Willowdale Vacations from $803

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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.
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $1,134, price is now $803 per person
$803
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,123 reviews)
Fantastic staff! Extremely clean room.

Reviewed on Mar 9, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,465, price is now $943 per person
$943
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,142 reviews)
Wish there was a shelf in the bathroom to put our bathroom bags on.. Breakfast buffet was amazing!!

Reviewed on Mar 16, 2026

Luxury 2 bedroom 2 full baths rooms

Luxury 2 bedroom 2 full baths rooms

4 out of 5
Price was $1,383, price is now $994 per person
$994
per person
May 23 - May 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
5/10 (4 reviews)
It was clean but overall poor communication, it took us 3 times to call for them to answer when we got there, the beds were rock hard, I was told check in was at 3pm but when I got there I had to pay $50 because “check in was at 5pm” also wasn’t told we would be staying with somebody else until we got there

Reviewed on Nov 11, 2022

Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Downtown Toronto
Price was $1,232, price is now $893 per person
$893
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,329 reviews)
We had an amazing stay, the rooms were tied up everyday there was such a friendly staff, it was very well located as well,

Reviewed on Mar 16, 2026

Fairmont Royal York

Fairmont Royal York

4 out of 5
Downtown Toronto
Price was $1,112, price is now $824 per person
$824
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9/10 Wonderful! (7,823 reviews)
Lovely stay at this gorgeous, historical hotel. Attentive service everywhere on the property. Love The Library Bar and the Clockwork Champagne & Cocktails Lounge.

Reviewed on Mar 16, 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 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

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $173 total per night from Mar 17 to Mar 18
$173 total
Mar 17 - Mar 18
Total with taxes and fees
9.2/10 Wonderful! (2,273 reviews)
Wish there was a shelf in the bathroom to put our bathroom bags on.. Breakfast buffet was amazing!!

Reviewed on Mar 16, 2026

Hotel Riu Plaza 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
8.6/10 Excellent! (5,517 reviews)
Staff was friendly and very helpful. Rooms were comfortable and very clean.

Reviewed on Mar 16, 2026

Get rates
Holiday Inn Toronto Downtown Centre by IHG
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St Toronto ON
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $180 total per night from Mar 18 to Mar 19
$180 total
Mar 18 - Mar 19
Total with taxes and fees
9/10 Wonderful! (5,695 reviews)
Too small, parking space too small as well

Reviewed on Mar 16, 2026

DoubleTree by Hilton Hotel Toronto Downtown
See all 5,293 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 acclaimed art scene and shops in this walkable area.

Mel Lastman Square

Gibson House Museum

You can spend time browsing the exhibits at Gibson House Museum during your trip to Toronto. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Gibson House Museum

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

Things to do

Horseshoe Falls

Niagara Falls Day Tour from Toronto

$69
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Niagara Falls lit up at night with firework show nearby

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

$138
per adult
86% 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
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.