Leaside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

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.
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Price was CA $1,484, price is now CA $1,049 per person
CA $1,049
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9/10 Wonderful! (32 reviews)
Really enjoyed my stay at this townhouse. It’s located in a quiet, peaceful neighborhood, which made it easy to relax. The home itself was clean, comfortable, and had all the amenities I needed for a smooth stay. The backyard was a great bonus. This was a great balance of comfort, convenience, and privacy. I’d definitely stay here again!

Reviewed on Apr 30, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was CA $3,377, price is now CA $2,133 per person
CA $2,133
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (751 reviews)
A beautiful hotel! The entire staff was kind, skilled, and professional. Jonah greeted us when we arrived and made my son and I feel welcome and special. Both the rooftop and lobby bars were perfect. The rooms are cozy, clean, and modern. I love this place and will definitely stay there when I go back to Toronto. If you’re even considering this hotel just book it. You won’t be disappointed!

Reviewed on Jul 10, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was CA $2,496, price is now CA $1,590 per person
CA $1,590
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (3,874 reviews)
Très bien situé, personnel charmant et professionnel. Chambre très belle et propre

Reviewed on Jul 10, 2026

Finlay House Bed and Breakfast Niagara - on - the - Lake

Finlay House Bed and Breakfast Niagara - on - the - Lake

3.5 out of 5
Old Town Historic District
Price was CA $2,917, price is now CA $2,153 per person
CA $2,153
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.4/10 Exceptional! (238 reviews)
Terrific breakfast. We'll worth getting up early.

Reviewed on Jul 9, 2026

The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Price was CA $3,348, price is now CA $2,479 per person
CA $2,479
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.8/10 Exceptional! (1,000 reviews)
Amazing hotel. The best stay we could have imagined in Yorkville Toronto for 5 plus days. It was magical.

Reviewed on Jul 2, 2026

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

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 26 to Jul 27
CA $212
CA $260 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (481 reviews)
"Loved the adult pool area. Peter at the front desk was great."

Reviewed on Jul 10, 2026

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
The price is CA $139 per night from Jul 12 to Jul 13
CA $139
CA $170 total
Jul 12 - Jul 13
includes taxes & fees
7.6/10 Good! (6,760 reviews)
"Carpets needed cleaning, better water pressure, paying for hotel and parking fees charges were excessive, more coffee and bathroom products"

Reviewed on Jul 10, 2026

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

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
The price is CA $213 per night from Aug 3 to Aug 4
CA $213
CA $255 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (6,127 reviews)
"Everyone was pleasant, Bartender was a superstar!"

Reviewed on Jul 10, 2026

Holiday Inn Toronto Downtown Centre by IHG
See all 5,984 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 $1,049. 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
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

CA $45
per adult
90% of travellers recommend
Toronto: Casa Loma 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
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.