Title: Book the Best Leaside WINERY Hotels in 2025 | 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) ![](https://mediaim.expedia.com/destination/2/b66d5880424b583c414a900bbefc12e8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Thomas Hutle # Find Winery Hotels in Leaside from CA $226 ![](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 [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=58604&startDate=2025-10-31&endDate=2025-11-02&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) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/3fb3d704.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 (1192) "Great stay!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Cheryl CA $189 CA $226 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Toronto-Hotels-Hyatt-Place-TorontoMississauga-Centre.h34891662.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 (51) "Location was great, the place was nice and clean. Very secure building." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina [](https://www.expedia.ca/Toronto-Hotels-BightStays.h101087060.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/111000000/110370000/110365900/110365865/2fd7f86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110370000/110365900/110365865/ea8f30f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110370000/110365900/110365865/f224bd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110370000/110365900/110365865/7628c5e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2024-Built Elegant 3BR Home in Kleinburg Vaughan—18 mins to Canada's Wonderland! Woodbridge 8.8/10 Excellent (3) "Amazing bnb great location perfect amount of space would recommend for sureeee " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Aleks G. CA $186 CA $429 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Toronto-Hotels-3BR-Getaway-In-Kleinburg.h110365865.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101590000/101584400/101584374/22366612.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) ### 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 $399 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Toronto-Hotels-Modern-And-Cozy-Lakeview-Guesthouse.h101584374.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 | Private kitchen](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/bc4fdd8b.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) ### Premium Stays Downtown Toronto 9.6/10 Exceptional (12) "Great location!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tricia [](https://www.expedia.ca/Toronto-Hotels-Premium-Stays.h110397030.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=2025-11-06&endDate=2025-11-07®ionId=58604&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Leaside Hotel Reviews ![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) ![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 "My daughter and I visited Toronto for the Lady Gaga concert in mid-September. We really enjoyed the location of this hotel as we could walk most places. We were very happy with the service - extremely so. After being up in the middle of the night for our flight, we were able to check in early to our room and were given warm, delicious cookies which we thoroughly enjoyed! We really appreciated being able to rest a little bit and freshen up before exploring the nearby Kensington Market area. Our check out on Sunday was smooth, we were able to stow our luggage with the concierge as our flight was in the early evening. The concierge then arranged a ride to the airport for a flat fee which was very easy and appreciated. One thing that I would have liked is a Google Chromecast or Firestick for the TV to watch something from a streaming service. Other than that, highly recommend! " [](https://expedia.ca/Toronto-Hotels-DoubleTree-By-Hilton-Hotel-Toronto-Downtown.h21783.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) ![InterContinental Toronto Centre by IHG](//images.trvl-media.com/lodging/1000000/10000/5000/4978/8dfeb777_y.jpg) ### InterContinental Toronto Centre by IHG 10/10 Excellent "We had a wonderful stay at the InterContinental Toronto Centre! The front desk staff, especially Paul, was exceptionally professional and attentive ,he gave us clear directions and even surprised my daughter with a lovely little teddy bear, which absolutely made her day. Our room was spotless, quiet, and very comfortable, providing a perfect place to relax after exploring the city. The breakfast buffet was fantastic , with a wide variety of delicious options and top-quality food. Overall, our experience exceeded expectations in every way. We truly appreciate the warm hospitality and will definitely return" [](https://expedia.ca/Toronto-Hotels-InterContinental-Toronto-Centre.h4978.Hotel-Information) ![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 "Great place. Friendly, helpful staff. 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