Willowdale Vacations from $400

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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.
Sandman Hotel Hamilton

Sandman Hotel Hamilton

3.5 out of 5
Lakeley
Save 100% on your flight
Price was $651, price is now $400 per person
$400
per person
Jan 15 - Jan 19
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Hamilton (YHM)
8.8/10 Excellent! (1,464 reviews)
The room was not clean. The bathroom walls had toothpaste sprayed all over. Carpet was not vacuumed. Table had stained ring circles not wiped off. A bit of a disappointment as we like to stay at this chain.

Reviewed on Nov 26, 2025

Movich

Movich

2.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,147, price is now $682 per person
$682
per person
Feb 13 - Feb 19
found 11 hours ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
7.8/10 Good! (28 reviews)
Clean rooms, great location, very accommodating host

Reviewed on Nov 4, 2025

Sandman Hotel Oakville

Sandman Hotel Oakville

3.5 out of 5
Save 100% on your flight
Price was $805, price is now $507 per person
$507
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.8/10 Excellent! (2,188 reviews)
The room I stayed in was very clean and the hotel In general had a very upscale modern feel. I recommend this hotel based on my new experience

Reviewed on Nov 26, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $946, price is now $598 per person
$598
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Staff is friendly and attentive

Reviewed on Nov 28, 2025

The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $896, price is now $570 per person
$570
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,505 reviews)
Sublimely Sutton! This is going to be my go to hotel when I stay in Toronto. From the moment I arrived and through the time I had to bid farewell the stay here exceeded my expectation. The room was spacious, clean and with a comfortable bed where I slept like a baby. It was fantastic place to work remotely as I was able to go to some fabulous restaurants and explore the city very easily at night as the tram stops right outside of the hotel. The rooftop pool was so beautiful, clean and relaxing as I was able to take a dip after a long day of work. I like how they have pool towels and comfortable chairs upstairs. Special thanks to D’Andre, Jerwin, and the rest of the team for being some friendly, welcoming, professional and always being so wonderful. It was hard to leave, but I look forward to returning back again next year. If you’re debating whether to stay here or not…I’ll make it easy for you. Stay here!!!

Reviewed on Nov 28, 2025

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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
$117 nightly
The price is $144 total per night from Dec 17 to Dec 18
$144 total
Dec 17 - Dec 18
Total with taxes and fees
8.2/10 Very Good! (13,219 reviews)
Check in was a breeze. Staff very courteous

Reviewed on Nov 24, 2025

Chelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive Toronto ON
$83 nightly
The price is $101 total per night from Dec 17 to Dec 18
$101 total
Dec 17 - Dec 18
Total with taxes and fees
7.4/10 Good! (6,260 reviews)
Food was amazing. Staff and service was excellent. What a great establishment.

Reviewed on Nov 25, 2025

Toronto Don Valley Hotel and Suites
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $171 total per night from Dec 22 to Dec 23
$171 total
Dec 22 - Dec 23
Total with taxes and fees
9/10 Wonderful! (7,438 reviews)
Beautiful hotel! Especially around the holidays.

Reviewed on Nov 27, 2025

Fairmont Royal York
See all 5,182 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
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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 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 entertainment choices and shops in this walkable 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 acclaimed art scene and shops in this vibrant 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.