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Oct 16 - Oct 18
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Featured Oakville 5 Star hotels

Fairmont Royal York

Fairmont Royal York

5 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $331 per night from Oct 31 to Nov 1
CA $331
CA $396 total
Oct 31 - Nov 1
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy 4 restaurants, 4 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
9/10 Wonderful! (8,673 reviews)
"Excellent location Close to Ripleys Aquarium Close to Blue Jays Close to Scotia Bank Arena Loads of great restaurants Restaurant in hotel is fabulous for breakfast Comfy beds Luxurious classy hotel"

Reviewed on Oct 14, 2026

Opens in a new windowFairmont Royal York
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 $462 per night from Nov 9 to Nov 10
CA $462
CA $553 total
Nov 9 - Nov 10
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. ...
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 $800 per night from Oct 16 to Oct 17
CA $800
CA $958 total
Oct 16 - Oct 17
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. ...
Opens in a new windowThe Ritz-Carlton, 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 $895 per night from Oct 29 to Oct 30
CA $895
CA $1,072 total
Oct 29 - Oct 30
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. ...
Opens in a new windowFour Seasons Hotel 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 $720 per night from Nov 8 to Nov 9
CA $720
CA $906 total
Nov 8 - Nov 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 and the property ...
Opens in a new windowThe Hazelton 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 $629 per night from Nov 7 to Nov 8
CA $629
CA $753 total
Nov 7 - Nov 8
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. ...
Opens in a new windowPark Hyatt 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 $450 per night from Oct 30 to Oct 31
CA $450
CA $571 total
Oct 30 - Oct 31
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! (844 reviews)
"peyton,camila,nathan. please give them recognition for there hard work and treating customers with the best customer service ever. as someone who works in the hospitality business i’ve never been treated with this kindness, respect, and compassion. 10/10 well done! the room is so spacious, modern, ..."

Reviewed on Oct 13, 2026

Opens in a new window1 Hotel 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 $720 per night from Oct 29 to Oct 30
CA $720
CA $862 total
Oct 29 - Oct 30
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! (1,002 reviews)
"It was my 30th birthday and we traveled from The Bahamas to Toronto to celebrate. It was such an amazing experience. The hotel, the staff, the aura, the food was exceptional. I can’t wait to go back!"

Reviewed on Oct 9, 2026

Opens in a new windowThe St. Regis 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 $850 per night from Oct 30 to Oct 31
CA $850
CA $1,018 total
Oct 30 - Oct 31
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! (261 reviews)
"Tout était parfait"

Reviewed on Oct 12, 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 $509 per night from Nov 13 to Nov 14
CA $509
CA $610 total
Nov 13 - Nov 14
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
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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.

Recent Oakville hotel reviews by fellow wanderers

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Everything was amazing"
A verified traveller stayed at Holiday Inn Toronto Downtown Centre by IHG
Holiday Inn Toronto Downtown Centre by IHG

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