Willowdale Vacations from $548

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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 $751, price is now $548 per person
$548
per person
May 14 - May 17
found 18 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.6/10 Exceptional! (1,113 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 $1,645, price is now $1,035 per person
$1,035
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (2,063 reviews)
Great breakfast, nice room, good gym.

Reviewed on Mar 12, 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 $968, price is now $691 per person
$691
per person
Jun 6 - Jun 10
found 2 days ago
Roundtrip non-stop flight included
New York (JFK) to Toronto (YYZ)
9.6/10 Exceptional! (2,261 reviews)
Staff very helpful. Rooms have been updated and are comfortable

Reviewed on Mar 12, 2026

Luxury 2 bedroom 2 full baths rooms

Luxury 2 bedroom 2 full baths rooms

4 out of 5
Price was $880, price is now $630 per person
$630
per person
May 7 - May 11
found 23 hours ago
Roundtrip flight included
New York (JFK) 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 $1,576, price is now $1,129 per person
$1,129
per person
May 22 - May 26
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (3,329 reviews)
Loved the entire facility! They made us feel at home and we will definitely be back. Only complaint would be a need for bacon everyday at breakfast.

Reviewed on Mar 8, 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
$135 nightly
The price is $166 total per night from Mar 15 to Mar 16
$166 total
Mar 15 - Mar 16
Total with taxes and fees
9.2/10 Wonderful! (2,188 reviews)
Excellent stay!

Reviewed on Mar 12, 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
$118 nightly
The price is $145 total per night from Mar 15 to Mar 16
$145 total
Mar 15 - Mar 16
Total with taxes and fees
8.6/10 Excellent! (5,482 reviews)
Very conveniently located to many amenities. So very helpful staff. Highly recommend for a downtown stay.

Reviewed on Mar 12, 2026

Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $149 total per night from Apr 6 to Apr 7
$149 total
Apr 6 - Apr 7
Total with taxes and fees
8.4/10 Very Good! (14,120 reviews)
N/A overnight stay for hospital nearby

Reviewed on Mar 12, 2026

Chelsea Hotel, Toronto
See all 5,228 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

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.