Leaside Vacation Packages 2026 from $884

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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.

One King West Hotel & Residence

Downtown Toronto

$884

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (8,273 reviews)

Altitude Suites on Yonge

Downtown Toronto

$1,305

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9/10 Wonderful! (84 reviews)

Great size for our family of 5. Walk to CN Tower, Rogers Centre etc was about 30 mins, with 3 teenagers. Quiet area, very safe. The apartment was clean, and had all the facilities you would expect and the building was secure. The host was helpful, and effeicent. Overall a great experience.

Reviewed on Apr 9, 2026

1 Hotel Toronto

Downtown Toronto

Save 100% on your flight

$1,595

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (780 reviews)

This property was beautiful, gorgeous design, clean and well-maintained. There were thoughtful details throughout and a wonderful staff.

Reviewed on Aug 18, 2026

Town Inn Suites Hotel

Downtown Toronto

$1,131

per person

Sep 18 - Sep 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,870 reviews)

Its ok. Old building with lots of lipstick. Not worth $333/night. Has balconies', but door locked. It was quiet, and clean.

Reviewed on Aug 17, 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 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.

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.

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

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

$159 nightly

$190 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (1,240 reviews)

"Nice hotel"

Reviewed on Aug 18, 2026

Fairmont Royal York

100 Front St West Toronto ON

Fully refundableReserve now, pay when you stay

$238 nightly

$286 total

Sep 7 - Sep 8

Total with taxes and fees

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

Fully refundable

$188 nightly

$225 total

Sep 7 - Sep 8

Total with taxes and fees

See all 6,199 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.