Leaside Holidays from AU$3,779

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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.

Top Holiday Package Deals in Leaside

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Toronto Northeast/Markham

Courtyard by Marriott Toronto Northeast/Markham

AU$3,779
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
8.6/10 Excellent! (1,662 reviews)
The room was not fully equipped. Have to make a call to request the additional bedding items for the sofa bed.

Reviewed on 15 Oct 2026

GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton

AU$5,732
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
8/10 Very good! (3 reviews)
The overall experience was excellent. It is perfect for families and larger groups. Very spacious, clean and well-maintained. There is room for improvement in communication from the host.

Reviewed on 16 Oct 2026

DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

Downtown Toronto
AU$4,256
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
9.2/10 Wonderful! (6,549 reviews)
Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

Etobicoke
AU$4,035
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
9/10 Wonderful! (4,350 reviews)
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

AU$4,021
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
8.6/10 Excellent! (1,680 reviews)
good

Reviewed on 20 Oct 2026

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
A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

7 out of top 10 points of interest in this area

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

A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

Travellers love North York for its popular shops, and you can see more of Toronto by jumping on the metro at Sheppard West Station or Wilson Station. You might spend time checking out top sights like Rogers Stadium and Chesswood Arena.

A row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

Etobicoke

It may be close to the big city but this small town retains its identity with serene parkland and beautiful coastline.

An aerial view of a city with a river, high-rise buildings, and a bridge.

Toronto Entertainment District

Travellers choose Toronto Entertainment District for its popular aquarium. Hop aboard the metro at Spadina Ave at Bremner Blvd North Side Stop or Spadina Ave at Front St West North Side Stop and check out top sights like Rogers Centre.

A large wooden climbing structure with multiple levels and ropes.

Scarborough

You might take some time to check out the abundant dining options in Scarborough. Spend some time visiting top spots like Toronto Zoo, and catch the metro at Kennedy Station or Ionview Station to see more of the area.

Our pick of the best Leaside Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
AU$257
25 Oct - 26 Oct
includes taxes & fees
Chelsea Hotel, Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON
Fully refundable
AU$266
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (6,697 reviews)
"Small room but lounge & restaurant were great."

Reviewed on 20 Oct 2026

Holiday Inn Toronto Downtown Centre by IHG
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON
AU$185
20 Nov - 21 Nov
includes taxes & fees
Toronto Don Valley Hotel and Suites
See all 6,650 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.

Frequently asked questions

How much does a Leaside holiday package cost?
Explore the best of Leaside from as little as AU$3,779. 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.

Stay near popular Leaside attractions

Evergreen Brick Works

Enjoy an outing to Evergreen Brick Works during your stay in Toronto.
See properties

Activities

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

AU$70
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

AU$45
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

AU$47
per adult
94% 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.