Title: Book the Best Hotels with POOL in Pickering in 2026 | Expedia.ca [Pickering Travel Guide](https://expedia.ca/Pickering.dx9546)[Hotels in Pickering](https://expedia.ca/Pickering-Hotels.d9546.Travel-Guide-Hotels)[Vacation Rentals in Pickering](https://expedia.ca/Pickering-Vacation-Rentals.d9546.Travel-Guide-VacationRentals)[Flights to Pickering](https://expedia.ca/Cheap-Flights-To-Pickering.d9546.Travel-Guide-Flights)[Things to do in Pickering](https://expedia.ca/Things-To-Do-In-Pickering.d9546.Travel-Guide-Activities)[Pickering Car Rentals](https://expedia.ca/Car-Rentals-In-Pickering.d9546.Car-Rental-Guide)[Pickering Vacation Packages](https://expedia.ca/Pickering.d9546.Destination-Travel-Guides) ![🌊☀️](https://images.trvl-media.com/place/9546/d6559b52-9c19-472d-84bd-45accfd9bc59.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Bryan Valderrama ![](https://images.trvl-media.com/place/9546/d6559b52-9c19-472d-84bd-45accfd9bc59.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Pickering Hotels with a Pool Tonight [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pickering hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/9334d9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/46491c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/2bf200ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/45f97b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pickering Casino Resort Hotel [](https://www.expedia.ca/Pickering-Hotels-Pickering-Casino-Resort.h89435702.Hotel-Information) Pickering 9.0/10 Wonderful (4,025 reviews) "Great place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Bria CA $102 CA $131 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Pickering-Hotels-Pickering-Casino-Resort.h89435702.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22790000/22788800/22788772/5b6e7ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22790000/22788800/22788772/8b4da394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22790000/22788800/22788772/f19b6379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22790000/22788800/22788772/7a17b436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites [](https://www.expedia.ca/Oshawa-Hotels-Comfort-Inn-Suites.h22788772.Hotel-Information) Clarington 8.8/10 Excellent (1,000 reviews) "Wonderful staff and hotel. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gina CA $110 CA $130 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Oshawa-Hotels-Comfort-Inn-Suites.h22788772.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/77100/77071/7640f448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/77100/77071/25f2c947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/77100/77071/2c78c45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/77100/77071/5e35e25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Bowmanville [](https://www.expedia.ca/Oshawa-Hotels-Best-Western-Plus-Bowmanville.h77071.Hotel-Information) Clarington 8.2/10 Very good (1,003 reviews) "Great place to stay friendly staff and great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Moke CA $131 CA $148 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Oshawa-Hotels-Best-Western-Plus-Bowmanville.h77071.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2900000/2900000/2899953/9da5c0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2900000/2900000/2899953/8e586eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2900000/2900000/2899953/dcc14f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2900000/2900000/2899953/d5fcdc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites CLARINGTON - BOWMANVILLE by IHG [](https://www.expedia.ca/Oshawa-Hotels-Holiday-Inn-Express-Hotel-Suites-CLARINGTON-BOWMANVILLE.h2899953.Hotel-Information) Clarington 8.8/10 Excellent (1,004 reviews) "Very comfortable room, quiet and clean. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Orsola CA $125 CA $141 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Oshawa-Hotels-Holiday-Inn-Express-Hotel-Suites-CLARINGTON-BOWMANVILLE.h2899953.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/41000000/40210000/40201500/40201427/dec52d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40210000/40201500/40201427/d6a3d96d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/41000000/40210000/40201500/40201427/1b407f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/41000000/40210000/40201500/40201427/1f695f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Oshawa [](https://www.expedia.ca/Oshawa-Hotels-TownePlace-Suites-By-Marriott-Oshawa.h40201427.Hotel-Information) Donevan 9.2/10 Wonderful (497 reviews) "Room was spotless and staff were very friendly " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Erin CA $144 CA $176 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Oshawa-Hotels-TownePlace-Suites-By-Marriott-Oshawa.h40201427.