Willowdale Vacations from $481

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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.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $799, price is now $481 per person
$481
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
It should be make clearly on your web page that there is no parking at the Hotel. Parking is at municipal parking lots near by. I paid $50 to park from 3pm on Friday , until noon on Saturday. My stay at the hotel was excellent, the breakfast was also excellent, staff was excellent.

Reviewed on Jan 13, 2026

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $1,819, price is now $1,028 per person
$1,028
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
No reviews
151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,030, price is now $646 per person
$646
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (278 reviews)
Cozy Winter Getaway Near the CN Tower Visiting my family here during the cold winter season was truly delightful. I didn’t have to worry about cleaning bulky winter clothing, and shopping and dining were incredibly convenient. The area around the CN Tower is especially charming on snowy days—perfect for a peaceful walk and soaking in the winter atmosphere. The only minor downside was the occasional consistent noise from the nearby train depot, but it didn’t take away from the overall experience. Also, Host was very kind and professional to communicate.

Reviewed on Jan 7, 2026

Homewood Suites by Hilton Toronto Vaughan

Homewood Suites by Hilton Toronto Vaughan

3 out of 5
Price was $1,173, price is now $758 per person
$758
per person
Mar 15 - Mar 20
found 7 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.6/10 Excellent! (1,005 reviews)
Pool could have used a cleaning, but everything else was great

Reviewed on Jan 13, 2026

Bellair Yorkville

Bellair Yorkville

3.5 out of 5
Old Toronto
Save 100% on your flight
Price was $918, price is now $606 per person
$606
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (86 reviews)
Good location nice staff.

Reviewed on Jan 11, 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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $169 total per night from Feb 12 to Feb 13
$169 total
Feb 12 - Feb 13
Total with taxes and fees
8.4/10 Very Good! (13,760 reviews)
Very clean and nice play to stay

Reviewed on Jan 12, 2026

Chelsea Hotel, Toronto
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
$126 nightly
The price is $154 total per night from Feb 8 to Feb 9
$154 total
Feb 8 - Feb 9
Total with taxes and fees
8.4/10 Very Good! (5,198 reviews)
Clean and reasonably priced

Reviewed on Jan 12, 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
$137 nightly
The price is $168 total per night from Jan 23 to Jan 24
$168 total
Jan 23 - Jan 24
Total with taxes and fees
9/10 Wonderful! (1,330 reviews)
Great

Reviewed on Jan 12, 2026

Hotel Riu Plaza Toronto
See all 5,389 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

$34
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)

$124
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.