Leaside Vacations from $777
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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.
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY
Price was $1,078, price is now $777 per person
$777
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9/10 Wonderful! (31 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
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
Stoney Creek
Price was $1,672, price is now $1,115 per person
$1,115
per person
Jun 22 - Jun 26
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (15 reviews)
Very comfortable and well-kept townhouse. Clean, quiet, and exactly as described. Check-in was easy and communication was clear
Reviewed on Jan 12, 2026
The Waterside Inn
Port Credit
Save 100% on your flight
Price was $1,710, price is now $1,181 per person
$1,181
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (1,006 reviews)
Nice suite. Comfortable and had everything we needed. Parking was nice. Good location. I would stay there again.
Reviewed on May 4, 2026
GLOBALSTAY Modern 3 BD House in Brampton
Save 100% on your flight
Price was $1,700, price is now $1,175 per person
$1,175
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (34 reviews)
Spacious clean house, good location
Reviewed on Feb 9, 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
5 out of top 10 points of interest in this area
4.5/5(4,756 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
$149 nightly
The price is $183 total per night from May 10 to May 11
$183 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (14,820 reviews)
Room are clean and staff very useful and friendly. The hotel is very busy on weekends and sadly we had an issue of safety on our floor where someone was trying to break our door.
Reviewed on May 6, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundable
$158 nightly
The price is $194 total per night from May 18 to May 19
$194 total
May 18 - May 19
Total with taxes and fees
8.6/10 Excellent! (5,761 reviews)
Great location and very reasonable price. Breakfast is awesome, Service good all went smoothly.
Reviewed on May 6, 2026
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
$118 nightly
The price is $145 total per night from May 7 to May 8
$145 total
May 7 - May 8
Total with taxes and fees
7.6/10 Good! (6,609 reviews)
Room was nice and clean. Stayed to attend a wedding and enjoyed the whole trip.
Reviewed on May 5, 2026
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(670 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(1,752 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(283 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
Toronto: Casa Loma Entry Ticket
$33
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
$33
per adult
94% of travellers recommend
Niagara Falls Day Tour from Toronto
$52
per adult
96% of travellers recommend
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.