Title: Book the Best Hotels with POOL in Shady in 2026 | Expedia.ca [Hotels in Shady](https://expedia.ca/Shady-Hotels.d553248635976471788.Travel-Guide-Hotels)[Vacation Rentals in Shady](https://expedia.ca/Shady-Vacation-Rentals.d553248635976471788.Travel-Guide-VacationRentals)[Shady Car Rentals](https://expedia.ca/Car-Rentals-In-Shady.d553248635976471788.Car-Rental-Guide)[Shady Vacation Packages](https://expedia.ca/Shady.d553248635976471788.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Shady, NY from CA $139 - ![](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 Shady Hotels with a Pool Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-12-02&endDate=2025-12-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-12-03&endDate=2025-12-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shady Hotels with a Pool ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/a45db9ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/2644dba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/df160e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Kingston Kingston 9.0/10 Wonderful (1008) "Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $155 CA $174 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/41bcd816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Saugerties Saugerties 7.6/10 Good (1005) "we found the room very clean and the staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MAURICIO CA $124 CA $139 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/abb3faf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/dbefa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/7ac88c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG Saugerties 8.8/10 Excellent (686) "Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gideon CA $144 CA $162 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/eab20864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/dccc054e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Kingston Kingston 8.8/10 Excellent (1004) "Great stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita CA $165 CA $185 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d76cf1a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/ac803c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Kingston Hotel And Conference Center Kingston 7.6/10 Good (1012) "Nice staff, clean room, breakfast was tasty." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $128 CA $144 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.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) ![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) ![Reception](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/274754e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Graham & Co. Phoenicia 9.6/10 Exceptional (21) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $191 CA $214 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.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 (239) "Great Stay would definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $167 CA $187 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.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/1000000/900000/893300/893228/75609405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vienna Windham 9.4/10 Exceptional (713) "Really great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aria [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/24acd8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/9805a5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/233563d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/ec62b43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Dylan Woodstock 9.4/10 Exceptional (40) "Close to restaurants and shopping. Nice vibe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara CA $208 CA $234 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.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) ![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) ### Four Seasons Motel Catskill 8.2/10 Very good (204) "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 Dec 9 - Dec 10 [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.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=2025-12-16&endDate=2025-12-17®ionId=553248635976471788&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_553248635976471788) ## Top Shady Hotel Reviews ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Thank younfor the great experience " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "The bed was sooo comfy. The room was modern and clean. The breakfast was sooo good. The staff was friendly and kind. " [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "Room was good, staff pleasant. The cancelled free breakfasts adding a daily charge but since i booked before then i received free breakfast coupons for each morning. Have to check every BW visit in future though. " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "friendly staffg" [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Courtyard by Marriott Kingston](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "Clean room. Friendly staff" [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Holiday Inn Express & Suites Kingston-Ulster by IHG](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 10/10 Excellent "Did not try breakfast " [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Shady? > [Residence Inn by Marriott Kingston](https://www.expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information): Offers a snack bar/deli, an indoor pool, and buffet. [Hunter Lodge, a Bluebird by Lark](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information): Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. [AutoCamp Catskills](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information): Provides a children's pool, an indoor pool, and free self parking. [Hampton Inn Kingston](https://www.expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information): Features a snack bar/deli, an indoor pool, and free self parking. [Beekman Arms and Delamater Inn](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information): Hotel, 13-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. ### What is there to see and do in Shady? > Explore places like Hunter Mountain while you're in the area. 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