Willowdale Vacations from $528

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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.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $718, price is now $528 per person
$528
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (2,291 reviews)
Absolutely a gem definitely going back. Loved the breakfast in bed. Amazing

Reviewed on Mar 27, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,593, price is now $953 per person
$953
per person
Jun 11 - Jun 14
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (2,142 reviews)
Great friendly staff, great property

Reviewed on Mar 28, 2026

Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $949, price is now $680 per person
$680
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (7,694 reviews)
Spacious room, convenient location and fine breakfast

Reviewed on Mar 28, 2026

Nester Finn Entertainment District

Nester Finn Entertainment District

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,096, price is now $800 per person
$800
per person
Jun 11 - Jun 14
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (11 reviews)
Everything was so good, enjoyed the stay.

Reviewed on Mar 28, 2026

Hampton Inn & Suites by Hilton Toronto Downtown

Hampton Inn & Suites by Hilton Toronto Downtown

2.5 out of 5
Downtown Toronto
Price was $799, price is now $598 per person
$598
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (1,087 reviews)
Clean convenient room, great location. Unfortunately, loud music, conversation and other sounds penetrate easily through the walls well past midnight…..not allowing for a restful night sleep.

Reviewed on Mar 27, 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

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $175 total per night from Mar 29 to Mar 30
$175 total
Mar 29 - Mar 30
Total with taxes and fees
9.2/10 Wonderful! (2,485 reviews)
Great friendly staff, great property

Reviewed on Mar 28, 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 refundable
$143 nightly
The price is $176 total per night from Mar 29 to Mar 30
$176 total
Mar 29 - Mar 30
Total with taxes and fees
8.6/10 Excellent! (5,551 reviews)
Enjoyed my stay

Reviewed on Mar 27, 2026

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
$139 nightly
The price is $170 total per night from Apr 2 to Apr 3
$170 total
Apr 2 - Apr 3
Total with taxes and fees
9/10 Wonderful! (5,718 reviews)
We stayed at this hotel because of its close proximity to Toronto Sick Kids. It is a quick 5 minute walk. The hotel rooms were quiet which we appreciated for resting and when we looked out our window we could see our granddaughter’s hospital window. Staff was helpful and polite, including cleaning ...

Reviewed on Mar 28, 2026

DoubleTree by Hilton Hotel Toronto Downtown
See all 5,294 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

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 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

Things to do

Niagara Falls Day Tour from Toronto

Niagara Falls Day Tour from Toronto

$52
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)
Hockey Hall of Fame Admission Ticket

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.