Explore top 2026 5 Star Hotels in Oakville

Name: Windsor Arms Hotel
Price range: $397 total
Rating: 8.8

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Top Oakville 5 Star hotels

Shangri-La Toronto

188 University Avenue Toronto ON

Fully refundableReserve now, pay when you stay

$350 nightly

$429 total

Jan 10 - Jan 11

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.6/10 Exceptional! (1,126 reviews)

This is a very nice hotel with easy access to the subway system. The rooms are well appointed, clean and comfortable. The staff is all very friendly and helpful. My only complaint is that the entire lobby is part of their restaurant, meaning that you need a reservation to sit anywhere after 11am. ...

Reviewed on Dec 30, 2025

Four Seasons Hotel Toronto

60 Yorkville Avenue Toronto ON

Fully refundableReserve now, pay when you stay

$408 nightly

$500 total

Feb 5 - Feb 6

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. ...

9.4/10 Exceptional! (864 reviews)

Everything was simply exceptional.

Reviewed on Jan 4, 2026

The Hazelton Hotel Toronto

118 Yorkville Ave Toronto ON

Fully refundableReserve now, pay when you stay

$417 nightly

$511 total

Jan 18 - Jan 19

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free ...

9.6/10 Exceptional! (962 reviews)

Nice

Reviewed on Dec 31, 2025

1 Hotel Toronto

550 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

$355 nightly

$435 total

Feb 6 - Feb 7

Total with taxes and fees

This luxury aparthotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public ...

9.4/10 Exceptional! (648 reviews)

I was treated with the utmost care and consideration, will be coming back again. Thank you everyone at 1 Hotel for the most enjoyable Christmas ever.

Reviewed on Dec 27, 2025

The Ritz-Carlton, Toronto

181 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

$381 nightly

$467 total

Jan 16 - Jan 17

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the indoor pool and perks like free WiFi. You'll appreciate the ...

9.4/10 Exceptional! (1,001 reviews)

Hot tub was great after a night of dancing.

Reviewed on Dec 21, 2025

Park Hyatt Toronto

4 Avenue Rd Toronto ON

Fully refundableReserve now, pay when you stay

$339 nightly

$416 total

Jan 16 - Jan 17

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Enjoy the a rooftop terrace and perks like free WiFi. A bar/lounge, ...

9/10 Wonderful! (1,004 reviews)

This Hotel is in a great location , but most of all the staff were amazing very helpful and professional they really couldn’t to enough to help and make you feel welcome. Rooms were very clean and the housekeeping was brilliant. We will definitely be booking again in the future. Thank you Park Hyatt ...

Reviewed on Jan 2, 2026

The St. Regis Toronto

325 Bay Street Toronto ON

Fully refundableReserve now, pay when you stay

$405 nightly

$496 total

Jan 31 - Feb 1

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public ...

9.2/10 Wonderful! (1,003 reviews)

Easily the best hotel ive ever been to. Luxurious clean everything was perfect

Reviewed on Jan 1, 2026

Bisha, a Luxury Collection Hotel Toronto

80 Blue Jays Way Toronto ON

Fully refundableReserve now, pay when you stay

$267 nightly

$327 total

Jan 16 - Jan 17

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the a rooftop ...

9.4/10 Exceptional! (1,001 reviews)

The room was gorgeous and the bed was so incredibly comfortable. Outstanding service from the front desk, manager, valets and all of the staff. Went to Kost and the food there was incredible as always. Five star hotel. Five star service. Five star restaurant.

Reviewed on Jan 2, 2026

Nobu Hotel Toronto

33 Mercer St Toronto ON

Fully refundableReserve now, pay when you stay

$341 nightly

$418 total

Jan 31 - Feb 1

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Families will appreciate complimentary bicycles and in-room childcare. Enjoy the in-room fitness ...

9.8/10 Exceptional! (103 reviews)

Room and bathroom was very spacious and views were amazing. Staff was

Reviewed on Jan 1, 2026

Windsor Arms Hotel

18 Saint Thomas St Toronto ON

Fully refundableReserve now, pay when you stay

$324 nightly

$397 total

Jan 7 - Jan 8

Total with taxes and fees

A full-service spa, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

8.8/10 Excellent! (616 reviews)

Beautiful hotel, old vintage style. A little run down. Friendly staff.

Reviewed on Dec 11, 2025

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Oakville Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Oakville to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Oakville 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Oakville before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.