Explore top 2025 5 Star Hotels in Oakville

Name: Windsor Arms Hotel
Price range: $452 total
Rating: 8.8

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

Tonight

Tomorrow

This weekend

Next weekend

Top Oakville 5 Star hotels

Shangri-La Toronto

188 University Avenue, Toronto, ON

Fully refundableReserve now, pay when you stay

$395 nightly

$484 total

Nov 22 - Nov 23

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! (1,065 reviews)

Great service

Reviewed on Nov 3, 2025

1 Hotel Toronto

550 Wellington St W, Toronto, ON

Fully refundableReserve now, pay when you stay

$331 nightly

$406 total

Dec 6 - Dec 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! (627 reviews)

Wonderful property

Reviewed on Oct 27, 2025

Four Seasons Hotel Toronto

60 Yorkville Avenue, Toronto, ON

Fully refundableReserve now, pay when you stay

$436 nightly

$535 total

Nov 25 - Nov 26

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! (828 reviews)

Very clean and superb, efficient staff

Reviewed on Oct 30, 2025

The Ritz-Carlton, Toronto

181 Wellington St W, Toronto, ON

Fully refundableReserve now, pay when you stay

$454 nightly

$557 total

Nov 20 - Nov 21

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! (1,008 reviews)

Wonderful hotel

Reviewed on Oct 27, 2025

Park Hyatt Toronto

4 Avenue Rd, Toronto, ON

$363 nightly

$445 total

Nov 21 - Nov 22

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! (1,001 reviews)

Room was very modern and clean. Staff always professional and courteous.

Reviewed on Oct 30, 2025

The Hazelton Hotel Toronto

118 Yorkville Ave, Toronto, ON

Fully refundableReserve now, pay when you stay

$405 nightly

$496 total

Nov 23 - Nov 24

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! (925 reviews)

Everything was great

Reviewed on Oct 28, 2025

Bisha, a Luxury Collection Hotel Toronto

80 Blue Jays Way, Toronto, ON

Fully refundableReserve now, pay when you stay

$300 nightly

$368 total

Dec 5 - Dec 6

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! (1,000 reviews)

Amazing experience! One of the best hotels I had the pleasure visiting. From check-in to checkout, I just have good things to say. My room decor was stunning. The art deco furniture was heart melting, the mini bar with most Chandon and all the good things we deserve in our special occasion was a ...

Reviewed on Oct 17, 2025

The St. Regis Toronto

325 Bay Street, Toronto, ON

Fully refundableReserve now, pay when you stay

$444 nightly

$544 total

Nov 22 - Nov 23

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! (1,001 reviews)

Great pool

Reviewed on Oct 22, 2025

Nobu Hotel Toronto

33 Mercer St, Toronto, ON

Fully refundableReserve now, pay when you stay

$390 nightly

$479 total

Dec 5 - Dec 6

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 ...

9.6/10 Exceptional! (61 reviews)

We tried the shangri-la, the ritz, germain and fsrimint, and this is one of the best room you can get in the city. Extra points for in room Apple tv already all setup. incredible bathroom and tub. The nobu hotel is amazing, the nobu restaurant however i would skip, its nice but way overpriced for ...

Reviewed on Nov 2, 2025

Windsor Arms Hotel

18 Saint Thomas St, Toronto, ON

$369 nightly

$452 total

Nov 7 - Nov 8

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 24-hour business ...

8.8/10 Excellent! (604 reviews)

I enjoyed a delicious omelette one morning and French toast the next. Food was lovely. We had drinks in the bar one night.

Reviewed on Oct 22, 2025

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.