch of dead bugs around the house, but other than that we had a great time. About 30 mins to Hudson. Kids loved the playground, hot tub, and paddle boat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david m. CA $302 CA $879 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/East-Durham-Hotels-Hot-Tub-23-Min-From-Windham.h113459339.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/w554h683x235y0-d912249f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/1992de4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/1c08385e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/04cd25c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous & Cozy Mountain View with Wood Stove! Ski / Hiking / Wi-Fi / Pool Hunter 9.4/10 Exceptional (3) "Everything you need. Attention to detail. Loved the fire place. Would have loved a dishwasher." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark L. CA $256 CA $481 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hunter-Hotels-Gorgeous-Hunter-Mountain-Views-With-Wood-Stove-Hiking-SwimmingZipline.h82735966.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12®ionId=553248634999030445&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Preston Hollow Hotel Reviews ![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](//images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG 10/10 Excellent "Perfect spot for an overnight stay when coming to the area" [](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "What a wonderful place to stay! The property is older but well cared for. Excellent service, lovely breakfast, beautiful surroundings! I would stay here again! Outstanding experience!" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Spark by Hilton West Coxsackie](//images.trvl-media.com/lodging/1000000/210000/201300/201283/aa9349e8_y.jpg) ### Spark by Hilton West Coxsackie 10/10 Excellent "Love everything " [](https://expedia.ca/West-Coxsackie-Hotels-Spark-By-Hilton-West-Coxsackie.h201283.Hotel-Information) ![Quality Inn & Suites Schoharie near Howe Caverns](//images.trvl-media.com/lodging/1000000/520000/520000/519946/5c5889b6_y.jpg) ### Quality Inn & Suites Schoharie near Howe Caverns 10/10 Excellent "Great location and very nice facility! Friendly staff, too." [](https://expedia.ca/Schoharie-Hotels-Quality-Inn-Suites-Schoharie-Near-Howe-Caverns.h519946.Hotel-Information) ![Super 8 by Wyndham Cobleskill NY](//images.trvl-media.com/lodging/1000000/980000/972300/972230/74650d2c_y.jpg) ### Super 8 by Wyndham Cobleskill NY 10/10 Excellent "The room were very clean" [](https://expedia.ca/Cobleskill-Hotels-Super-8-By-Wyndham-Cobleskill-NY.h972230.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Preston Hollow? > [Hunter Lodge, a Bluebird by Lark](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information): Hotel located near Windham Mountain Resort. Provides daily, an indoor pool, and free self parking. [Hotel Vienna](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information): Hotel, 13-minute walk from Hunter Mountain. Features a sauna, an outdoor pool, and complimentary wireless internet access. [Kaatskill Mountain Club at Hunter Mountain](https://www.expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information): Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. [Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information): Offers a children's pool, a seasonal outdoor pool, and free self parking. [Holiday Inn Express Hotel & Suites West Coxsackie by IHG](https://www.expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information): Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. ### What is there to see and do in Preston Hollow? > Explore places like Hunter Mountain while you're in the area. Make a point to visit attractions like Thompsons Lake State Park Beach and Zoom Flume. ### When is the best time to book a hotel with a pool in Preston Hollow? > Taking into account the local weather in Preston Hollow is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Preston Hollow are January, March, December, and November, with each month seeing an average of 7 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [Business Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Albany](https://www.expedia.ca/Albany-Hotels-Hotel-With-Early-Check-In.0-0-d603260-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Bar.0-0-d603260-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Tennis-Courts.0-0-d603260-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - 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