Willowdale Vacations from $447

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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.
Sunrise BnB with Free Parking

Sunrise BnB with Free Parking

2 out of 5
East York
Price was $638, price is now $447 per person
$447
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.6/10 Good! (30 reviews)
Yes everything looks incredible in good hands.

Reviewed on Nov 7, 2025

Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Price was $1,295, price is now $832 per person
$832
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (103 reviews)
Absolutely outstanding!

Reviewed on Aug 7, 2025

Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Save 100% on your flight
Price was $878, price is now $620 per person
$620
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7/10 Good! (181 reviews)
It was a great stay. Will come back

Reviewed on Dec 7, 2025

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $1,066, price is now $758 per person
$758
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.4/10 Very Good! (1,536 reviews)
My third time staying here and it remains incredible!!!! I do believe however there should be no additional cost for parking for guests who have booked rooms

Reviewed on Nov 29, 2025

Sheraton Toronto Airport Hotel & Conference Centre

Sheraton Toronto Airport Hotel & Conference Centre

4 out of 5
Etobicoke
Price was $1,018, price is now $732 per person
$732
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.8/10 Excellent! (1,136 reviews)
Clean rooms and supportive staff.

Reviewed on Dec 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

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 Jan 8 to Jan 9
$163 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
8.2/10 Very Good! (13,338 reviews)
Digital checkin and checkout is great

Reviewed on Dec 5, 2025

Chelsea Hotel, Toronto
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $256 total per night from Jan 1 to Jan 2
$256 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (7,453 reviews)
Beautiful room in a gorgeous hotel. Fantastic location and amazing staff.

Reviewed on Dec 5, 2025

Fairmont Royal York
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
$127 nightly
The price is $155 total per night from Dec 21 to Dec 22
$155 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (4,941 reviews)
Clean.

Reviewed on Dec 5, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 5,234 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 entertainment choices and shops in this vibrant area.

Mel Lastman Square

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

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 entertainment choices and shops in this walkable area.

Toronto Centre for the Arts

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
Niagara Falls lit up at night with firework show nearby

Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)

$121
per adult
84% 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
88% 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.