Leaside Vacations from $491
Book a Hotel + Flight or Car together to unlock savings
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.
Woodbourne Inn
St. Davids
Save 100% on your flight
Price was $754, price is now $491 per person
$491
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (495 reviews)
We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.
Reviewed on Aug 24, 2025
GLOBALSTAY Modern Lillian St Apartments
Old Toronto
Save 100% on your flight
Price was $1,254, price is now $828 per person
$828
per person
Nov 10 - Nov 17
found 1 hour ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7.2/10 Good! (109 reviews)
Property was great. Location very close to public transit. Check in process is a bit "unique" and a little confusing but it works. You get good value for your money.
Reviewed on Sep 7, 2025
1 Hotel Toronto
Downtown Toronto
Save 100% on your flight
Price was $1,438, price is now $965 per person
$965
per person
Nov 13 - Nov 16
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (587 reviews)
Clean room, nice restaurants and polite staff.
Reviewed on Sep 8, 2025
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY
Save 100% on your flight
Price was $754, price is now $514 per person
$514
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
8.4/10 Very Good! (21 reviews)
The house its-self was beautiful! Location was convenient. However, I've never stayed in a place that house keeping doesn't check the dishwasher and drier before the next tenant. Showed up at 7pm to a dishwasher full of "clean dishes" that still had food all over them. And their trash was still there. I emailed them to let them know about dishes and trash so I wouldn't get charged. They seemed confused about my complaint. Sure enough when we left we got charged for some of the last tenants garbage.
Reviewed on Aug 25, 2025
Sterling Inn & Spa - an Ontario's Finest Inn
Clifton Hill
Save 100% on your flight
Price was $762, price is now $523 per person
$523
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,989 reviews)
Very pleasant small hotel, the room was large, the bed super comfy, and the breakfast delivered was a pleasant surprise. I would recommend.
Reviewed on Sep 9, 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
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street, Toronto, ON
Fully refundable
$164 nightly
The price is $201 total per night from Sep 14 to Sep 15
$201 total
Sep 14 - Sep 15
Total with taxes and fees
Chelsea Hotel, Toronto
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $180 total per night from Sep 21 to Sep 22
$180 total
Sep 21 - Sep 22
Total with taxes and fees
DoubleTree by Hilton Hotel Toronto Downtown
108 Chestnut St, Toronto, ON
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $225 total per night from Sep 21 to Sep 22
$225 total
Sep 21 - Sep 22
Total with taxes and fees
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
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
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
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
$87
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
86% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Toronto Hotels
- Hotels near Downtown Toronto
- Hotels near Mount Pleasant East
- Hotels near Sunnybrook Hospital
- Hotels near Mount Pleasant Cemetery
- Hotels near Eglinton Station
- Hotels near Yonge-Eglinton
- Cheap Hotels in Yonge-Eglinton
- 4 Star Hotels in Yonge-Eglinton
- Pet-friendly Hotels in Yonge-Eglinton
- Family Hotels in Yonge-Eglinton
- Hotels near Sunnybrook Park
- Gay friendly Hotels in Thorncliffe Park
- Hotels near Midtown Toronto
- Hotels near St Clair Station
- Hotels near Rosedale
- Gay friendly Hotels in Rosedale
- Hotels near Edward Gardens
- Hotels near Ontario Science Centre
- Hotels near Lawrence Station
- Hotels near Eglinton Grand Theatre
- Hotels near Upper Canada College
- Hotels near Yonge and Lawrence
- Hotels near Toronto Botanical Garden
- Condo Rentals in Summerhill Station
- Hotels near East York
- Beach Hotels in East York
- 5 Star Hotels in East York
- Pet-friendly Hotels in East York
- Hotels near Flemingdon Park
- Gay friendly Hotels in Flemingdon Park
- Gay friendly Hotels in Summerhill
- Hotels near Shops at Don Mills
- Hotels near Forest Hill South
- Apartments in Broadview Station
- Hotels near Aga Khan Museum
- Apartments in Broadview Ave at Danforth Ave Stop
- Hotels near Broadview Ave at Danforth Ave Stop
- Hotels near Bedford Park
- Hostels in Pape Station
- Hotels near Greek Town
- Hotels near St. Timothy's Anglican Church
- Hotels near Broadview Ave at Wolfrey Ave Stop
- Hotels near Sherbourne Station
- Hotels near Donlands Station
- Vacation Homes in Donlands Station
- Hotels near Toronto Public Library
- Hotels near Riverdale
- 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
- Greek Town Vacations
- St. Timothy's Anglican Church
- Visit East York
- Rosedale Ravine Lands
- Toronto Public Library
- Yorkville Vacations
- 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
- Car rentals near Toronto
- Budget Rental Cars in Davisville
- Car rentals near Yonge-Eglinton
- Enterprise Rental Cars in Yonge-Eglinton
- National Car Rental Rental Cars in Yonge-Eglinton
- Budget Rental Cars in Yonge-Eglinton
- Budget Rental Cars in Rosedale
- National Car Rental Rental Cars in Rosedale
- Car rentals near Ontario Science Centre
- Car rentals near East York
- Enterprise Rental Cars in East York
- Hertz Rental Cars in East York
- Sixt Rental Cars in East York
- Budget Rental Cars in East York
- Car rentals near Shops at Don Mills
- Car rentals near Aga Khan Museum
- Enterprise Rental Cars in Greek Town
- Car rentals near Greek Town
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.