Willowdale Vacations from $509

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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.
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $691, price is now $509 per person
$509
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
8.6/10 Excellent! (1,566 reviews)
Great place to stay.

Reviewed on Mar 16, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,093, price is now $709 per person
$709
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,142 reviews)
Clean rooms and hotel. Friendly staff. Wonderful Buffet!

Reviewed on Mar 20, 2026

Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $1,173, price is now $807 per person
$807
per person
Apr 24 - Apr 28
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

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 $925, price is now $675 per person
$675
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,329 reviews)
Vary clean, good breakfast, close to everything downtown.

Reviewed on Mar 19, 2026

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $1,011, price is now $739 per person
$739
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,291 reviews)
Some areas are showing their age. The thermostat in the room wasn’t clear to show the actual temperature, a bit of a guessing game. And it was incredibly salty in the parking lot the following morning with so salt down to walk through the lot. Lots of paint chips in the washroom make it look dirty but it isn’t. In my opinion the linens need a refresh as they were very pilled and rough feeling.

Reviewed on Mar 19, 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(4,715 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
$137 nightly
The price is $168 total per night from Apr 5 to Apr 6
$168 total
Apr 5 - Apr 6
Total with taxes and fees
8.2/10 Very Good! (1,261 reviews)
God fitness center and OK rooms

Reviewed on Mar 19, 2026

Novotel Toronto North York
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
$142 nightly
The price is $174 total per night from Mar 22 to Mar 23
$174 total
Mar 22 - Mar 23
Total with taxes and fees
9.2/10 Wonderful! (2,355 reviews)
Clean rooms and hotel. Friendly staff. Wonderful Buffet!

Reviewed on Mar 20, 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
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $143 total per night from Mar 29 to Mar 30
$143 total
Mar 29 - Mar 30
Total with taxes and fees
8.6/10 Excellent! (5,523 reviews)
Amazing staffing

Reviewed on Mar 20, 2026

Holiday Inn Toronto Downtown Centre by IHG
See all 5,277 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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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

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

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

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.