Leaside Vacations from $559
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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.
The Latest Leaside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Waterfront Majesty Enclaves
Downtown Toronto
Price was $1,651, price is now $620 per person
$620
per person
Oct 31 - Nov 3
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
6.8/10 (118 reviews)
Overall rooms are fine it was relatively clean but in need of upgrades. The location is so ideal I wish that they were able to put more time and thought into the rooms and ammeities as there was a lack of kitchen supplies.
Reviewed on Jul 30, 2025
Sterling Inn & Spa - an Ontario's Finest Inn
Clifton Hill
Save 100% on your flight
Price was $911, price is now $642 per person
$642
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,963 reviews)
everthing is wonderful. Front desk Mr.David is so nice and professional
Reviewed on Aug 21, 2025
GLOBALSTAY. Modern Downtown Apartments
Downtown Toronto
Save 100% on your flight
Price was $1,262, price is now $916 per person
$916
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
7.8/10 Good! (294 reviews)
Overall, the property was nice and in a great location. We could walk anywhere and easily use the public transportation. However, the bed was uncomfortable and the sofa bed was even worse. We also couldn’t find any extra comforters for the sofa bed. Aside from the bathroom, the flooring really needs to be updated.
Reviewed on Aug 17, 2025
Woodbourne Inn
St. Davids
Price was $832, price is now $605 per person
$605
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (490 reviews)
The attention to detail at the property was excellent. The grounds were peaceful. The breakfast was phenomenal. The room was lacking. Not worth the money for the room itself. We couldn't get a good night's sleep. It was definitely a very small space. We felt claustrophobic. We paid for a room with Queen bed (per Expedia description) and got a double instead that you could barely walk around in. Tiny room.. I would be open to their other options, but would never consider room #6 again. Everything else was great.
Reviewed on Aug 12, 2025
Where to stay in Leaside
Find the best Leaside areas and neighborhoods for the activities you enjoy most. Learn more about Leaside
Downtown Toronto
5 out of top 10 points of interest in this area
4.5/5(4,700 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.
Leaside Hotel Deals
Chelsea Hotel, Toronto
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $172 total per night from Sep 1 to Sep 2
$172 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (12,055 reviews)
"Our stay here was incredible. Everything was perfect (safe, SUPER convenient location, clean, etc.) and the check-in and check-out system (they have these self-serve machines so you don't have to wait in line or go up to the desk) was the most efficient and innovative thing I've ever experienced ..."
Reviewed on Aug 20, 2025
Toronto Don Valley Hotel and Suites
175 Wynford Drive, Toronto, ON
$109 nightly
The price is $134 total per night from Aug 27 to Aug 28
$134 total
Aug 27 - Aug 28
Total with taxes and fees
7.4/10 Good! (5,876 reviews)
"It was a very nice stay. Conveniently located and competitively priced."
Reviewed on Aug 21, 2025
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street, Toronto, ON
Fully refundable
$170 nightly
The price is $209 total per night from Sep 1 to Sep 2
$209 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (4,449 reviews)
"Staff were very courteous opening doors and directing us to where we needed to go"
Reviewed on Aug 20, 2025
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.
Discover the most popular places to visit in Leaside
Rogers Centre
4.5/5(661 reviews)
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.
CN Tower
4.5/5(1,736 reviews)
Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.
Canada's Wonderland
4/5(280 reviews)
The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.
Things to do
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
$86
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
$34
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
$29
per adult
84% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Toronto Vacations
- Sunnybrook Hospital
- Mount Pleasant Cemetery
- Sunnybrook Park
- Visit Downtown Toronto
- Ontario Science Centre
- Visit Yonge-Eglinton
- Edward Gardens
- Toronto Botanical Garden
- Upper Canada College
- Casa Loma
- Visit Rosedale
- Shops at Don Mills
- Aga Khan Museum
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- St. Timothy's Anglican Church
- Visit East York
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- Toronto Public Library
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- Ledbury Park
- Riverdale Park
- Visit Greek Town
- Royal Ontario Museum
- Don Mills Vacations
- Gardiner Museum
- St. Basil's Church
- Tarragon Theatre
- Varsity Stadium
- Cedarvale Park
- University of Toronto - St. George Campus
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.