Streetsville Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Tourism Toronto

Where to stay in Streetsville

Find the best Streetsville areas and neighborhoods for the activities you enjoy most. Learn more about Streetsville

Top hotels in Streetsville

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is 4.597.577 ₫ per night from 10 May to 11 May
4.597.577 ₫
5.636.860 ₫ total
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (14,580 reviews)
Friendly and helpful check-in staff. Great location. Will stay again.

Reviewed on 20 Apr 2026

Chelsea Hotel, Toronto
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St Toronto ON
Fully refundableReserve now, pay when you stay
The price is 4.215.151 ₫ per night from 17 May to 18 May
4.215.151 ₫
5.167.985 ₫ total
17 May - 18 May
includes taxes & fees
9/10 Wonderful! (5,823 reviews)
Fantastic staff! Very friendly and helpful, loved that we were able to txt the front desk and they answered quickly. Even gave us a complementary late check out till 12pm. Clean updated rooms. Wish we we had more time to use the amenities

Reviewed on 19 Apr 2026

DoubleTree by Hilton Hotel Toronto Downtown
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
1 King Street West Toronto ON
Fully refundableReserve now, pay when you stay
The price is 5.052.526 ₫ per night from 17 May to 18 May
5.052.526 ₫
6.194.649 ₫ total
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (7,573 reviews)
I really enjoyed my stay at the hotel. The room was cozy, and I loved the history behind the building. There were are few little glitches that the staff attended to when I raised the issue (no hot water for the shower, left cleaning rags in the room, didn't replace towels after cleaning the room). ...

Reviewed on 20 Apr 2026

One King West Hotel & Residence
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.

Frequently asked questions

How much does a Streetsville holiday package cost?
Our Streetsville packages, which begin at just , are the perfect way to save money. Choose your favourite flights, hotels and rental cars to create your dream escape.
How do I get a cheap travel package to Streetsville?
Booking a Streetsville holiday package with Expedia is one of the easiest ways to save. We have more than 550 air carriers and 1null000null000 properties all over the world. With such a broad range to pick from, you'll have no difficulty putting together your dream trip.
Where should I stay in Streetsville?
A holiday in Streetsville isn't complete without checking out Erin Mills Town Centre, Heartland Town Centre and Meadowvale Theatre. Spend your evenings close to these top sights and make sightseeing easy.
How far in advance should I book my Streetsville holiday?
It all depends on the air carrier, but it's usually possible to look up international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky travellers will occasionally find a cheaper seat just weeks prior to their intended journey.
What does an Expedia Streetsville travel package include?
That depends on you. You can choose from a range of Streetsville packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your Streetsville trip looks like, you'll save!
What should I know before booking a Streetsville travel package?
Whether it's relaxation or adventure you're chasing, a Streetsville holiday package lets you plan your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Streetsville Expedia holiday package?
You sure can. We have more than 550 airline partners all over the world, so choose the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Streetsville holiday package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Streetsville holiday package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We'll help you each step of the way.

Popular places to visit