Leaside Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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

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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.

Top Holiday Package Deals in Leaside

Price found within the past 48 hours. Click for updated prices.
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

3 out of 5
Stoney Creek
Price was CA $2,000, price is now CA $1,315 per person
CA $1,315
per person
Aug 30 - Sep 5
found 15 hours ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
9/10 Wonderful! (17 reviews)
Felt like home with enough space for 7 of us plus more.

Reviewed on May 12, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was CA $3,011, price is now CA $1,982 per person
CA $1,982
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (748 reviews)
I was concerned when I arrived because I was in the heart of downtown during the World Cup, and this clearly was a bustling location. The clientele all appeared well-heeled and ready for a good time. I personally prefer a low key quiet stay, and I expressed that desire to the staff. They reserved me a beautiful room on a higher floor. I told them that I am partial to quite few pillows and found a veritable pillow fort waiting for me! I had asked for a steamer to prepare a dress for an event I was attending and one was brought to me almost immediately. The staff were incredibly warm and welcoming. The hotel itself if beautiful. Truly the only constructive feedback I could give was that there was no jam with my croissant, and no English Breakfast tea in my room. Both entirely non-issues. I will absolutely be staying here again.

Reviewed on Jun 17, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was CA $1,979, price is now CA $1,327 per person
CA $1,327
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (3,715 reviews)
convenient location, excellent breakfast, walkable and clean room

Reviewed on Jun 26, 2026

Elegant Downtown Apartments

Elegant Downtown Apartments

4 out of 5
Downtown Toronto
Price was CA $1,992, price is now CA $1,366 per person
CA $1,366
per person
Sep 10 - Sep 14
found 22 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8/10 Very good! (669 reviews)
Communication is a big issue. The listed number did not have voicemail capability. Staff are not local most likely overseas best time to call and get response is between 6 am - 10 am EST. Dryer was not functioning during entire stay. Customer support indicated local support would be contacted. Never heard from anyone. Do not expect to watch anything other than Netflix during stay. Hulu was not available as advertised and local channels not available. Great location, adequately clean. Deposit refunded within 2 days

Reviewed on Jun 24, 2026

GLOBALSTAY Luxury 4 Bedroom House

GLOBALSTAY Luxury 4 Bedroom House

4 out of 5
Woodbridge
Price was CA $2,263, price is now CA $1,568 per person
CA $1,568
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
10/10 Exceptional! (6 reviews)
We had a wonderful stay at this house. The neighbourhood was very peaceful and quiet, but still close to everything, which made it perfect for relaxing. The home itself was very spacious, clean, and comfortable, with plenty of room for everyone to feel at home. The staff was also very responsive and helpful throughout our stay, answering questions quickly and making the whole experience smooth and stress free. Overall, a great place to stay and we would definitely come back again.

Reviewed on May 11, 2026

Where to stay in Leaside

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

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(12,517 area reviews)

Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.

Find hotels in Downtown Toronto

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 CA $212 per night from Jul 5 to Jul 6
CA $212
CA $260 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (210 reviews)
"Staff were top notch helping us with locations of places to eat and drink."

Reviewed on Jun 25, 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 refundableReserve now, pay when you stay
The price is CA $195 per night from Jul 6 to Jul 7
CA $195
CA $239 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (5,980 reviews)
"No complaints. I would stay there again. Easy access to Roger’s Centre, CN Tower and everything downtown. The subway entrance was 200 yards away. Street car just outside the hotel entrance."

Reviewed on Jun 26, 2026

Holiday Inn Toronto Downtown Centre by IHG
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 CA $258 per night from Jun 28 to Jun 29
CA $258
CA $317 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (8,253 reviews)
"The place location and amenities were the best"

Reviewed on Jun 24, 2026

Fairmont Royal York
See all 5,846 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Leaside vacation package cost?
Explore the best of Leaside from as little as CA $1,315. 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 vacation 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 vacation 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 travelers 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 vacation?
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 vacation 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 vacation package?
Plans can change suddenly, so yes, you can. You may be able to cancel or alter your Leaside vacation 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

After visiting Evergreen Brick Works, make a plan to see the other sights and activities in Toronto.
See properties

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

CA $46
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Hockey Hall of Fame Admission Ticket

Hockey Hall of Fame Admission Ticket

CA $34
per adult
92% of travellers recommend
Hockey Hall of Fame Admission Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

CA $45
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
See all activities in Toronto

Explore a world of travel with Expedia

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