Leaside Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Thomas Hutle

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    Save up to AU$703 when you book a flight and hotel together*

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Your Leaside Holiday

Book a customised holiday package to Leaside and immerse yourself in its bars and pubs, shopping and cafes. However you plan to spend your time in this food-lovers neighbourhood, there are endless opportunities for relaxation and fun. Your trip to Leaside wouldn't be complete without stopping by leading attractions nearby such as Casa Loma, Royal Ontario Museum and Ontario Science Centre. Whatever your dream Leaside holiday may look like, you can make it a reality with Expedia.

Our guide on where to stay in Leaside

Find the best Leaside areas and neighborhoods for the activities you enjoy most. Learn more about Leaside
Downtown Toronto showing heritage architecture, a city and an administrative building

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(123 area reviews)

Find fabulous museums and galleries among the immense architecture in this town center, a global leader in design and innovation.

Find hotels in Downtown Toronto

Our pick of the best 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
The price is AU$245 per night from 6 Jan to 7 Jan
AU$245
6 Jan - 7 Jan 2026
includes taxes & fees
8.2/10 Very Good! (13,342 reviews)
Conveniently located close to Sick Kids Hospital

Reviewed on 30 Nov 2025

Chelsea Hotel, Toronto
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
The price is AU$384 per night from 3 Jan to 4 Jan
AU$384
3 Jan - 4 Jan 2026
includes taxes & fees
9/10 Wonderful! (7,460 reviews)
Always love staying at the Royal York!

Reviewed on 30 Nov 2025

Fairmont Royal York
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 AU$233 per night from 23 Dec to 24 Dec
AU$233
23 Dec - 24 Dec
includes taxes & fees
8.4/10 Very Good! (4,993 reviews)
Jangen in the lobby area was particularly helpful in solving the problem of a lost breakfast coupon. Room was clean a d the breakfast was generous

Reviewed on 1 Dec 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 5,058 properties in Leaside
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Leaside holiday package cost?
Explore the best of Leaside from as little as . We offer a great selection of hotels, flights and rental cars to suit your budget. Score even more discounts when you add a few experiences or tours to your holiday package.
How do I get a cheap travel package to Leaside?
Bundle your flights and hotels, add extras such as activities or a rental car, and save with a Leaside holiday package. You won't just enjoy impressive discounts on your adventure — you'll have loads of choice within your reach too. When you book with Expedia, you can choose from more than 550 airlines and 1 000 000 properties around the world. Your next big adventure starts right here, right now!
Where should I stay in Leaside?
Most travellers who visit Leaside put both Canadas Wonderland and CN Tower on their to-do lists. Why not consider a hotel right near these popular attractions?
How far in advance should I book my Leaside holiday?
While not all air carriers release tickets early, customers are usually able to start comparing international flights on Expedia up to a year in advance. This is when you can bag some incredible deals. If you're booking at the last minute, there's a chance you could get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Leaside travel package include?
Select from a combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to crafting your perfect Leaside trip.
What should I know before booking a Leaside travel package?
You'll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy fantastic discounts. You're not restricted to hotels, though. Book with us and choose from island villas, mountain cabins and even treehouses and ranches!
Can I choose my airline with a Leaside Expedia holiday package?
Yes, so take your pick! We have access to over 550 partner airlines globally, so you can design your Leaside trip according to your budget and needs.
If I'm not able to travel, can I cancel my Leaside holiday package?
Plans can change suddenly, so yes, you can. You may be able to cancel or alter your Leaside holiday package at no cost if you've booked in the last 24 hours. For older bookings, you can still cancel or make changes, but your airline, hotel or car rental company may impose a charge. Want more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Leaside

Rogers Centre

Rogers Centre

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

Rogers Centre
CN Tower showing night scenes, a high-rise building and skyline

CN Tower

Easily the best view in town and some tasty bites to enjoy up top too.

CN Tower
Canada's Wonderland

Canada's Wonderland

A wonderland in every sense of the word, families of all sizes will enjoy the exciting array of rides on offer at this thrilling theme park.

Canada's Wonderland

Activities

Horseshoe Falls

Niagara Falls Day Tour from Toronto

AU$103
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

AU$71
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

AU$51
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
See all activities in Toronto
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.