Find and compare 5 Star hotels in Little Italy

Name: Windsor Arms Hotel
Price range: CA $625
Rating: 9

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Featured Little Italy 5 Star hotels

Shangri-La Toronto

188 University Avenue Toronto ON

Fully refundableReserve now, pay when you stay

CA $544

CA $652 total

Sep 7 - Sep 8

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! (1,362 reviews)

"Amazing services"

Reviewed on Aug 24, 2026

Four Seasons Hotel Toronto

60 Yorkville Avenue Toronto ON

Fully refundableReserve now, pay when you stay

CA $780

CA $934 total

Sep 3 - Sep 4

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. ...

The Ritz-Carlton, Toronto

181 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

CA $701

CA $840 total

Sep 8 - Sep 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 in our reviews. ...

9.6/10 Exceptional! (1,008 reviews)

"My children stay there and really like it! The service is exceptional, and they tell me the in-room dining is delicious. Thank you very much."

Reviewed on Aug 22, 2026

Park Hyatt Toronto

4 Avenue Rd Toronto ON

Fully refundableReserve now, pay when you stay

CA $720

CA $862 total

Sep 3 - Sep 4

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. ...

1 Hotel Toronto

550 Wellington St W Toronto ON

Fully refundableReserve now, pay when you stay

CA $490

CA $619 total

Aug 27 - Aug 28

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 ...

The Hazelton Hotel Toronto

118 Yorkville Ave Toronto ON

Fully refundableReserve now, pay when you stay

CA $837

CA $1,048 total

Sep 3 - Sep 4

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 ...

The St. Regis Toronto

325 Bay Street Toronto ON

Fully refundableReserve now, pay when you stay

CA $716

CA $858 total

Aug 30 - Aug 31

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! (1,006 reviews)

"Loved the bar!"

Reviewed on Aug 23, 2026

Bisha, a Luxury Collection Hotel Toronto

80 Blue Jays Way Toronto ON

Fully refundableReserve now, pay when you stay

CA $509

CA $610 total

Aug 30 - Aug 31

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 ...

Nobu Hotel Toronto

33 Mercer St Toronto ON

Fully refundableReserve now, pay when you stay

CA $827

CA $991 total

Aug 31 - Sep 1

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! (234 reviews)

"After my flight got canceled, I needed a hotel for the night and booked Nobu on a whim. I'm so glad I did. It was everything I could have ever wanted out of a luxury hotel. The staff was welcoming, the property was well maintained and lovely, and the view from my room was incredible. 10/10 will 100% ..."

Reviewed on Aug 19, 2026

Windsor Arms Hotel

18 Saint Thomas St Toronto ON

Fully refundableReserve now, pay when you stay

CA $625

CA $748 total

Aug 25 - Aug 26

includes taxes & fees

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

9/10 Wonderful! (660 reviews)

"Nobody was at the concierge when we checked in and overall place was very quiet… not much ambience. However… vintage charm. Everything just needs a bit of a spruce up.."

Reviewed on Aug 23, 2026

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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.

Recent Little Italy hotel reviews by fellow wanderers

Toronto Don Valley Hotel and Suites

4 out of 5

Posted 1 hour ago

Travelocity Verified Review

"This is overall a nice hotel when you can find a good price on the rooms. It was the most affordable hotel in Toronto so I took the chance and Ubered where I needed to be from there. It is worth the stay but had a few issues. I’m in a long distance relationship and have been using hotels a lot to have somewhere to stay when my partner visits so I bring a laptop to connect to the hotel tv’s. Disappointed that the tv’s at this hotel are old and low quality because the hdmi input was so in the back of it that I almost couldn’t plug in my laptop to watch programming I’d actually watch in a hotel. I hope they upgrade the tv’s or get streaming capabilities because no one likes to watch basic cable anymore. Thankfully I figured the tv out though. Also there aren’t any microwaves which made me sad since I usually like to bring popcorn as a snack. The wifi did mostly work but it did keep cutting out more often than other hotels. I understand it’s a big hotel but it is something customers nowadays really care about so I hope the hotel takes this into account. I’m also not sure how maintenance does things because we didn’t get our towels or sheets replaced at any point or asked to do so. It is a decent place overall though. The room was fairly standard but had a bit of extra room which was nice."

A verified traveller stayed at Toronto Don Valley Hotel and Suites

DoubleTree by Hilton Hotel Toronto Downtown

5 out of 5

Posted 6 hours ago

Travelocity Verified Review

"The staff were wonderful, we were there for our honeymoon and on the third night we went down to just get some snacks from the concession area and the guy working the counter remembered that we were there for our honeymoon. Made it feel more personalized and that we mattered and werent just a number in a room."

A verified traveller stayed at DoubleTree by Hilton Hotel Toronto Downtown

Holiday Inn Toronto - Int'l Airport by IHG

4 out of 5

Posted 7 hours ago

Travelocity Verified Review

"Overall the staff was helpful and friendly. The amenities we didn’t really partake in as we were out and about and only there one night. Our room was clean and comfortable except we thought the mini fridge was in a weird almost inconvenient spot alongside the toilet ran all night long and the ac was just cool air not cold air so we were a bit on the toasty side through the night."

A verified traveller stayed at Holiday Inn Toronto - Int'l Airport by IHG