Streetsville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Tourism Toronto
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Streetsville

Price found within the past 48 hours. Click for updated prices.
Canopy By Hilton Toronto Yorkville
Revery Toronto Downtown, Curio Collection by Hilton
Etobicoke Suites
The Hazelton Hotel Toronto

Where to stay in Streetsville

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

Streetsville Hotel Deals

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 CA $220 per night from May 18 to May 19
CA $220
CA $270 total
May 18 - May 19
includes taxes & fees
8.4/10 Very Good! (14,887 reviews)
The hotel is very large and extremely busy, with multiple elevators serving different floors. Access does not require room keys, which contributes to heavy traffic throughout the hotel.

Reviewed on May 10, 2026

Chelsea Hotel, Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
Fully refundable
The price is CA $184 per night from May 18 to May 19
CA $184
CA $226 total
May 18 - May 19
includes taxes & fees
8.6/10 Excellent! (5,792 reviews)
It was OK. Nothing to write home about.

Reviewed on May 10, 2026

Holiday Inn Toronto Downtown Centre by IHG
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St Toronto ON
The price is CA $219 per night from May 17 to May 18
CA $219
CA $269 total
May 17 - May 18
includes taxes & fees
9/10 Wonderful! (5,941 reviews)
Had a great time

Reviewed on May 9, 2026

DoubleTree by Hilton Hotel Toronto Downtown
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 vacation package cost?
Our Streetsville packages, which begin at just CA $858, are the perfect way to save money. Choose your favorite flights, hotels and rental cars to create your dream escape.
How do I get a cheap travel package to Streetsville?
Booking a Streetsville vacation package with Expedia is one of the easiest ways to save. We have more than 550 air carriers and 1,000,000 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 vacation 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 vacation?
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 travelers 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 vacation 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 vacation 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 vacation package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Streetsville vacation 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.

Discover the most popular places to visit in Streetsville

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.