A marina with several boats docked, including one named 'INARA'.

5 Stars Hotels in Oakville, Toronto from CA $185

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Check availability on Oakville 5 Star Hotels

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Oakville 5-star hotels

A cityscape with a mix of modern and historic buildings, including a prominent Art Deco structure.
A marina with boats docked, a prominent tower, and modern high-rise buildings in the background.
A long, narrow hallway with wooden paneling and large windows on one side.
A restaurant with wooden shelves, green upholstered booths, and a view of a landscape through large windows.

1. Fairmont Royal York

Fairmont Royal York
Downtown Toronto
Canada
Erin
CA $331
CA $396 total
includes taxes & fees
Oct 31 - Nov 1
Fairmont Royal York
A modern hotel with a glass facade, a visible restaurant area, and a sign indicating it is located in Toronto.
A hotel lobby with multiple chandeliers and large windows offering views of the cityscape.
A modern hotel room with a curved wooden design, a bed, a red chair, and a view of the cityscape.
A rooftop terrace with wicker furniture, potted plants, and a view of city buildings.

2. Shangri-La Toronto

Shangri-La Toronto
Downtown Toronto
Canada
Kevin
CA $420
CA $503 total
includes taxes & fees
Oct 30 - Oct 31
Shangri-La Toronto
An outdoor seating area with a central fire feature, surrounded by cushioned chairs and tables, under a covered patio with a bar in the background.
A modern living room with a large flat-screen TV, two sofas, a coffee table, and a view of the city.
Room
Exterior

3. The Ritz-Carlton, Toronto

The Ritz-Carlton, Toronto
Downtown Toronto
Canada
Lindsay
CA $800
CA $958 total
includes taxes & fees
Oct 16 - Oct 17
The Ritz-Carlton, Toronto
A couple in a pool with a table, candles, and a glass of drink.
A spa area with individual treatment stations, each equipped with a massage table and a foot bath.
A modern lounge area with a round table, sofas, and chairs, wooden paneling, and large windows offering a view of the city.
A modern high-rise building with reflective glass windows and a central fountain.

4. Four Seasons Hotel Toronto

Four Seasons Hotel Toronto
Old Toronto
United States
Andre
CA $895
CA $1,072 total
includes taxes & fees
Oct 29 - Oct 30
Four Seasons Hotel Toronto
An outdoor cafe with brick walls, black and white striped awnings, and tables with chairs.
A modern kitchen with a marble countertop, bar stools, and a large potted plant.
A modern lobby with a marble floor, a seating area with a bench, and a colorful abstract painting on the wall.
A modern living room with a large sectional sofa, a black coffee table, and a decorative mirror.

5. The Hazelton Hotel Toronto

The Hazelton Hotel Toronto
Old Toronto
United States
michael
CA $720
CA $906 total
includes taxes & fees
Nov 8 - Nov 9
The Hazelton Hotel Toronto
A rooftop bar with a city skyline view, leather seating, and a bar stocked with bottles.
A modern interior with a unique spiral staircase, a dining area with marble tables, and a patterned floor.
An outdoor seating area with tables and chairs, potted plants, and a city skyline view in the background.
A modern hotel with a glass facade, large windows, and a prominent entrance with a sculpture.

6. Park Hyatt Toronto

Park Hyatt Toronto
Old Toronto
United States
Hengameh
CA $629
CA $753 total
includes taxes & fees
Nov 7 - Nov 8
Park Hyatt Toronto
A bar with a long counter, multiple stools, and a view of the cityscape at sunset.
A greenhouse with a long table and chairs, surrounded by hanging planters and greenery.
A rooftop pool with a city skyline view, including a prominent tower.
A modern kitchen with wooden stools, a dining area with a white sofa, and a large window providing a view of the city.

7. 1 Hotel Toronto

1 Hotel Toronto
Downtown Toronto
United States
Faisal
CA $421
CA $536 total
includes taxes & fees
Oct 31 - Nov 1
1 Hotel Toronto
A bar area with multiple shelves of bottles, bar stools, and seating arrangements.
A modern hotel room with a large bed, a TV, a desk with a lamp, and a view of the cityscape through a large window.
A modern dining area with a chandelier, a table with chairs, and a view of a cityscape through large windows.
A modern living room with a fireplace, comfortable seating, and a decorative wall.

