Explore top 2026 5 Star Hotels in Oakville

Name: Windsor Arms Hotel
Price range: $520 total
Rating: 9

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Top Oakville 5 Star hotels

Shangri-La Toronto

188 University Avenue Toronto ON

Fully refundableReserve now, pay when you stay

$330 nightly

$405 total

Jul 5 - Jul 6

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! (1,291 reviews)

"Blown away by this property! The staff was incredible. The food was amazing. Loved the lobby bar! Fantastic room. I can’t wait to come back here again one day."

Reviewed on Jun 11, 2026

Park Hyatt Toronto

4 Avenue Rd Toronto ON

Fully refundableReserve now, pay when you stay

$451 nightly

$553 total

Jun 14 - Jun 15

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, ...

9.2/10 Wonderful! (1,003 reviews)

"Good dealing with sudden change of the event arrangement, like as fast as they can. Pretty impressive."

Reviewed on Jun 3, 2026

Four Seasons Hotel Toronto

60 Yorkville Avenue Toronto ON

Fully refundableReserve now, pay when you stay

$622 nightly

$763 total

Jun 28 - Jun 29

Total with taxes and fees

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

9.6/10 Exceptional! (961 reviews)

"Bathroom fixtures was a little dated however very clean ."

Reviewed on Jun 2, 2026

The Ritz-Carlton, Toronto

181 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

$532 nightly

$652 total

Jul 4 - Jul 5

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! (1,010 reviews)

"Gorgeous !"

Reviewed on Jun 7, 2026

1 Hotel Toronto

550 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

$349 nightly

$428 total

Jun 14 - Jun 15

Total with taxes and fees

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

9.6/10 Exceptional! (736 reviews)

"My stay at 1 Hotel Toronto was genuinely wonderful from start to finish. The Flora Lounge is a highlight — the lush greenery creates a calming, nature-inspired atmosphere unlike any hotel bar I’ve visited. What truly sets this property apart is the staff. Yaz was warm, engaging, and spot-on with ..."

Reviewed on Jun 9, 2026

The St. Regis Toronto

325 Bay Street Toronto ON

Fully refundableReserve now, pay when you stay

$423 nightly

$519 total

Jul 10 - Jul 11

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 ...

9.4/10 Exceptional! (1,005 reviews)

"Amazing spot , always great."

Reviewed on Jun 10, 2026

The Hazelton Hotel Toronto

118 Yorkville Ave Toronto ON

Fully refundableReserve now, pay when you stay

$413 nightly

$506 total

Jul 8 - Jul 9

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 ...

9.8/10 Exceptional! (1,003 reviews)

"Fantastic hotel and likely the best available in Toronto today. You get what you pay for, and this place is top notch in every way."

Reviewed on Jun 9, 2026

Nobu Hotel Toronto

33 Mercer St Toronto ON

Fully refundableReserve now, pay when you stay

$486 nightly

$596 total

Jul 7 - Jul 8

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! (190 reviews)

"The staff throughout the hotel was fantastic. The view overlooking CN Tower and Toronto Islands from our room on the 42nd floor was amazing. Food at Nobu lounge, and the waiter, was great!"

Reviewed on Jun 12, 2026

Bisha, a Luxury Collection Hotel Toronto

80 Blue Jays Way Toronto ON

$385 nightly

$473 total

Jul 5 - Jul 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 ...

9.6/10 Exceptional! (1,007 reviews)

"When at the front desk , ask questions and just see and hear how knowledgeable they are about there property, very impressive. Last thing the ones that knows knows top quality, sometimes you don’t have to say much to know."

Reviewed on Jun 11, 2026

Windsor Arms Hotel

18 Saint Thomas St Toronto ON

$424 nightly

$520 total

Jun 16 - Jun 17

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 ...

9/10 Wonderful! (644 reviews)

"Hotel is dated rooms need a face lift"

Reviewed on Jun 10, 2026

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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.