Title: TOP Winery Hotels in Oakville for 2026 | 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) ![Aerial panorama scene of the Bronte area of Oakville, Ontario, Canada](https://images.trvl-media.com/place/9236/a7766d13-1698-4d73-a3e7-0230359ae474.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 [11 Dec - 12 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [12 Dec - 13 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakville hotels with winery ![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) ![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 [](https://www.expedia.co.uk/Toronto-Hotels-Hyatt-Place-TorontoMississauga-Centre.h34891662.Hotel-Information) Gateway 9.0/10 Wonderful (1202) "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 £93 includes taxes & fees 13 Dec - 14 Dec [](https://www.expedia.co.uk/Toronto-Hotels-Hyatt-Place-TorontoMississauga-Centre.h34891662.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/ea5667d2.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/d4e9ccc0.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 [](https://www.expedia.co.uk/Hamilton-Hotels-The-Casablanca-Hotel.h477749.Hotel-Information) Grimsby 7.8/10 Good (1000) "The front desk staff is awesome" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Karl £75 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Hamilton-Hotels-The-Casablanca-Hotel.h477749.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 | Living area](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/83940062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite | 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) ![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) ### BightStays [](https://www.expedia.co.uk/Toronto-Hotels-BightStays.h101087060.Hotel-Information) 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 £161 includes taxes & fees 30 Dec - 31 Dec [](https://www.expedia.co.uk/Toronto-Hotels-BightStays.h101087060.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/a9294ef1.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 [](https://www.expedia.co.uk/Toronto-Hotels-Premium-Stays.h110397030.Hotel-Information) Downtown Toronto 9.6/10 Exceptional (14) "Great location!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tricia £160 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Toronto-Hotels-Premium-Stays.h110397030.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112900000/112898100/112898071/32800492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Triple Room | In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112900000/112898100/112898071/f4f95398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/113000000/112900000/112898100/112898071/7adb2773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite | Private kitchen | Mini-fridge, microwave](https://images.trvl-media.com/lodging/113000000/112900000/112898100/112898071/2195d2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### crestwoodmotel [](https://www.expedia.co.uk/Hamilton-Hotels-Crestwoodmotel.h112898071.Hotel-Information) Aldershot 6.8/10 (20) "Close to shopping and restaurants " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John £70 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Hamilton-Hotels-Crestwoodmotel.h112898071.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 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) ![Interior](https://images.trvl-media.com/lodging/102000000/101590000/101584400/101584374/4959eff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern and cozy Lakeview guesthouse [](https://www.expedia.co.uk/Toronto-Hotels-Modern-And-Cozy-Lakeview-Guesthouse.h101584374.Hotel-Information) Lakeview 9.0/10 Wonderful (4) "Really cozy! Loved it!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Valery Alejandra £222 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Toronto-Hotels-Modern-And-Cozy-Lakeview-Guesthouse.h101584374.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) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/b3428d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/ca8a1da8.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) ### Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton! [](https://www.expedia.co.uk/Toronto-Hotels-Cozy-Basement-W-Private-Entrance-Outdoor-Basketball-Court-Close-To-Brampton.h93239310.Hotel-Information) 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 £268 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Toronto-Hotels-Cozy-Basement-W-Private-Entrance-Outdoor-Basketball-Court-Close-To-Brampton.h93239310.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/115000000/114400000/114395000/114394920/7c88a14a.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) ![Interior](https://images.trvl-media.com/lodging/115000000/114400000/114395000/114394920/d0a67b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort & Quiet Private Basement Unit [](https://www.expedia.co.uk/Toronto-Hotels-Comfort-Quiet-Private-Basement-Unit.h114394920.Hotel-Information) Milton £135 includes taxes & fees 15 Dec - 16 Dec [](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) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/1ceacd2d.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) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/ad5427c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse Hideaway in Caledon [](https://www.expedia.co.uk/Toronto-Hotels-Guesthouse-Hideaway-In-Caledon.h118656568.Hotel-Information) Caledon £418 includes taxes & fees 12 Dec - 13 Dec [](https://www.expedia.co.uk/Toronto-Hotels-Guesthouse-Hideaway-In-Caledon.h118656568.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=2025-12-25&endDate=2025-12-26®ionId=9236&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Oakville Hotel Reviews ![Novotel Toronto Centre](https://images.trvl-media.com/lodging/1000000/20000/12800/12735/6c6eb088_y.jpg) ### Novotel Toronto Centre 10/10 Excellent "This spot is perfect for those who want to be in the downtown area but not in the direct hustle and bustle. It’s a close walk to everything you’d like to see or do in downtown! The breakfast was amazing, so many options and always replenished! We highly recommend and will be coming back! " [](https://expedia.co.uk/Toronto-Hotels-Novotel-Toronto-Centre.h12735.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 "Great staff. Spacious rooms." [](https://expedia.co.uk/Toronto-Hotels-Town-Inn-Suites-Toronto.h8010.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 "Yes" [](https://expedia.co.uk/Toronto-Hotels-DoubleTree-By-Hilton-Hotel-Toronto-Downtown.h21783.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 "Room was spacious and clean, staff were extremely helpful, loved the amenities. Also loved that they provided a number to text if/when requesting additional items for our room. Highly recommend! " [](https://expedia.co.uk/Toronto-Hotels-One-King-West-Hotel-Residence.h1234327.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 "Clean room. Great breakfast for 2\. Waiting staff at the breakfast was courteous and very pleasant " [](https://expedia.co.uk/Toronto-Hotels-Sheraton-Centre-Toronto-Hotel.h23541.Hotel-Information) ![Hampton Inn & Suites by Hilton Toronto Downtown](https://images.trvl-media.com/lodging/1000000/10000/6500/6453/fe6cb752_y.jpg) ### Hampton Inn & Suites by Hilton Toronto Downtown 10/10 Excellent "The breakfast menu was fresh. My room was extremely clean and the air conditioning worked well." [](https://expedia.co.uk/Toronto-Hotels-Hampton-Inn-Suites-By-Hilton-Toronto-Downtown.h6453.Hotel-Information) ![Cambridge Suites Toronto](https://images.trvl-media.com/lodging/1000000/20000/18800/18781/180fc485_y.jpg) ### Cambridge Suites Toronto 10/10 Excellent "Great location! Accommodated an early check in. Friendly staff😊" [](https://expedia.co.uk/Toronto-Hotels-Cambridge-Suites-Hotel-Toronto.h18781.Hotel-Information) ![Fairmont Royal York](https://images.trvl-media.com/lodging/1000000/20000/17300/17289/ca60300e_y.jpg) ### Fairmont Royal York 10/10 Excellent "It was a great experience" [](https://expedia.co.uk/Toronto-Hotels-Fairmont-Royal-York.h17289.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 "Very nice and clean place! The breakfast is consistent with great products!" 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