Willowdale Vacations from $542

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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.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was $779, price is now $542 per person
$542
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
9.4/10 Exceptional! (7,991 reviews)
Cheerful friendly staff, great location, easy access to the PATH, and lovely views. Spacious comfortable room. We didn't make a lot of use of any of the amenities but would absolutely stay here again!

Reviewed on Jun 21, 2026

Modern Downtown Apartments

Modern Downtown Apartments

4 out of 5
Downtown Toronto
Price was $1,723, price is now $1,094 per person
$1,094
per person
Aug 27 - Sep 1
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
8.2/10 Very Good! (569 reviews)
The check in process was terrible. They sent a link to pay a damage deposit. Link didnt work. I asked them to resend but still didn’t work. I tried to communicate with email but didn’t get any sastifaction. When we arrived at the property we couldn’t check in because damage deposit wasn’t received. I tried to call the numbers on website. No answer. It was 5 pm ( not midnight ) the security guard was fantastic and told me to keep calling and he also called a number. Eventually he spoke to someone. They resent me a link for damage deposit. I paid and they let me in the room. The room was ok. It seemed clean but very dated with carpet in bedroom. The elevator in the building is very slow and there are a lot of Tennants. We waited for 20 min for an elevator to fit in ( all were full ) and ended up walking down 19 flights of stairs because we were going to be late for an event. Overall it wasn’t a terrible experience. The location is perfect!!!. Thankful for the security guard or I’m not sure we would have had a room.

Reviewed on Jun 15, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $931, price is now $637 per person
$637
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
9.2/10 Wonderful! (3,715 reviews)
Stuff was extremely helpful and very professional Amazing breakfast with many choices of different kind food Very clean rooms , gym great and clean , Cozy lobby with great coffee and drinks Would Recommend 100%

Reviewed on Jun 21, 2026

GLOBALSTAY Luxury 4 Bedroom House

GLOBALSTAY Luxury 4 Bedroom House

4 out of 5
Woodbridge
Save 100% on your flight
Price was $1,669, price is now $1,158 per person
$1,158
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
10/10 Exceptional! (6 reviews)
We had a wonderful stay at this house. The neighbourhood was very peaceful and quiet, but still close to everything, which made it perfect for relaxing. The home itself was very spacious, clean, and comfortable, with plenty of room for everyone to feel at home. The staff was also very responsive and helpful throughout our stay, answering questions quickly and making the whole experience smooth and stress free. Overall, a great place to stay and we would definitely come back again.

Reviewed on May 11, 2026

Where to stay in Willowdale

Find the best Willowdale areas and neighborhoods for the activities you enjoy most. Learn more about Willowdale
Downtown Toronto

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(4,756 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
$142 nightly
The price is $174 total per night from Jul 12 to Jul 13
$174 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (1,316 reviews)
"Staff were great. Location conveniently location connected to subway system. Breakfast was good ($), beds comfy. Found a lack of hangers and drawer space - but otherwise great"

Reviewed on Jun 21, 2026

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
$138 nightly
The price is $169 total per night from Jul 3 to Jul 4
$169 total
Jul 3 - Jul 4
Total with taxes and fees
8.4/10 Very Good! (15,150 reviews)
"Requested an early check-in and they were able to accommodate us. Room was spacious and clean. Staff friendly. A great stay again. Thank you!!"

Reviewed on Jun 21, 2026

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
$133 nightly
The price is $163 total per night from Jul 5 to Jul 6
$163 total
Jul 5 - Jul 6
Total with taxes and fees
8.6/10 Excellent! (5,966 reviews)
"Great location"

Reviewed on Jun 21, 2026

Holiday Inn Toronto Downtown Centre by IHG
See all 6,085 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.
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Discover the most popular places to visit in Willowdale

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

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 walkable 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 vibrant area.

Mitchell Field Arena

Things to do

Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$33
per adult
90% 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
94% 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)

$144
per adult
86% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
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.