Willowdale Vacations from $800

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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.
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 1 day 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

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 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (2,142 reviews)
This hotel was perfect for an overnight visit to the city. We opted not to do the check in in the app (required documents for everyone - kids included - and seemed like too much effort to input everyone’s passport details). The room was spacious and well appointed. The only challenge was getting an elevator to breakfast on Saturday morning. They were packed and taking the stars was not allowed. The breakfast buffet was worth it though! Great and varied options. We would certainly choose this hotel again.

Reviewed on Mar 29, 2026

Park Inn By Radisson Toronto - Markham

Park Inn By Radisson Toronto - Markham

3.5 out of 5
Price was $1,174, price is now $820 per person
$820
per person
Jun 10 - Jun 16
found 16 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
7/10 Good! (2,248 reviews)
The wood part of the sink looks had water danamge and looks disgusting and non of the charger ports works around the bed, towels are super dark in color

Reviewed on Mar 29, 2026

Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,568, price is now $1,124 per person
$1,124
per person
Jun 11 - Jun 14
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,123 reviews)
Business friendly staff

Reviewed on Mar 20, 2026

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $1,822, price is now $1,326 per person
$1,326
per person
Jun 10 - Jun 16
found 16 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.6/10 Excellent! (1,566 reviews)
Staff amazing Food amazing

Reviewed on Mar 24, 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
$170 nightly
The price is $209 total per night from Apr 2 to Apr 3
$209 total
Apr 2 - Apr 3
Total with taxes and fees
9.2/10 Wonderful! (2,507 reviews)
This hotel was perfect for an overnight visit to the city. We opted not to do the check in in the app (required documents for everyone - kids included - and seemed like too much effort to input everyone’s passport details). The room was spacious and well appointed. The only challenge was getting ...

Reviewed on Mar 29, 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 Apr 2 to Apr 3
$176 total
Apr 2 - Apr 3
Total with taxes and fees
8.6/10 Excellent! (5,556 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! (5,723 reviews)
Nice place, great breakfast! Very helpful front desk staff!

Reviewed on Mar 28, 2026

DoubleTree by Hilton Hotel Toronto Downtown
See all 5,351 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
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$34
per adult
92% 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)

$138
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.