Willowdale Vacations from $671

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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.
Burano Condos in Downtown Toronto

Burano Condos in Downtown Toronto

3 out of 5
Downtown Toronto
Save 100% on your flight
Price was $985, price is now $671 per person
$671
per person
Mar 26 - Mar 31
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.2/10 Good! (127 reviews)
Everything run smoothly from check in to check out. No complications.

Reviewed on Feb 4, 2026

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Price was $1,742, price is now $1,208 per person
$1,208
per person
May 1 - May 4
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $983, price is now $682 per person
$682
per person
Mar 31 - Apr 2
found 1 day ago
Roundtrip flight included
Washington (DCA) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
A truly amazing experience. All staff were top and the food was levels above what I expected.

Reviewed on Feb 3, 2026

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Price was $1,976, price is now $1,401 per person
$1,401
per person
Mar 21 - Mar 26
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
No reviews

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 $170 total per night from Feb 13 to Feb 14
$170 total
Feb 13 - Feb 14
Total with taxes and fees
8.4/10 Very Good! (13,898 reviews)
Clean room, easy to find and check in.

Reviewed on Jan 29, 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
$128 nightly
The price is $157 total per night from Feb 22 to Feb 23
$157 total
Feb 22 - Feb 23
Total with taxes and fees
8.4/10 Very Good! (5,322 reviews)
Everyone was exceptionaly friendly and help ful. The rooms were quiet snd very clean and the buffet breakfast had everything on offer that a person could want. Will be back.

Reviewed on Feb 4, 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
$152 nightly
The price is $187 total per night from Feb 7 to Feb 8
$187 total
Feb 7 - Feb 8
Total with taxes and fees
9.2/10 Wonderful! (1,659 reviews)
The hotel is brand new and very nice. Everything was spotless and the room was comfortable. Check-in was quick and the front desk agent was friendly. The policy of asking for ID of every person in the room is a bit odd and felt a bit invasive. In our case it didn't matter but some guests may prefer ...

Reviewed on Feb 3, 2026

Hotel Riu Plaza Toronto
See all 5,471 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
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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.