Willowdale Vacations from $596

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Your Willowdale Vacation

Shopping, cafes and dining are just a few of the things waiting for you when you lock in a vacation package to Willowdale. Whether you're searching for adventure or relaxation, this trendy neighborhood will have it. When it's time to head out and explore, you'll find plenty of awesome attractions nearby including Fairview Mall, Seneca College and Bayview Village Shopping Centre. Visit one, two or all during your trip to Willowdale. Expedia can put your plans into action. Book your dream Willowdale vacation now.

The Latest Willowdale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Laundry Rooms Station Park Kitchener

The Laundry Rooms Station Park Kitchener

2 out of 5
K-W Hospital
Save 100% on your flight
Price was $846, price is now $596 per person
$596
per person
Mar 31 - Apr 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
9.2/10 Wonderful! (367 reviews)
Very clean spacious space.

Reviewed on Jan 19, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,992, price is now $1,229 per person
$1,229
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Everything about this hotel exceeded my expectations!

Reviewed on Jan 26, 2026

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Price was $1,171, price is now $798 per person
$798
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.2/10 Wonderful! (278 reviews)
Everything was great, very clean, with good access and plenty of security in the area. Good underground parking and places to eat right in front of the complex.

Reviewed on Jan 15, 2026

The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
Save 100% on your flight
Price was $873, price is now $623 per person
$623
per person
Mar 31 - Apr 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
9.6/10 Exceptional! (454 reviews)
Room was spotless and relaxing, main desk staff were so helpful and friendly!

Reviewed on Jan 26, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,412, price is now $1,012 per person
$1,012
per person
Apr 23 - Apr 26
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
My family and I really enjoyed our stay at the Riu Plaza Toronto.

Reviewed on Jan 28, 2026

Where to stay in Willowdale

Find the best Willowdale areas and neighborhoods for the activities you enjoy most. Learn more about Willowdale
Downtown Toronto featuring a city, an administrative buidling and heritage architecture

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.

Find hotels in Downtown Toronto

Willowdale Hotel Deals

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
Fully refundable
$122 nightly
The price is $150 total per night from Feb 22 to Feb 23
$150 total
Feb 22 - Feb 23
Total with taxes and fees
8.4/10 Very Good! (5,310 reviews)
Staff was lovely

Reviewed on Jan 27, 2026

Holiday Inn Toronto Downtown Centre by IHG
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $167 total per night from Feb 7 to Feb 8
$167 total
Feb 7 - Feb 8
Total with taxes and fees
9.2/10 Wonderful! (1,464 reviews)
The location was perfect and it was nice to have breakfast available!

Reviewed on Jan 22, 2026

Hotel Riu Plaza Toronto
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $183 total per night from Feb 7 to Feb 8
$183 total
Feb 7 - Feb 8
Total with taxes and fees
8.4/10 Very Good! (13,891 reviews)
Spotless rooms and very clean bathrooms.

Reviewed on Jan 26, 2026

Chelsea Hotel, Toronto
See all 5,475 properties in Willowdale
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Willowdale

Mel Lastman Square

You can make plans for a show at Mel Lastman Square on your trip to Toronto. Discover the acclaimed theater scene and shops in this walkable area.

Mel Lastman Square

Toronto Centre for the Arts

You can make plans for a show at Toronto Centre for the Arts on your trip to Toronto. Discover the acclaimed art scene and shops in this walkable area.

Toronto Centre for the Arts

Mitchell Field Arena

Catch an event at Mitchell Field Arena during your trip to Toronto. Discover the acclaimed art scene and shops in this vibrant area.

Mitchell Field Arena

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$33
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Niagara Falls lit up at night with firework show nearby

Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)

$136
per adult
86% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
The highlight of any visit to the Hockey Hall of Fame is the Esso Great Hall, where guests can get close up to hockey's greatest treasure, the Stanley Cup.

Hockey Hall of Fame Admission Ticket

$18
per adult
90% of travellers recommend
Hockey Hall of Fame Admission Ticket
See all activities in Toronto
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.