Title: Book the Best Leaside WINERY Hotels in 2026 | Expedia.ca [Leaside Travel Guide](https://expedia.ca/Toronto-Leaside.dx58604)[Vacation Rentals in Toronto](https://expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)[Flights to Toronto](https://expedia.ca/Cheap-Flights-To-Toronto.d178314.Travel-Guide-Flights)[Things to do in Toronto](https://expedia.ca/Things-To-Do-In-Toronto.d178314.Travel-Guide-Activities)[Leaside Car Rentals](https://expedia.ca/Car-Rentals-In-Leaside.d58604.Car-Rental-Guide)[Leaside Vacations](https://expedia.ca/Leaside.d58604.Destination-Travel-Guides) ![What a day!](https://images.trvl-media.com/place/4089/cb2bd068-3aa9-4ec1-b2ad-b4522f6eeb3d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Thomas Hutle # Find Winery Hotels in Leaside from CA $171 - ![](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 Leaside Winery Hotels Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Leaside Winery Hotels ![Reception](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/00fa8ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/148010c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/f160feee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/62b1a345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Toronto/Mississauga Centre Gateway 9.0/10 Wonderful (1201) "Rooms were great, sraff was fantastic, couldnt ask for a better place to stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Don CA $143 CA $171 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Toronto-Hotels-Hyatt-Place-TorontoMississauga-Centre.h34891662.Hotel-Information) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Living area](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/723a49f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Private kitchen](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/a9294ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Living area](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/54a28f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Terrace/patio](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/653c21b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Stays Downtown Toronto 9.6/10 Exceptional (14) "Great location!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tricia CA $118 CA $292 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Toronto-Hotels-Premium-Stays.h110397030.Hotel-Information) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/30c651b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/11897d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/4abe0e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/83940062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BightStays Downtown Toronto 7.2/10 Good (56) "The room was clean and comfortable. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Catharine CA $142 CA $297 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Toronto-Hotels-BightStays.h101087060.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/03431aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/efe86ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/0ed639ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/99044f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VRBO - Luxurious Home, near Toronto GO station & Pickering Casino Pickering CA $140 CA $290 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Pickering-Hotels-VRBO-Luxurious-Home.h122901072.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101590000/101584400/101584374/c679d07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101590000/101584400/101584374/80268b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101590000/101584400/101584374/4959eff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/102000000/101590000/101584400/101584374/f904080f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern and cozy Lakeview guesthouse Lakeview 9.0/10 Wonderful (4) "Really cozy! Loved it!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Valery Alejandra CA $180 CA $392 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Toronto-Hotels-Modern-And-Cozy-Lakeview-Guesthouse.h101584374.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=2025-12-22&endDate=2025-12-23®ionId=58604&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Leaside Hotel Reviews ![Fairmont Royal York](https://images.trvl-media.com/lodging/1000000/20000/17300/17289/ca60300e_y.jpg) ### Fairmont Royal York 10/10 Excellent "Room was perfect! Clean, warm, cozy! Hotel was so beautifully decorated for Christmas this year! " [](https://expedia.ca/Toronto-Hotels-Fairmont-Royal-York.h17289.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 "My stay at the town Inn Suites was excellent. My room was very clean and tidy, Very friendly , knowledgeable staff helped out with any issues with a smile. Thoroughly enjoyed my time with them " [](https://expedia.ca/Toronto-Hotels-Town-Inn-Suites-Toronto.h8010.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 "Room was excellent and staff were all super friendly " [](https://expedia.ca/Toronto-Hotels-The-Omni-King-Edward-Hotel.h25713.Hotel-Information) ![Chelsea Hotel, Toronto](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/c0edbb5d_y.jpg) ### Chelsea Hotel, Toronto 10/10 Excellent "Clean room, very comfortable " [](https://expedia.ca/Toronto-Hotels-Chelsea-Hotel.h27994.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 "Staff were very friendly and we loved our cookies! " [](https://expedia.ca/Toronto-Hotels-DoubleTree-By-Hilton-Hotel-Toronto-Downtown.h21783.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 stayed for two nights in December 1 & 2 in a King Executive room on the 21st floor. My only complaint was the noise due to old windows. I mentioned this in passing at the front desk, and they advised they were in process of rolling out better window noise insulation and had already completed through the 6th floor. The customer service was exceptional, each interaction with the site staff was professional and positive. I didn’t have the opportunity to use the amenities (pool - gym was closed for renovations but the hotel had co-ordinated a partnership with a nearby facility for guests to use their gym). The room was small, but had a comfortable bed and a functional layout. Space along the foot was tight, but I was able to easily pass by to access the desk area along the window. Desk set up was great (rolling desk adjacent to a fixed counter, which elevated my laptop/screen) and the fixed counter was host to a Keurig coffee maker/coffee area. I will stay again. The hotel exceeded all my expectations for the price I paid. " [](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 "Staff was very friendly and helpful. Parking is tough, as expected." [](https://expedia.ca/Toronto-Hotels-One-King-West-Hotel-Residence.h1234327.Hotel-Information) ![Cambridge Suites Toronto](https://images.trvl-media.com/lodging/1000000/20000/18800/18781/180fc485_y.jpg) ### Cambridge Suites Toronto 10/10 Excellent "Wonderful personnel, and clean and comfortable environment. Great local too." [](https://expedia.ca/Toronto-Hotels-Cambridge-Suites-Hotel-Toronto.h18781.Hotel-Information) ![Novotel Toronto Centre](https://images.trvl-media.com/lodging/1000000/20000/12800/12735/6c6eb088_y.jpg) ### Novotel Toronto Centre 10/10 Excellent "Our stay at the Novotel was fantastic. The service was great the rooms were so clean and comfortable. We truly enjoyed our stay and it is our favourite place to stay in Toronto now. We come to Toronto every couple months for medical appointments so we have stayed at many hotels in the are a and we are so pleased with the Novotel this will be our main place to stay when we come to the city for appointments now. 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