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1130000/1126900/1126872/ad01cce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds | Living room](https://images.trvl-media.com/lodging/2000000/1130000/1126900/1126872/cbd7ed9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/2000000/1130000/1126900/1126872/5ddd70f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1130000/1126900/1126872/33cdc4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Whitby [](https://www.expedia.ca/Oshawa-Hotels-Residence-Inn-By-Marriott-Whitby.h1126872.Hotel-Information) Whitby 8.4/10 Very good (1,001 reviews) "Always a lovely stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kelly CA $130 CA $153 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Oshawa-Hotels-Residence-Inn-By-Marriott-Whitby.h1126872.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/460000/456100/456085/6b064817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456100/456085/9082facf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Living Area)](https://images.trvl-media.com/lodging/1000000/460000/456100/456085/af068b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/460000/456100/456085/e0112c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Whitby by IHG [](https://www.expedia.ca/Oshawa-Hotels-Holiday-Inn-Express-Whitby.h456085.Hotel-Information) Whitby 9.2/10 Wonderful (1,114 reviews) "Room was spotless, and breakfast the best. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leon CA $135 CA $159 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Oshawa-Hotels-Holiday-Inn-Express-Whitby.h456085.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9790000/9787800/9787785/72a8f37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9790000/9787800/9787785/a421c30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/10000000/9790000/9787800/9787785/b255f783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9790000/9787800/9787785/cee83b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG [](https://www.expedia.ca/Oshawa-Hotels-Holiday-Inn-Express-Suites-Oshawa-Downtown-Toronto-Area.h9787785.Hotel-Information) O'Neill 8.8/10 Excellent (1,013 reviews) "Clean room, helpful staff, breakfast plentiful " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Renee CA $148 CA $176 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Oshawa-Hotels-Holiday-Inn-Express-Suites-Oshawa-Downtown-Toronto-Area.h9787785.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/257dd2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/cb77614e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/64de450f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/9dbbf163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Oshawa [](https://www.expedia.ca/Oshawa-Hotels-Courtyard-By-Marriott-Oshawa.h16280661.Hotel-Information) Donevan 8.8/10 Excellent (661 reviews) "Great stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Travis CA $169 CA $201 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Oshawa-Hotels-Courtyard-By-Marriott-Oshawa.h16280661.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/910000/906400/906354/ef04dea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/906400/906354/8322a861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/910000/906400/906354/90fb9ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/906400/906354/38e4b325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Ajax/Toronto On [](https://www.expedia.ca/Oshawa-Hotels-Super-8-By-Wyndham-AjaxToronto-On.h906354.Hotel-Information) Ajax 6.8/10 (1,261 reviews) "Great stay, good service, pleasant front desk staff, lovely clean room and breakfast with good variety of healthy food. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Seema CA $94 CA $112 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Oshawa-Hotels-Super-8-By-Wyndham-AjaxToronto-On.h906354.