Explore top 2026 5 Star Hotels in Oakville

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Next weekend

Top 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
$342 nightly
The price is $419 total per night from Jan 2 to Jan 3
$419 total
Jan 2 - Jan 3, 2026
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! (1,119 reviews)
Perfect choice in terms of cleaness and foods

Reviewed on Dec 18, 2025

Opens in a new windowShangri-La 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
$415 nightly
The price is $508 total per night from Jan 22 to Jan 23
$508 total
Jan 22 - Jan 23, 2026
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! (852 reviews)
Great location. Impeccable service as expected from Four Seasons. Amenities were great. Spa facility was wonderful and food at DBar was top notch.

Reviewed on Dec 11, 2025

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
$413 nightly
The price is $506 total per night from Jan 2 to Jan 3
$506 total
Jan 2 - Jan 3, 2026
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! (954 reviews)
Valet parking

Reviewed on Dec 22, 2025

Opens in a new windowThe Hazelton Hotel Toronto
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
550 Wellington St W Toronto ON
Fully refundableReserve now, pay when you stay
$317 nightly
The price is $388 total per night from Dec 24 to Dec 25
$388 total
Dec 24 - Dec 25
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! (646 reviews)
Beautiful property. Great restaurant and room service

Reviewed on Dec 17, 2025

Opens in a new window1 Hotel 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
$380 nightly
The price is $466 total per night from Jan 2 to Jan 3
$466 total
Jan 2 - Jan 3, 2026
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)
Excellent spa experience

Reviewed on Dec 19, 2025

Opens in a new windowThe Ritz-Carlton, Toronto
Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
4 Avenue Rd Toronto ON
Fully refundableReserve now, pay when you stay
$368 nightly
The price is $451 total per night from Dec 28 to Dec 29
$451 total
Dec 28 - Dec 29
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! (1,002 reviews)
Very courteous staff! Really enjoyed the Writer's Bar

Reviewed on Dec 14, 2025

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
$404 nightly
The price is $496 total per night from Jan 16 to Jan 17
$496 total
Jan 16 - Jan 17, 2026
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! (999 reviews)
Amazing hotel

Reviewed on Dec 4, 2025

Opens in a new windowThe St. Regis 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
$266 nightly
The price is $326 total per night from Jan 2 to Jan 3
$326 total
Jan 2 - Jan 3, 2026
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 staff make this property right from the time you pull up. Has a cool vibe love the rest from lunch or brunch eat there every time. The location is great as well close to many excellent restaurants.

Reviewed on Dec 12, 2025

Opens in a new windowBisha, a Luxury Collection Hotel Toronto
Nobu Hotel Toronto

Nobu Hotel Toronto

5 out of 5
33 Mercer St Toronto ON
Fully refundableReserve now, pay when you stay
$367 nightly
The price is $449 total per night from Jan 23 to Jan 24
$449 total
Jan 23 - Jan 24, 2026
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! (98 reviews)
5 star service, room was amazing

Reviewed on Dec 20, 2025

Opens in a new windowNobu 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
$325 nightly
The price is $398 total per night from Jan 6 to Jan 7
$398 total
Jan 6 - Jan 7, 2026
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! (615 reviews)
Beautiful hotel, old vintage style. A little run down. Friendly staff.

Reviewed on Dec 11, 2025

Opens in a new windowWindsor Arms Hotel
Don't see what you're looking for?
See all available properties in Oakville
View all properties
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.

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.

Recent Oakville hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity