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) ![](https://images.trvl-media.com/place/9236/a7766d13-1698-4d73-a3e7-0230359ae474.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [30 Mar - 31 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2026-03-30&endDate=2026-03-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [31 Mar - 1 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2026-03-31&endDate=2026-04-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=9236&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakville hotels with winery ![Staircase](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/58b5bba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/fe8db774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/e0c3a87c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/1000000/480000/477800/477749/693cef0a.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 (1,000 reviews) "I absolutely love staying here. This was my 3rd time staying at this hotel and just love the staff!! Angel on 2nd shift at the front desk is just their namesake-an absolute angel. Every time I stay, the experience is that much better, and I love the view of the lake sooo much! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen £75 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Hamilton-Hotels-The-Casablanca-Hotel.h477749.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114400000/114395000/114394920/2057d88d.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/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) ### 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 1 Apr - 2 Apr [](https://www.expedia.co.uk/Toronto-Hotels-Comfort-Quiet-Private-Basement-Unit.h114394920.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/64b93081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/d3ed2805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93240000/93239400/93239310/f8cf13b9.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 reviews) "It was a very good stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sangita £184 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Toronto-Hotels-Cozy-Basement-W-Private-Entrance-Outdoor-Basketball-Court-Close-To-Brampton.h93239310.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112900000/112898100/112898071/w1080h1912x0y0-3b8b55ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/113000000/112900000/112898100/112898071/cc066116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112900000/112898100/112898071/086b1098.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) ### crestwoodmotel [](https://www.expedia.co.uk/Hamilton-Hotels-Crestwoodmotel.h112898071.Hotel-Information) Aldershot 6.8/10 (20 reviews) "Close to shopping and restaurants " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John £66 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Hamilton-Hotels-Crestwoodmotel.h112898071.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/62b1a345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool loungers](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/28b8c207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34900000/34891700/34891662/e84cc4a8.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) ### Hyatt Place Toronto/Mississauga Centre [](https://www.expedia.co.uk/Toronto-Hotels-Hyatt-Place-TorontoMississauga-Centre.h34891662.Hotel-Information) Gateway 9.0/10 Wonderful (1,285 reviews) "We enjoyed our stay. Very friendly staff and very clean place " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sameeta £88 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Toronto-Hotels-Hyatt-Place-TorontoMississauga-Centre.h34891662.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/ec16372b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/e8410372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118660000/118656600/118656568/a8bb7495.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/b7e837b0.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 £403 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Toronto-Hotels-Guesthouse-Hideaway-In-Caledon.h118656568.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/123000000/122630000/122621700/122621621/dfc84401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122630000/122621700/122621621/d9a5ce80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122630000/122621700/122621621/a198e522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122630000/122621700/122621621/cf368718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The best of Ancaster, a cottage on 8 acres with river and trails and waterfalls [](https://www.expedia.co.uk/Hamilton-Hotels-The-Best-Of-Ancaster.h122621621.Hotel-Information) Hamilton £433 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Hamilton-Hotels-The-Best-Of-Ancaster.h122621621.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=2026-04-14&endDate=2026-04-15®ionId=9236&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Oakville Hotel Reviews ![DoubleTree by Hilton Hotel Toronto Downtown](https://images.trvl-media.com/lodging/1000000/30000/21800/21783/9be890f4_y.jpg) ### DoubleTree by Hilton Hotel Toronto Downtown 10/10 Excellent "Very pleasant stay. There for business and staff and room great." [](https://expedia.co.uk/Toronto-Hotels-DoubleTree-By-Hilton-Hotel-Toronto-Downtown.h21783.Hotel-Information) ![Chelsea Hotel, Toronto](https://images.trvl-media.com/lodging/1000000/30000/28000/27994/10fbbea2_y.jpg) ### Chelsea Hotel, Toronto 2/10 Terrible "AC doesn’t work, blowing warm air entire night " [](https://expedia.co.uk/Toronto-Hotels-Chelsea-Hotel.h27994.Hotel-Information) ![Cambridge Suites Toronto](https://images.trvl-media.com/lodging/1000000/20000/18800/18781/3e35a3a4_y.jpg) ### Cambridge