Willowdale Vacations from $583

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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.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $767, price is now $583 per person
$583
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (1,009 reviews)
The suite was a nice size and clean. Everything is a little worn and dated but the location is great, staff was helpful and convenient parking. Overall a comfortable stay.

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 $1,561, price is now $951 per person
$951
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,063 reviews)
Very clean nice place to stay. The staff were friendly and attentive. Definitely recommend

Reviewed on Mar 13, 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 1 day 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

Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $1,006, price is now $739 per person
$739
per person
Apr 29 - May 2
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,113 reviews)
Fantastic staff! Extremely clean room.

Reviewed on Mar 9, 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 $887, price is now $661 per person
$661
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (2,291 reviews)
Excellent stay. Spa was fabulous

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
$136 nightly
The price is $167 total per night from Mar 15 to Mar 16
$167 total
Mar 15 - Mar 16
Total with taxes and fees
9.2/10 Wonderful! (2,204 reviews)
The staff were amazing and the rooms very clean

Reviewed on Mar 13, 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 $144 total per night from Mar 18 to Mar 19
$144 total
Mar 18 - Mar 19
Total with taxes and fees
8.6/10 Excellent! (5,488 reviews)
Of course it's downtown TO. NO SPA.

Reviewed on Mar 13, 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
$124 nightly
The price is $152 total per night from Apr 1 to Apr 2
$152 total
Apr 1 - Apr 2
Total with taxes and fees
8.4/10 Very Good! (14,125 reviews)
There's an ikea and a T&T Chinese Supermarket nearby.

Reviewed on Mar 13, 2026

Chelsea Hotel, Toronto
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.