8. The St. Regis Toronto

The St. Regis Toronto
Downtown Toronto
Canada
Jesse
CA $720
CA $862 total
includes taxes & fees
Oct 29 - Oct 30
The St. Regis Toronto
A modern living room with a large window, a sofa, a coffee table, a fireplace, and a flat-screen TV.
A modern living room with a large dining table, comfortable seating, and a city view through expansive windows.
A modern hotel room with a large bed, a seating area with a table, and a view of the city.
A modern interior with a fireplace, seating area, and a person walking by.

9. Nobu Hotel Toronto

Nobu Hotel Toronto
Downtown Toronto
United States
Sandeep
CA $757
CA $907 total
includes taxes & fees
Oct 25 - Oct 26
Nobu Hotel Toronto
A modern hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A rooftop pool with a city skyline view, including a tower resembling the CN Tower, and tables and chairs for relaxation.
A modern living room with a sectional sofa, a round coffee table, and a large abstract painting.
A modern dining area with a glass table, chairs, and a bar area with shelves of glasses and bottles.

10. Bisha, a Luxury Collection Hotel Toronto

Bisha, a Luxury Collection Hotel Toronto
Downtown Toronto
Canada
Serina
CA $509
CA $610 total
includes taxes & fees
Nov 13 - Nov 14
Bisha, a Luxury Collection Hotel Toronto
A grand interior with ornate chandeliers, a large mirror, and a staircase.
The Windsor Arms Hotel entrance with a classic facade, large potted plants, and green awnings.
A formal dining room with tables set for service, a grand chandelier, and a fireplace.
An indoor swimming pool with a fireplace, two lounge chairs, and potted plants.

11. Windsor Arms Hotel

Windsor Arms Hotel
Downtown Toronto
United States
roberta
CA $578
CA $692 total
includes taxes & fees
Oct 31 - Nov 1
Windsor Arms Hotel
A man in a tuxedo holding a martini glass in a well-lit bar area with shelves of bottles and glasses.
A modern living room with a glass partition, a dining area with a large table and chairs, and a kitchen area with bookshelves and a round table.
A spacious, well-lit conference room with a patterned carpet, chandeliers, and wall-mounted lights.
A modern kitchen with a marble countertop displaying an assortment of food items, including cheeses, fruits, and bread.

12. Fairmont Royal York Gold Experience

Fairmont Royal York Gold Experience
Downtown Toronto
Canada
Graham
CA $749
CA $897 total
includes taxes & fees
Oct 30 - Oct 31
Fairmont Royal York Gold Experience
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CA $212
CA $254 total
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Chelsea Hotel, Toronto
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Learn more about Oakville

Stroll along the picturesque waterfront trails or explore the charming downtown filled with boutique shops and cafes. Golf enthusiasts can tee off at the renowned Glen Abbey course, while culture lovers enjoy performances at the Oakville Centre.

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A stone pathway leading to a scenic overlook with a view of the ocean.

Top Oakville Hotel Reviews

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Five Star Hotels in Oakville

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Oakville so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Oakville and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Oakville

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Oakville

The results are in, and Oakville 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Oakville! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Oakville today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oakville?
There are a range of pricing options for 5-star hotels in Oakville on Expedia. How much you'll pay will depend on your vacation dates, length of stay and other factors. Compare available properties for your desired dates and use our pricing and other filters to discover the ideal luxury stay.
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What makes a hotel 5 stars in Oakville?
Flawless guest service is the foundation of every 5-star hotel in Oakville. From the second you arrive, staff are at your beck and call, whether offering luggage assistance and storage or providing in-room massage treatments. On top of that, hotels must feature superior conveniences to be considered for a 5-star rating. These can include deluxe baths, on-site spa facilities, pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Oakville?
Our filter tool is the quickest way to find exactly what you're looking for. Select "5-star" and "All inclusive" to see the most luxurious properties in Oakville where your meals, room, activities and entertainment are included in the price. At these escapes, your trip is pure leisure from the moment you check in.

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