Willowdale Vacations from $420

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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
Save 100% on your flight
Price was $640, price is now $420 per person
$420
per person
Jan 30 - Feb 5
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.8/10 Excellent! (25 reviews)
Great stay! Clean, cozy, perfect location.

Reviewed on Dec 4, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $1,241, price is now $737 per person
$737
per person
Feb 19 - Feb 22
found 23 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
No reviews
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $3,569, price is now $2,296 per person
$2,296
per person
Mar 1 - Mar 7
found 18 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Fantastic service and such a beautiful place to stay - we will back !!!!

Reviewed on Nov 23, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,174, price is now $783 per person
$783
per person
Feb 13 - Feb 18
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
The room was very clean, staff very helpful and pleasant. The amenities were on point and the location of the hotel itself was very convenient as it was near to a lot of restaurants and tourist sites such as the CN Tower and Ripley’s Aquarium. We will def stay here again!!

Reviewed on Dec 9, 2025

12 York by CN tower

12 York by CN tower

2 out of 5
Downtown Toronto
Price was $801, price is now $552 per person
$552
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.6/10 Excellent! (14 reviews)
great team, great unit

Reviewed on Nov 28, 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
$127 nightly
The price is $155 total per night from Jan 9 to Jan 10
$155 total
Jan 9 - Jan 10, 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
$201 nightly
The price is $247 total per night from Dec 27 to Dec 28
$247 total
Dec 27 - Dec 28
Total with taxes and fees
9/10 Wonderful! (7,496 reviews)
Breakfast was great,rooms were clean, staff was very polite

Reviewed on Dec 9, 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
$126 nightly
The price is $155 total per night from Dec 23 to Dec 24
$155 total
Dec 23 - Dec 24
Total with taxes and fees
8.4/10 Very Good! (5,001 reviews)
Room was nuce and clean. Staff were very nice. Restaurants were nice and staff very nice

Reviewed on Dec 9, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 5,252 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.