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=2026-01-28&endDate=2026-01-29®ionId=9546&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pickering Hotel Reviews ![Fairmont Royal York](https://images.trvl-media.com/lodging/1000000/20000/17300/17289/ca60300e_y.jpg) ### Fairmont Royal York 10/10 Excellent "We celebrated " [](https://expedia.ca/Toronto-Hotels-Fairmont-Royal-York.h17289.Hotel-Information) ![The Omni King Edward Hotel](https://images.trvl-media.com/lodging/1000000/30000/25800/25713/d3198ba6_y.jpg) ### The Omni King Edward Hotel 10/10 Excellent "Great stay - staff were amazing. Quiet. Comfortable. " [](https://expedia.ca/Toronto-Hotels-The-Omni-King-Edward-Hotel.h25713.Hotel-Information) ![Holiday Inn Toronto Downtown Centre by IHG](https://images.trvl-media.com/lodging/1000000/30000/26300/26247/f61ea124_y.jpg) ### Holiday Inn Toronto Downtown Centre by IHG 10/10 Excellent "I gave a 5STAR review because the hotel was spotless, the checkin and housekeeping staff were friendly and seem to appreciate my business, and the location was superb." [](https://expedia.ca/Toronto-Hotels-Holiday-Inn-Toronto-Downtown-Centre.h26247.Hotel-Information) ![One King West Hotel & Residence](https://images.trvl-media.com/lodging/2000000/1240000/1234400/1234327/ef77db0e_y.jpg) ### One King West Hotel & Residence 10/10 Excellent "Clean room, all the amenities for a weeklong stay, great location and direct access from the hotel lobby to the Path on days that were wintry and wet. " [](https://expedia.ca/Toronto-Hotels-One-King-West-Hotel-Residence.h1234327.Hotel-Information) ![Chelsea Hotel, Toronto](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/c0edbb5d_y.jpg) ### Chelsea Hotel, Toronto 10/10 Excellent "Great room and excellent service " [](https://expedia.ca/Toronto-Hotels-Chelsea-Hotel.h27994.Hotel-Information) ![Sheraton Centre Toronto Hotel](https://images.trvl-media.com/lodging/1000000/30000/23600/23541/ddb4135f_y.jpg) ### Sheraton Centre Toronto Hotel 10/10 Excellent "Dope as f. Looked really good online, way more better in person. Def wasn’t expecting how big it is and so friendly. Would definitely stay again. " [](https://expedia.ca/Toronto-Hotels-Sheraton-Centre-Toronto-Hotel.h23541.Hotel-Information) ![DoubleTree by Hilton Hotel Toronto Downtown](https://images.trvl-media.com/lodging/1000000/30000/21800/21783/b68c94c6_y.jpg) ### DoubleTree by Hilton Hotel Toronto Downtown 10/10 Excellent "Everything was excellent from start to finish. The staff was incredibly friendly, and Henry was especially helpful. He checked in on me and made sure everything was perfect. The entire experience was seamless, from entry to exit, and I even received a late checkout, which I really appreciated. The downtown location was ideal and close to everything. No issues at all. I will definitely be returning." [](https://expedia.ca/Toronto-Hotels-DoubleTree-By-Hilton-Hotel-Toronto-Downtown.h21783.Hotel-Information) ![The Westin Harbour Castle, Toronto](https://images.trvl-media.com/lodging/1000000/20000/11000/10931/9937fe35_y.jpg) ### The Westin Harbour Castle, Toronto 10/10 Excellent "The staff was extremely friendly. From the moment we arrived, the valet parking was great, Peter at the front desk was helpful with check in and Kevin was wonderful when he brought us our bags. The room was nice and we had a beautiful view of the water. Check out was just as easy and in less than 5 minutes the valet had our car back to us. Definitely where I’m going to stay at my next trip to Toronto " [](https://expedia.ca/Toronto-Hotels-The-Westin-Harbour-Castle.h10931.Hotel-Information) ![Town Inn Suites Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8010/0453f001_y.jpg) ### Town Inn Suites Hotel 10/10 Excellent "Very efficient polite staff, large suite, well equipped kitchen. Very clean, central. " [](https://expedia.ca/Toronto-Hotels-Town-Inn-Suites-Toronto.h8010.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Pickering with outdoor pools? > In addition to its outdoor pool, the resort offers a wealth of amenities that cater to both relaxation and recreation. With accessible fitness facilities available 24 hours a day, you can easily maintain your routine while enjoying your getaway. Plus, the convenient location and free parking make it easy for families to explore the surrounding area without the hassle. ### How much does a hotel with outdoor pool in Pickering cost? ### Is it cheaper to book flights and a hotel in Pickering as a package? ### How can I save on a hotel in Pickering with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - [Adults Only Resorts & in Ajax ](https://www.expedia.ca/Ajax-Hotels-Adults-Only-Resorts.0-0-d6047927-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Ajax ](https://www.expedia.ca/Ajax-Hotels-All-Inclusive-Hotel.0-0-d6047927-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Ajax ](https://www.expedia.ca/Ajax-Hotels-Beach-Hotel.0-0-d6047927-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Ajax ](https://www.expedia.ca/Ajax-Hotels-Boutique-Hotel.0-0-d6047927-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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