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 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Preston Hollow Hotels with a Pool ![Lobby sitting area](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/331aec89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/9d8c0008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/084c3a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/929bed8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Outpost by Windham Mountain Club Windham 8.0/10 Very good (3) "Cozy and warm. I think it would be better to visit during the winter season" CA $279 CA $301 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Windham-Hotels-The-Outpost-By-Windham-Mountain-Club.h118922119.Hotel-Information) ![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) ![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) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/w397h300x0y0-67d0b64f.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) ### Four Seasons Motel Catskill 8.2/10 Very good (198) "Very cute and cozy little motel. They put a lot of effort into cleaning and decorating each room. " CA $140 CA $151 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.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) ![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) ![Basic Chalet](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/3aaa3e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### cozy retreat with modern amenties Delmar CA $275 CA $402 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Delmar-Hotels-Cozy-Retreat-With-Modern-Amenties.h105365391.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) ![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) ![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/ad9218b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Ranch Motel Catskill 7.2/10 Good (475) "Great beds, great shower, great refrigerator, great response to service!! Older motel and yet very quaint with outdoor spaces, picnic tables, and great advice for hikes to enjoy locally!" CA $135 CA $146 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.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) ![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/1000000/900000/893300/893228/75609405.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 (659) "Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. " CA $150 CA $163 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.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) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/18664b21.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) ### The Colonial Motel Grand Gorge 9.4/10 Exceptional (395) "Lovely place" CA $125 CA $137 total includes taxes & fees Oct 13 - Oct 14 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/0d893f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/effd9ea0.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) ### Moore's Motel Prattsville 8.6/10 Excellent (153) "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" CA $168 CA $182 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Prattsville-Hotels-Moores-Motel.h16545641.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/1ad206d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/5e7a20ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Japanese Futon](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/97246a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winwood Condominiums by Windham Mountain Club Windham 8.8/10 Excellent (339) "No restaurant in property.only place for resting,sleeping." CA $251 CA $271 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/02023cd2.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 (291) "Wonderful resort, clean , great facilities friendly staff " CA $251 CA $299 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.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) ![In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/d0c103fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham Windham 8.6/10 Excellent (71) "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" CA $224 CA $312 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.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=2025-10-24&endDate=2025-10-25®ionId=553248634999030445&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Preston Hollow Hotel Reviews ![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) ![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 "Came in for a wedding, honestly, the rate was high but glad to be close to the venue. Jessica was super helpful. I needed to check in a bit early to change for a wedding and she was great about making it happen. OneNote, there was an overflow parking lot that was dark and not secure feeling. The hotel was full. The front desk said to aOneNote, there was an overflow parking lot that was dark and not secure feeling. The hotel was full the front desk said there were three weddings using the hotel for their guests and I did not want to park up top It did not feel safe. Needs lighting. " [](https://expedia.ca/West-Coxsackie-Hotels-Spark-By-Hilton-West-Coxsackie.h201283.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Great, clean hotel" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![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 "Room was clean, breakfast was great" [](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.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 "Short driving distance to Fox Creek Covered Bridge, Mains St (with a few shops and restaurants) and Howe’s Cavern." [](https://expedia.ca/Schoharie-Hotels-Quality-Inn-Suites-Schoharie-Near-Howe-Caverns.h519946.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Preston Hollow? > [Hotel Vienna](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information): Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. [Hunter Lodge, a Bluebird by Lark](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information): Hotel, 13-minute walk from Hunter Mountain. Offers a sauna, an outdoor pool, and complimentary wireless internet access. [Postcard Cabins Eastern Catskills](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information): Provides a children's pool, a seasonal outdoor pool, and free self parking. [Kaatskill Mountain Club at Hunter Mountain](https://www.expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information): Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. [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. Offers 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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