Willowdale Vacations from $547

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Save 100% on your flight
Price was $844, price is now $547 per person
$547
per person
Apr 21 - Apr 26
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (1,558 reviews)
Amazing hotel! 100% recommend

Reviewed on Mar 8, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,850, price is now $1,149 per person
$1,149
per person
Jun 6 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,142 reviews)
It was a bit chilly in the room under the vent, but otherwise no complaints

Reviewed on Mar 15, 2026

Nester St. Lawrence Market

Nester St. Lawrence Market

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,433, price is now $986 per person
$986
per person
Jun 6 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (27 reviews)
I really enjoyed my stay. Will be doing this again

Reviewed on Mar 14, 2026

The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
Price was $887, price is now $632 per person
$632
per person
Jun 6 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (506 reviews)
Great location, right beside the Hamilton family theater.

Reviewed on Feb 15, 2026

EST Hotel

EST Hotel

3.5 out of 5
Etobicoke
Save 100% on your flight
Price was $1,307, price is now $952 per person
$952
per person
Jun 6 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
6.2/10 (1,101 reviews)
Wifi kept dropping depending on where i was in the room

Reviewed on Mar 13, 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
$143 nightly
The price is $176 total per night from Mar 19 to Mar 20
$176 total
Mar 19 - Mar 20
Total with taxes and fees
9.2/10 Wonderful! (2,252 reviews)
No AC in the room. At one point it was 27 degrees in the room. Didnt get a good sleep either night. Called. Maintenence staff came up and told me the AC wasnt working. To open the window.

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! (5,509 reviews)
clean great location

Reviewed on Mar 15, 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! (5,691 reviews)
Surperb! Clean- great staff!

Reviewed on Mar 15, 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
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 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

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)
Horseshoe Falls

Niagara Falls Day Tour from Toronto

$69
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
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.