Willowdale Vacations from $664

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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.
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Price was $977, price is now $664 per person
$664
per person
Dec 23 - Dec 26
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (22 reviews)
Amazing stay, very comfortable and clean house

Reviewed on Oct 19, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $1,616, price is now $1,056 per person
$1,056
per person
Dec 27 - Dec 30
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
No reviews
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,551, price is now $1,059 per person
$1,059
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (620 reviews)
Hreat friendly staff, love the commitment to keeping it Green .

Reviewed on Oct 19, 2025

AOC Suites - Heart of Downtown Condo

AOC Suites - Heart of Downtown Condo

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,232, price is now $844 per person
$844
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.8/10 Excellent! (40 reviews)
Location was great. Parking was a definite bonus. Communication was also fab. 10/10 would recommend!

Reviewed on Sep 21, 2025

SoHo Residences Toronto

SoHo Residences Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,916, price is now $1,340 per person
$1,340
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Toronto (YYZ)
9/10 Wonderful! (45 reviews)
Our stay was absolutely incredible. The staff went above and beyond to make my son feel incredibly special for his birthday.

Reviewed on Sep 29, 2025

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

Novotel Toronto North York

Novotel Toronto North York

3.5 out of 5
3 Park Home Avenue, Toronto, ON
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $164 total per night from Nov 16 to Nov 17
$164 total
Nov 16 - Nov 17
Total with taxes and fees
8/10 Very Good! (1,280 reviews)
"Great location for walkable resturants. If you have a large truck you wont be able to park underground. Rooms were clean."

Reviewed on Oct 18, 2025

Novotel Toronto North York
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $170 total per night from Oct 30 to Oct 31
$170 total
Oct 30 - Oct 31
Total with taxes and fees
8.2/10 Very Good! (12,719 reviews)
"clean room, cant really say much for the staff as we did the electronic check in"

Reviewed on Oct 16, 2025

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
$183 nightly
The price is $224 total per night from Oct 30 to Oct 31
$224 total
Oct 30 - Oct 31
Total with taxes and fees
8.4/10 Very Good! (4,780 reviews)
"Very comfortable room but the ac could not be switched to heat so we were a bit chilly"

Reviewed on Oct 18, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,992 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 vibrant 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 theater scene and shops in this vibrant 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
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$29
per adult
86% of travellers recommend
Toronto: Casa Loma Entry Ticket
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.