Title: Book the Best Pickering WINERY Hotels in 2025 | 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://mediaim.expedia.com/destination/2/ebe94fc963aa21c1b621485433c7aee3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Eric & Kristy's Adventures # Find Winery Hotels in Pickering from CA $118 ![](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 Winery Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pickering Winery Hotels We don't have any properties that match your exact search [See all properties in Pickering](https://expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09®ionId=9546&adults=2) ## Recommended hotels in Pickering ![Front of property](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/e2d68529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/8e7678ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed (Senior)](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/23420fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/8feac994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Toronto Downtown Toronto 9.2/10 Wonderful (256) "Very clean hotel , great location ,polite staffand excellent breakfast. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Armita CA $241 CA $295 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Toronto-Hotels-Hotel-Riu-Plaza-Toronto.h117279789.Hotel-Information) ![Cafe](https://images.trvl-media.com/lodging/1000000/10000/8300/8214/5af9de02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/8300/8214/9a938f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/8300/8214/aef82dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8300/8214/7fc99dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Union Hotel Downtown Toronto 9.2/10 Wonderful (1143) "Convenient location for reasonable price." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Liam CA $208 CA $255 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Toronto-Hotels-Union-Hotel.h8214.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/c0edbb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/e22a9b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Indian cuisine](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/f07ceb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 indoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/24e98767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chelsea Hotel, Toronto Downtown Toronto 8.4/10 Very good (12763) "Great stay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Trevor CA $183 CA $225 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Toronto-Hotels-Chelsea-Hotel.h27994.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/19600/19523/a197019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking, Second Floor](https://images.trvl-media.com/lodging/1000000/20000/19600/19523/a77d93dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19600/19523/66277d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/19600/19523/9b8066c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Pickering Pickering 7.4/10 Good (1002) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $131 CA $154 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Oshawa-Hotels-Comfort-Inn-Pickering.h19523.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/bfd9e71e.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) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/708f4ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pickering Casino Resort Hotel Pickering 9.0/10 Wonderful (3538) "Great stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Susan CA $129 CA $163 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pickering-Hotels-Pickering-Casino-Resort.h89435702.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/77100/77071/7c377cfd.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) ![Business centre](https://images.trvl-media.com/lodging/1000000/80000/77100/77071/0c890374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/80000/77100/77071/3becfe7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Bowmanville Clarington 8.2/10 Very good (1014) "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 Oct 28 - Oct 29 [](https://www.expedia.ca/Oshawa-Hotels-Best-Western-Plus-Bowmanville.h77071.Hotel-Information) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/10000000/9790000/9787800/9787785/5e9bf02d.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9790000/9787800/9787785/a421c30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG O'Neill 8.8/10 Excellent (1019) "Super friendly staff! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Adele CA $114 CA $135 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Oshawa-Hotels-Holiday-Inn-Express-Suites-Oshawa-Downtown-Toronto-Area.h9787785.Hotel-Information) ![Deluxe Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/37000000/36510000/36502900/36502866/edb5f675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Queen Bed with Sofa bed, Non Smoking, Lake View | Private kitchen](https://images.trvl-media.com/lodging/37000000/36510000/36502900/36502866/0783d454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/37000000/36510000/36502900/36502866/258c297c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Queen Bed with Sofa bed, Non Smoking, Lake View | Living area](https://images.trvl-media.com/lodging/37000000/36510000/36502900/36502866/b8c8a330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bowmanville Marina Inn & Suites Clarington 8.8/10 Excellent (595) "A beautiful little hotel near the water " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) dexter CA $148 CA $167 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Oshawa-Hotels-Bowmanville-Marina-Inn-Suites.h36502866.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1110000/1105300/1105241/9b247e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1110000/1105300/1105241/14d274e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1110000/1105300/1105241/fefe3d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1110000/1105300/1105241/3e17ac4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Durham Hotel & Conference Centre Stevenson 8.0/10 Very good (1006) "A properly located hotel with a nice breakfast clean room. Everything was decent for the price." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sandra CA $99 CA $118 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Oshawa-Hotels-Best-Western-Plus-Durham-Hotel-Conference-Centre.h1105241.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/53c4add1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/52bbae11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/257dd2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/17000000/16290000/16280700/16280661/b3badd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Oshawa Donevan 8.8/10 Excellent (629) "Rooms were clean and beds were super comfortable 👌 " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Judy CA $139 CA $165 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Oshawa-Hotels-Courtyard-By-Marriott-Oshawa.h16280661.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=2025-11-08&endDate=2025-11-09®ionId=9546&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Pickering Hotel Reviews ![Holiday Inn Toronto Downtown Centre by IHG](//images.trvl-media.com/lodging/1000000/30000/26300/26247/f61ea124_y.jpg) ### Holiday Inn Toronto Downtown Centre by IHG 10/10 Excellent "The staff was really helpful. " [](https://expedia.ca/Toronto-Hotels-Holiday-Inn-Toronto-Downtown-Centre.h26247.Hotel-Information) ![DoubleTree by Hilton Hotel Toronto Downtown](//images.trvl-media.com/lodging/1000000/30000/21800/21783/b68c94c6_y.jpg) ### DoubleTree by Hilton Hotel Toronto Downtown 10/10 Excellent "Excellent location. Staff super friendly and helpful. Would absolutely stay here again" [](https://expedia.ca/Toronto-Hotels-DoubleTree-By-Hilton-Hotel-Toronto-Downtown.h21783.Hotel-Information) ![Cambridge Suites Toronto](//images.trvl-media.com/lodging/1000000/20000/18800/18781/3e35a3a4_y.jpg) ### Cambridge Suites Toronto 10/10 Excellent "Honestly everything was fantastic start to finish I will absolutely be staying here again " [](https://expedia.ca/Toronto-Hotels-Cambridge-Suites-Hotel-Toronto.h18781.Hotel-Information) ![The Omni King Edward Hotel](//images.trvl-media.com/lodging/1000000/30000/25800/25713/d3198ba6_y.jpg) ### The Omni King Edward Hotel 10/10 Excellent "This was the first time staying here, but definitely not the last. The service with a smile was amazing. At every encounter. The room was stunning and a great amount of room for comfort. I truly did not experience anything negative from this place. " [](https://expedia.ca/Toronto-Hotels-The-Omni-King-Edward-Hotel.h25713.Hotel-Information) ![One King West Hotel & Residence](//images.trvl-media.com/lodging/2000000/1240000/1234400/1234327/ef77db0e_y.jpg) ### One King West Hotel & Residence 10/10 Excellent "Beautiful building and very polite, professional and friendly staff." [](https://expedia.ca/Toronto-Hotels-One-King-West-Hotel-Residence.h1234327.Hotel-Information) ![Chelsea Hotel, Toronto](//images.trvl-media.com/lodging/1000000/30000/28000/27994/c0edbb5d_y.jpg) ### Chelsea Hotel, Toronto 10/10 Excellent "Very helpful when needed " [](https://expedia.ca/Toronto-Hotels-Chelsea-Hotel.h27994.Hotel-Information) ![Fairmont Royal York](//images.trvl-media.com/lodging/1000000/20000/17300/17289/116a4255_y.jpg) ### Fairmont Royal York 10/10 Excellent "Love this hotel as an other-worldly destination. Kid-friendly pool, easy access to attractions, fabulous service." [](https://expedia.ca/Toronto-Hotels-Fairmont-Royal-York.h17289.Hotel-Information) ![Sheraton Centre Toronto Hotel](//images.trvl-media.com/lodging/1000000/30000/23600/23541/ddb4135f_y.jpg) ### Sheraton Centre Toronto Hotel 10/10 Excellent "Fantastic " [](https://expedia.ca/Toronto-Hotels-Sheraton-Centre-Toronto-Hotel.h23541.Hotel-Information) ![Delta Hotels by Marriott Toronto](//images.trvl-media.com/lodging/9000000/8310000/8301400/8301308/53ef2422_y.jpg) ### Delta Hotels by Marriott Toronto 10/10 Excellent "Everything was perfect! All staff were friendly and super helpful. 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