Title: Book the Best Hotels with POOL in Pine Hill in 2025 | Expedia.ca [Pine Hill Travel Guide](https://expedia.ca/Pine-Hill.dx6347754)[Hotels in Pine Hill](https://expedia.ca/Pine-Hill-Hotels.d6347754.Travel-Guide-Hotels)[Vacation Rentals in Pine Hill](https://expedia.ca/Pine-Hill-Vacation-Rentals.d6347754.Travel-Guide-VacationRentals)[Pine Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Hill.d6347754.Car-Rental-Guide)[Pine Hill Vacation Packages](https://expedia.ca/Pine-Hill.d6347754.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 Pine Hill, 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 Pine Hill Hotels with a Pool Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-13&endDate=2025-10-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pine Hill Hotels with a Pool ![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/1000000/900000/893300/893228/75609405.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 (662) "Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. " CA $150 CA $163 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/2cb998ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/127a9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/d9f6397c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/2878762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Seasons Inn Shandaken 8.2/10 Very good (232) "Bartender was awesome, Food was great " CA $167 CA $187 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.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) ![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) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/18664b21.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 14 - Oct 15 [](https://www.expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/497f4120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/274754e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/9de41546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/69ba57d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Graham & Co. Phoenicia 9.6/10 Exceptional (18) "A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive." CA $192 CA $215 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.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/17000000/16550000/16545700/16545641/10cb851a.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 14 - Oct 15 [](https://www.expedia.ca/Prattsville-Hotels-Moores-Motel.h16545641.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) ![Lobby](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/c164fc7f.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) ### Kaatskill Mountain Club at Hunter Mountain Hunter 9.2/10 Wonderful (294) "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) ![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) ![1 bedroom, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/ce5990b2.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) ![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 (340) "Clean rooms" CA $251 CA $271 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/9268baad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/c7deee8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/0aaa631d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/2f8f5fb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cold Spring Lodge - Hotel A Big Indian CA $132 CA $219 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Big-Indian-Hotels-Cold-Spring-Lodge-Hotel-A.h112250123.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/f3c6be8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham Windham 8.8/10 Excellent (74) "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) ![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) ![Room amenity](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/084c3a26.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/d8569266.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) ### 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 14 - Oct 15 [](https://www.expedia.ca/Windham-Hotels-The-Outpost-By-Windham-Mountain-Club.h118922119.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=2025-10-27&endDate=2025-10-28®ionId=6347754&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pine Hill Hotel Reviews ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Wonderful place, enjoyed out balcony. Loved being able to easily get to the windham path trail" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![The Graham & Co.](//images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/497f4120_y.jpg) ### The Graham & Co. 10/10 Excellent "A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive." [](https://expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.Hotel-Information) ![Catskill Seasons Inn](//images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/9f9d136f_y.jpg) ### Catskill Seasons Inn 10/10 Excellent "Check in was easy. Staff was very friendly. Room was clean and well appointed. Three super minor, small issues: a pan was rusting through, the bathroom fan was broken, and our blinds were stuck. Only blinds no curtains. Loved having an actual kitchenette. Bed was comfy. Plenty of storage. Very quiet. Good wifi. Great location. Would come back!" [](https://expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Pine Hill? > [Hotel Vienna](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information): Hotel located near Windham Mountain Resort. Features 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. Provides 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. [Woodstock Way Hotel](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information): Hotel located near Catskill Mountains. Features a full-service spa, a seasonal outdoor pool, and complimentary bicycles. [Urban Cowboy Lodge](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.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 Pine Hill? > Explore places like Catskill Mountains and Hunter Mountain while you're in the area. Make a point to visit attractions like Belleayre Beach and Pine Hill Community Center. ### When is the best time to book a hotel with a pool in Pine Hill? > Taking into account the local weather in Pine Hill can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Pine Hill are January, February, December, and March, with each month seeing an average of 9 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - 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) - [Ski Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Ski-Hotel.0-0-d603260-tSkiHotel.Travel-Guide-Filter-Hotels) - 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