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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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.
Modern Downtown Apartments

Modern Downtown Apartments

Downtown Toronto
CA $969
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.2/10 Very good! (602 reviews)
Elevators were terrible. The pull out couch was broken so we had 2 kids that slept on the floor. Location and View was great but glad we only stayed one night.

Reviewed on Aug 24, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
CA $2,138
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
I brought my son to Toronto to watch the Yankees beat the Jays as a middle school graduation present. Unfortunately for us we did not see the Yankees win but the hotel was a huge win for us! Upon entering you are greeted by friendly staff and a relaxing aroma that really set the tone for our entire stay. Our room was wonderful. The older I get the less I handle traveling well because I find rooms to be dirty & very uncomfortable, I am the person who will typically clean the room myself upon arrival and I always stay at 4+ star hotels. As soon as I entered the room, everything just felt, looked & smelled clean. I had zero urge to clean (except the remote, which is a habit I will keep). The bed and pillows not only looked inviting, they were! Not too hard, not too soft for my aging body! There were eco-friendly elements everywhere, different woods sourced locally and the water on the entire property was filtered! Room service was very accommodating, one night we did not realize the time and ordered 3 minutes before closing. The gentleman was so kind, got our order to us and even remembered us the next time we ordered! Amazing! So many little things made this property worth every penny but I think what made it even more special was the little note and special treat they left for my son, congratulating him on his graduation! In this world today who does that?! They do! Highly recommend

Reviewed on Aug 30, 2026

Altitude Suites Bay Street by Teristo Group

Altitude Suites Bay Street by Teristo Group

Downtown Toronto
CA $1,437
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.6/10 Excellent! (9 reviews)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
CA $1,231
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
This is a beautiful hotel with a crazy good large breakfast. The door staff always welcomed us and they were all very personable. The room was small but the shower was excellent and the bathroom looked new and it was very clean. Highly recommend.

Reviewed on Aug 30, 2026

Beautiful Condos In the Heart of Downtown

Beautiful Condos In the Heart of Downtown

Downtown Toronto
CA $1,364
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (377 reviews)
Self check-in was a nightmare. The security desk had no record of our reservation. We were able to contact the host who were able to file the proper applications required by the property. But it took a very long time which made us miss the opening ceremony for the blue jays. Which was the reason for our trip. The apartment was clean and nicely decorated. Also had coffee. The beds were very uncomfortable. I could feel the springs through the mattress. After the added condo fees the price was not worth it. Would have been better to stay in a hotel. And they had no place to store our luggage at check out until our evening flight.

Reviewed on Jun 15, 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

6 out of top 10 points of interest in this area

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.

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

North York

1 out of top 10 points of interest in this area

Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.

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

Etobicoke

Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.

A large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.

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

Toronto Entertainment District

Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!

Leaside Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
CA $208
CA $249 total
Sep 7 - Sep 8
includes taxes & fees
Chelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON
CA $133
CA $159 total
Sep 8 - Sep 9
includes taxes & fees
Toronto Don Valley Hotel and Suites
Great Canadian Casino Resort Toronto

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr Toronto ON
Fully refundableReserve now, pay when you stay
CA $178
CA $235 total
Sep 20 - Sep 21
includes taxes & fees
Great Canadian Casino Resort Toronto
See all 6,361 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 vacation package cost?
Explore the best of Leaside from as little as CA $969. 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

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

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

CA $44
per adult
92% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

CA $42
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Niagara Falls Tour with Boat Cruise and/or Journey

Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

CA $74
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
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.