Willowdale Vacations from $499

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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.
Homewood Suites by Hilton Toronto Vaughan

Homewood Suites by Hilton Toronto Vaughan

3 out of 5
Price was $754, price is now $499 per person
$499
per person
Mar 29 - Apr 3
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,059, price is now $568 per person
$568
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
“Vacation” breakfast experience. Unexpectedly good.

Reviewed on Jan 14, 2026

Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Price was $2,097, price is now $1,221 per person
$1,221
per person
Mar 1 - Mar 7
found 19 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.8/10 Exceptional! (103 reviews)
Room was very nice and the location was great. The staff was late checking in.

Reviewed on Jan 14, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,089, price is now $1,339 per person
$1,339
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
I forgot something in the room and the staff had it saved for me and returned it only if I had my ID. Terrific service I’ve been to places where they would’ve said it’s gone you forgot it but 1 Hotel Toronto cares about their clientele

Reviewed on Jan 2, 2026

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $975, price is now $650 per person
$650
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (11,444 reviews)
clean room, staff cleaned everyday. i asked for a extra blanket through their number and water and they brought it right away! Excellent

Reviewed on Jan 14, 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
$112 nightly
The price is $137 total per night from Feb 15 to Feb 16
$137 total
Feb 15 - Feb 16
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
$120 nightly
The price is $147 total per night from Feb 1 to Feb 2
$147 total
Feb 1 - Feb 2
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
$143 nightly
The price is $176 total per night from Jan 23 to Jan 24
$176 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 5,396 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
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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

St. George's Anglican Church

St. George's Anglican Church is just one of the places to see in Toronto, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

St. George's Anglican Church

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.