Leaside Vacations from $287

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Your Leaside Vacation

Book a Leaside vacation package and get set to experience all this city has to offer. Consider staying in the neighborhood of Centre Island, which is great for coastal beaches, cycling and families. CN Tower, Rogers Centre and Scotiabank Arena are just a few of the sights you'll want to explore during your trip to Leaside. Whoever you're traveling with and whatever the size of your budget, your ultimate Leaside vacation is just a few clicks away with Expedia.

The Latest Leaside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sunrise BnB with Free Parking
Sandman Hotel Oakville
Movich
Brand New 5 Bedroom Home in West Niagara
Canada Suites on Bay

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Where to stay in Leaside

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

Leaside 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
$120 nightly
The price is $147 total per night from Dec 1 to Dec 2
$147 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (13,327 reviews)
Great staff, big room and it was very clean

Reviewed on Nov 29, 2025

Chelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive Toronto ON
$83 nightly
The price is $102 total per night from Dec 1 to Dec 2
$102 total
Dec 1 - Dec 2
Total with taxes and fees
7.4/10 Good! (6,260 reviews)
Food was amazing. Staff and service was excellent. What a great establishment.

Reviewed on Nov 25, 2025

Toronto Don Valley Hotel and Suites
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $171 total per night from Dec 15 to Dec 16
$171 total
Dec 15 - Dec 16
Total with taxes and fees
9/10 Wonderful! (7,448 reviews)
Nice staff

Reviewed on Nov 29, 2025

Fairmont Royal York
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.

Discover the most popular places to visit in Leaside

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