Willowdale Vacations from $563

Book a Hotel + Flight or Car together to unlock savings

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.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was $791, price is now $563 per person
$563
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (11,040 reviews)
Plenty of bang for the buck… great tower suite views and ideally located.

Reviewed on Oct 15, 2025

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
Save 100% on your flight
Price was $1,183, price is now $784 per person
$784
per person
Dec 26 - Dec 30
found 9 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.4/10 Very Good! (21 reviews)
The house its-self was beautiful! Location was convenient. However, I've never stayed in a place that house keeping doesn't check the dishwasher and drier before the next tenant. Showed up at 7pm to a dishwasher full of "clean dishes" that still had food all over them. And their trash was still there. I emailed them to let them know about dishes and trash so I wouldn't get charged. They seemed confused about my complaint. Sure enough when we left we got charged for some of the last tenants garbage.

Reviewed on Aug 25, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,409, price is now $953 per person
$953
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (595 reviews)
Room was very clean. Staff was very friendly

Reviewed on Oct 14, 2025

Yorkville Modern 1 Bedroom Suite Toronto

Yorkville Modern 1 Bedroom Suite Toronto

3.5 out of 5
Old Toronto
Save 100% on your flight
Price was $1,178, price is now $797 per person
$797
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
7.6/10 Good! (10 reviews)
It was very convenient and comfortable,

Reviewed on Apr 27, 2024

GLOBALSTAY. Charming Yorkville Condos

GLOBALSTAY. Charming Yorkville Condos

4 out of 5
Old Toronto
Save 100% on your flight
Price was $835, price is now $605 per person
$605
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
7.8/10 Good! (131 reviews)
Everything was great and exceeded my expectations Will most likely return with my wife as this was a business stay

Reviewed on Oct 7, 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 9 to Nov 10
$164 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (1,275 reviews)
"Novotel North York did a fabulous job of making my stay optimal--and I would be all to eager to return there next time I'm in Toronto. It was a welcoming, relaxed, clean environment that added much to a wonderful trip."

Reviewed on Oct 12, 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
$133 nightly
The price is $163 total per night from Nov 2 to Nov 3
$163 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (12,694 reviews)
"Always a reliable place to stay when I have an event in Toronto"

Reviewed on Oct 14, 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
$159 nightly
The price is $195 total per night from Nov 2 to Nov 3
$195 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (4,739 reviews)
"The suite was wonderful and was very thankful to get an early check-in for my dad. Great facilities and breakfast buffet for a small add on was wonderful!"

Reviewed on Oct 12, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,974 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: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

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