Find and compare 5 Star hotels in Pickering

Name: Windsor Arms Hotel
Price range: CA $446
Rating: 8.8

Wander Wisely with exceptional service, 24/7 support

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Featured Pickering 5 Star hotels

Shangri-La Toronto

188 University Avenue Toronto ON

Fully refundableReserve now, pay when you stay

CA $478

CA $587 total

Jan 31 - Feb 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! (1,142 reviews)

Excellent

Reviewed on Jan 18, 2026

Four Seasons Hotel Toronto

60 Yorkville Avenue Toronto ON

Fully refundableReserve now, pay when you stay

CA $570

CA $699 total

Feb 25 - Feb 26

includes taxes & fees

Book a stay at this spa 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! (872 reviews)

Clean, friendly, ample room amenities.

Reviewed on Jan 16, 2026

The Hazelton Hotel Toronto

118 Yorkville Ave Toronto ON

Fully refundableReserve now, pay when you stay

CA $564

CA $733 total

Feb 19 - Feb 20

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 ...

9.6/10 Exceptional! (974 reviews)

Entire facility was amazing , from the front door greeting , to the service staff. Five stars aren’t enough

Reviewed on Jan 18, 2026

1 Hotel Toronto

550 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

CA $405

CA $530 total

Feb 22 - Feb 23

includes taxes & fees

Book a stay at this luxury aparthotel in Toronto. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the property condition ...

9.4/10 Exceptional! (657 reviews)

Clean room, comfortable bed and pillows. Heated floors in bathroom with a nice overhead rain shower. Room on the 6th floor is cold however even with turning up the heat. Staff is kind and it’s easy to use the app to make requests.

Reviewed on Jan 20, 2026

The Ritz-Carlton, Toronto

181 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

CA $525

CA $644 total

Jan 31 - Feb 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! (1,002 reviews)

Very clean. Amazing service by staff , enjoyed the stay very much

Reviewed on Jan 21, 2026

Park Hyatt Toronto

4 Avenue Rd Toronto ON

Fully refundableReserve now, pay when you stay

CA $510

CA $625 total

Jan 29 - Jan 30

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. ...

9/10 Wonderful! (1,000 reviews)

Nice room & hotel. Great service.

Reviewed on Jan 20, 2026

The St. Regis Toronto

325 Bay Street Toronto ON

CA $480

CA $589 total

Jan 31 - Feb 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 ...

9.2/10 Wonderful! (1,003 reviews)

For kids, they do a special Teddy Bear service. Never had a hotel with that before

Reviewed on Jan 18, 2026

Bisha, a Luxury Collection Hotel Toronto

80 Blue Jays Way Toronto ON

Fully refundableReserve now, pay when you stay

CA $367

CA $450 total

Jan 31 - Feb 1

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 ...

9.4/10 Exceptional! (1,001 reviews)

Loved Bisha! Clean, stylish, comfortable. Will definitely be back. The food options were great. The French cafe for a light breakfast was nice and the restaurant upstairs was amazing!

Reviewed on Jan 14, 2026

Nobu Hotel Toronto

33 Mercer St Toronto ON

Fully refundableReserve now, pay when you stay

CA $506

CA $620 total

Feb 16 - Feb 17

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! (108 reviews)

My stay at Nobu Hotel was exceptional! From the moment I arrived, the front desk staff were welcoming and precise. The room was spotless and luxurious. Breakfast was unforgettable—one of the best I’ve had in my travels. The staff’s friendliness and dedication truly stood out. I’ll definitely be ...

Reviewed on Jan 21, 2026

Windsor Arms Hotel

18 Saint Thomas St Toronto ON

Fully refundableReserve now, pay when you stay

CA $446

CA $547 total

Jan 26 - Jan 27

includes taxes & fees

Book a stay at this spa hotel in Toronto. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...

8.8/10 Excellent! (616 reviews)

Beautiful hotel, old vintage style. A little run down. Friendly staff.

Reviewed on Dec 11, 2025

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Five Star Hotels in Pickering

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Pickering 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. Pickering 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 Pickering 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.