Title: TOP Winery Hotels in Oakville for 2025 | Expedia.co.uk [Oakville Travel Guide](https://expedia.co.uk/Oakville.dx9236)[Hotels in Oakville](https://expedia.co.uk/Oakville-Hotels.d9236.Travel-Guide-Hotels)[Holiday Rentals in Oakville](https://expedia.co.uk/Oakville-Holiday-Rentals.d9236.Travel-Guide-HolidayRentals)[Flights to Oakville](https://expedia.co.uk/Cheap-Flights-To-Oakville.d9236.Travel-Guide-Flights)[Things to do in Oakville](https://expedia.co.uk/Things-To-Do-In-Oakville.d9236.Travel-Guide-Activities)[Oakville Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Oakville.d9236.Car-Hire-Guide)[Oakville Holidays](https://expedia.co.uk/Oakville.d9236.Holidays-City-Breaks) ![Oakville featuring boating, a park and a marina](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/148000/148169-Oakville.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winery Hotels in Oakville ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Oakville Winery Hotels Tonight [23 Oct - 24 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [24 Oct - 25 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakville Winery Hotels ![Reception](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/ea5667d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/d4e9ccc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/83776dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/58b5bba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Casablanca Hotel Grimsby 7.8/10 Good (1001) "Convenient location and very friendly, professional staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sabrina £72 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Hamilton-Hotels-The-Casablanca-Hotel.h477749.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/00fa8ee4.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) ![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, pool loungers](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/3fb3d704.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 £121 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/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) ![Deluxe Suite | Balcony view](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/be3cd05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite | 2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/4abe0e4a.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) ### 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.co.uk/Toronto-Hotels-BightStays.h101087060.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/2a52cc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/b8bd91e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/265c7da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/b3428d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton! Caledon 8.4/10 Very good (10) "It was a very good stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sangita £231 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Toronto-Hotels-Cozy-Basement-W-Private-Entrance-Outdoor-Basketball-Court-Close-To-Brampton.h93239310.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/102000000/101590000/101584400/101584374/4959eff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, 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) ### 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 £218 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Toronto-Hotels-Modern-And-Cozy-Lakeview-Guesthouse.h101584374.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114400000/114395000/114394920/c85293a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114400000/114395000/114394920/d0a67b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114400000/114395000/114394920/a98e5412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114400000/114395000/114394920/805c9b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort & Quiet Private Basement Unit Milton £134 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/Toronto-Hotels-Comfort-Quiet-Private-Basement-Unit.h114394920.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/a593fd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/a9317793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/1ceacd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/3c1a0f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse Hideaway in Caledon Caledon £392 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Toronto-Hotels-Guesthouse-Hideaway-In-Caledon.h118656568.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033730/91192e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033730/4768bacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033730/bacb2b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033730/affacb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Coziest Corner in Ancaster. Brand New! Hamilton 7.4/10 Good (3) "The house is new and clean, and Sayed is a good host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marissa G. £310 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Hamilton-Hotels-The-Coziest-Corner-In-Ancaster-Brand-New.h111033730.Hotel-Information) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Living area | 45-inch flat-screen TV with cable channels](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 | Living area | 45-inch flat-screen TV with cable channels](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 | Private kitchen | Microwave, oven, dishwasher, toaster](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 | Private kitchen | Microwave, oven, dishwasher, toaster](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/a9294ef1.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.co.uk/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.co.uk/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08®ionId=9236&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Oakville Hotel Reviews ![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.co.uk/Toronto-Hotels-The-Omni-King-Edward-Hotel.h25713.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.co.uk/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.co.uk/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.co.uk/Toronto-Hotels-Sheraton-Centre-Toronto-Hotel.h23541.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 "Perfect 4-night stay in Downtown Toronto! We loved the hotel (I travelled with my husband). Exceptionally curteous, professional and kind reception personnel, granting us a much appreciated early check-in and late check-out. Lovely, spacious, quiet, super clean room (with king bed) and bathroom. Incredibly efficient and helpful house keeping staff, who e.g. increased the room temperature for us and provided an extra blanket - they also serviced the room beautifully every day. We greatly enjoyed the lobby bar for Happy Hour drinks and the hotel's 'Thirty' Lounge later at night. Perfect location: Yonge St, Toronto' most famous street, is only 150 away with fabulous cafés, restaurants, shopping, e.g. Eaton Centre' with 350 shops. We walked everywhere from the hotel, includ. Toronto University, Royal Ontario Museum, Kensington Markets, Distillery District, etc. A metro station 150m from the hotel or call a taxi/Uber if you prefer to do less on foot. The neighbourhood felt safe. Fun Irish Pub across the street and a sensational 'Loblaws' grocery store/food court at the corner Carlton/Church St is worth visiting for lunch. " [](https://expedia.co.uk/Toronto-Hotels-Holiday-Inn-Toronto-Downtown-Centre.h26247.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 "Everything was great! Good location, loved the room and view. " [](https://expedia.co.uk/Toronto-Hotels-One-King-West-Hotel-Residence.h1234327.Hotel-Information) ![Novotel Toronto Centre](//images.trvl-media.com/lodging/1000000/20000/12800/12735/f6ce2715_y.jpg) ### Novotel Toronto Centre 10/10 Excellent "Clean, nice rooms. Lobby is beautiful. Nice staff. Easy parking. Free breakfast. " [](https://expedia.co.uk/Toronto-Hotels-Novotel-Toronto-Centre.h12735.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 "Hotel is nice. Centrally located so walking was not an issue. Room was clean and well appointed. Bar fridge was a bit noisy. Tim at the desk was very pleasant and professional. The warm cookies at check is always a treat." [](https://expedia.co.uk/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 "The staff was great and we were within walking distance of a lot of things as well as subway stations. 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