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Featured Oakville 5 Star hotels

Shangri-La Toronto

Shangri-La Toronto

5 out of 5
188 University Avenue Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $644 per night from May 31 to Jun 1
CA $644
CA $790 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,275 reviews)
"Great stay"

Reviewed on May 19, 2026

Opens in a new windowShangri-La Toronto
The Ritz-Carlton, Toronto

The Ritz-Carlton, Toronto

5 out of 5
181 Wellington St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $700 per night from May 31 to Jun 1
CA $700
CA $858 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,006 reviews)
"The hotel, the staff and the services are second to none!"

Reviewed on May 20, 2026

Opens in a new windowThe Ritz-Carlton, Toronto
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
550 Wellington St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $469 per night from May 31 to Jun 1
CA $469
CA $608 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (724 reviews)
"The bar in the room was well stocked with snacks."

Reviewed on May 19, 2026

Opens in a new window1 Hotel Toronto
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
60 Yorkville Avenue Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $805 per night from Jun 8 to Jun 9
CA $805
CA $987 total
Jun 8 - Jun 9
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (952 reviews)
"Yes"

Reviewed on May 9, 2026

Opens in a new windowFour Seasons Hotel Toronto
Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
4 Avenue Rd Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $630 per night from Jun 13 to Jun 14
CA $630
CA $772 total
Jun 13 - Jun 14
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,000 reviews)
"-"

Reviewed on May 19, 2026

Opens in a new windowPark Hyatt Toronto
The St. Regis Toronto

The St. Regis Toronto

5 out of 5
325 Bay Street Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $608 per night from May 31 to Jun 1
CA $608
CA $745 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in ...
9.4/10 Exceptional! (1,001 reviews)
"This is a very classy property. The staff is very nice and helpful. We enjoyed a wonderful dinner and a delicious breakfast. Will definitely stay again."

Reviewed on May 12, 2026

Opens in a new windowThe St. Regis Toronto
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
118 Yorkville Ave Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $697 per night from Jun 15 to Jun 16
CA $697
CA $898 total
Jun 15 - Jun 16
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9.8/10 Exceptional! (1,000 reviews)
"Great stay"

Reviewed on May 18, 2026

Opens in a new windowThe Hazelton Hotel Toronto
Nobu Hotel Toronto

Nobu Hotel Toronto

5 out of 5
33 Mercer St Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $756 per night from May 31 to Jun 1
CA $756
CA $927 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, room service, and a 24-hour fitness center. Popular attractions CN Tower and Rogers Centre are ...
9.8/10 Exceptional! (170 reviews)
"Great new hotel would stay again."

Reviewed on May 19, 2026

Opens in a new windowNobu Hotel Toronto
Bisha, a Luxury Collection Hotel Toronto

Bisha, a Luxury Collection Hotel Toronto

5 out of 5
80 Blue Jays Way Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $629 per night from May 21 to May 22
CA $629
CA $771 total
May 21 - May 22
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our ...
Opens in a new windowBisha, a Luxury Collection Hotel Toronto
Windsor Arms Hotel

Windsor Arms Hotel

5 out of 5
18 Saint Thomas St Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $578 per night from May 21 to May 22
CA $578
CA $708 total
May 21 - May 22
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (637 reviews)
"The building is beautiful and well located - and in need of a refresh."

Reviewed on May 14, 2026

Opens in a new windowWindsor Arms Hotel
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Five Star Hotels in Oakville

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 five 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.

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