Suites Toronto 8/10 Good "This was a great place to stay for a few days in Toronto - one of the more affordable options in the heart of the city. The staff here were kind and helpful and the complimentary breakfast buffet was tasty. " [](https://expedia.co.uk/Toronto-Hotels-Cambridge-Suites-Hotel-Toronto.h18781.Hotel-Information) ![Radisson Blu Toronto Downtown](https://images.trvl-media.com/lodging/1000000/10000/7400/7352/22751924_y.jpg) ### Radisson Blu Toronto Downtown 10/10 Excellent "Very clean. Friendly staff. Great location at the Harbour area. 10 minute walk to Scotiabank Arena and 5 minute walk to Rogers Center " [](https://expedia.co.uk/Toronto-Hotels-Radisson-Blu-Toronto-Downtown.h7352.Hotel-Information) ![One King West Hotel & Residence](https://images.trvl-media.com/lodging/2000000/1240000/1234400/1234327/961a85e1_y.jpg) ### One King West Hotel & Residence 10/10 Excellent "My wife and I took a trip to Toronto for our anniversary. We truly enjoyed our time at this hotel. We participated in happy hour nightly. The bar staff were awesome. The staff were also positive and attentive to our needs. I’d definitely stay here again. " [](https://expedia.co.uk/Toronto-Hotels-One-King-West-Hotel-Residence.h1234327.Hotel-Information) ![Fairmont Royal York](https://images.trvl-media.com/lodging/1000000/20000/17300/17289/ca60300e_y.jpg) ### Fairmont Royal York 10/10 Excellent "Perfect" [](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/ce123fd9_y.jpg) ### Holiday Inn Toronto Downtown Centre by IHG 10/10 Excellent "Breakfast was great" [](https://expedia.co.uk/Toronto-Hotels-Holiday-Inn-Toronto-Downtown-Centre.h26247.Hotel-Information) ![Union Hotel](https://images.trvl-media.com/lodging/1000000/10000/8300/8214/3369e421_y.jpg) ### Union Hotel 10/10 Excellent "This is a great hotel, the breakfast is wonderful and the hotel is accommodating to all. Definitely a must stay if you're downtown" [](https://expedia.co.uk/Toronto-Hotels-Union-Hotel.h8214.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 "Location of the hotel is excellent. Staff was very professional. Enjoyed the stay. " [](https://expedia.co.uk/Toronto-Hotels-The-Omni-King-Edward-Hotel.h25713.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Oakville cost? ### Which area of Oakville is best to stay in for vineyards and wineries? > For couples wishing to enjoy a romantic getaway, the area around Bronte Creek is particularly enchanting. With its serene parks and lovely picnic spots, it invites leisurely afternoons spent sipping wine under the trees. Many wineries in this area also host intimate events, such as sunset tastings and vineyard dinners, great for creating lasting memories together. > > > Families will appreciate the Oakville area for its combination of wine experiences and outdoor activities. Some wineries offer family-friendly tours and events where children can explore the grounds while parents enjoy a tasting. The nearby parks and trails ensure there's plenty of space for kids to run around, making it an enjoyable outing for everyone. ### What winery activities should we do in Oakville? > For couples planning a romantic escape, visiting the renowned Vineland Estates Winery is a must. Here, you can savour a selection of premium wines while enjoying a gourmet meal at their exquisite restaurant, all set against a breathtaking vineyard view. The intimate atmosphere invites leisurely afternoons spent sipping wine and enjoying each other's company. > > > Families will find plenty to enjoy at the family-friendly Peller Estates Winery, where kids are welcome to join in the fun. The winery offers a variety of activities, including vineyard tours and interactive grape juice tastings for younger guests. With spacious picnic areas and beautiful gardens, it's the superb spot for a relaxed family outing. > > > Adventurous groups might consider signing up for a guided bike tour through the stunning Niagara wine region. This fun activity combines the thrill of cycling with the chance to explore multiple wineries in a single day, allowing you to taste a range of wines while soaking up the natural beauty of the area. ### Does Oakville host any wine festivals or events? > For couples seeking a romantic escape, the charming wineries in the nearby Niagara Peninsula provide an idyllic day trip. Picture yourself strolling through vineyards, indulging in wine tastings, and enjoying picturesque landscapes together. Many wineries also offer exclusive tours and intimate dining experiences, superb for creating lasting memories. > > > Families will find the Oakville area equally inviting, with events that cater to all ages. The Oakville Harvest Festival often includes activities for children, such as face painting and crafts, alongside wine tastings for the adults. This blend of fun and relaxation ensures that everyone can enjoy the local culture together. ### How can I save on a winery hotel in Oakville with Expedia? ### Is it cheaper to book flights and a winery hotel in Oakville as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [Hotels near Bronte Creek Provincial Park ](https://www.expedia.co.uk/Bronte-Creek-Provincial-Park-Hotels.0-l6125235-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Burlington ](https://www.expedia.co.uk/Burlington-Hotels-Budget-Hotels.0-0-d7149-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balcony in Burlington ](https://www.expedia.co.uk/Burlington-Hotels-Hotels-With-Balcony.0-0-d7149-tHotelswithBalcony.Travel-Guide-Filter-Hotels) - [Clarkson-Lorne Park Hotels ](https://www.expedia.co.uk/Clarkson-Lorne-Park-Toronto-Hotels.0-n553248633981726760-0.Travel-Guide-Filter-Hotels) - 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