Willowdale Vacations from $530

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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 Laundry Rooms Station Park Kitchener

The Laundry Rooms Station Park Kitchener

2 out of 5
K-W Hospital
Save 100% on your flight
Price was $755, price is now $530 per person
$530
per person
Apr 1 - Apr 7
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
9.2/10 Wonderful! (367 reviews)
Convenient location...very clean. Great place to stay

Reviewed on Feb 20, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $928, price is now $609 per person
$609
per person
Apr 4 - Apr 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Amazing value for downtown Toronto!

Reviewed on Feb 23, 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 $822, price is now $586 per person
$586
per person
May 8 - May 11
found 22 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.6/10 Exceptional! (2,077 reviews)
This was our second time staying at the Sterling Inn & Spa and again, it was nothing short of amazing. It’s an amazing staycation, filled with a lot of amenities to truly ensure relaxation.

Reviewed on Feb 22, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $1,359, price is now $972 per person
$972
per person
Apr 4 - Apr 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Everything was great

Reviewed on Feb 22, 2026

Fairmont Royal York Gold Experience

Fairmont Royal York Gold Experience

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $3,996, price is now $2,894 per person
$2,894
per person
May 13 - May 20
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
9.4/10 Exceptional! (182 reviews)
The front desk staff really went above and beyond to make my stay over the holidays great! The rooms were well appointed and beautiful.

Reviewed on Dec 27, 2025

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
$145 nightly
The price is $178 total per night from Mar 22 to Mar 23
$178 total
Mar 22 - Mar 23
Total with taxes and fees
9.2/10 Wonderful! (1,942 reviews)
Amazing value for downtown Toronto!

Reviewed on Feb 23, 2026

Hotel Riu Plaza Toronto
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $167 total per night from Feb 24 to Feb 25
$167 total
Feb 24 - Feb 25
Total with taxes and fees
8.4/10 Very Good! (14,042 reviews)
I appreciated the kids area, a few things that could be added would be an infant care area with a room where moms can nurse their babies. Unfortunately the rooms fell short for me so I would not stay again. But the sheets were scratchy and hot. The bedroom looked renovated but the bathroom was very ...

Reviewed on Feb 23, 2026

Chelsea Hotel, 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
$112 nightly
The price is $137 total per night from Mar 16 to Mar 17
$137 total
Mar 16 - Mar 17
Total with taxes and fees
8.6/10 Excellent! (5,433 reviews)
Stellar service! Nice room. Easy access parking! Wonderful breakfast! Couldn’t have asked for more for our girls night in Toronto!

Reviewed on Feb 23, 2026

Holiday Inn Toronto Downtown Centre by IHG
See all 5,125 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 theater scene and shops in this vibrant area.

Mel Lastman Square

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 entertainment choices and shops in this walkable area.

Toronto Centre for the Arts

Mitchell Field Arena

Catch an event at Mitchell Field Arena during your trip to Toronto. Discover the entertainment choices and shops in this walkable area.

Mitchell Field Arena

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$34
per adult
94% 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)
Horseshoe Falls

Niagara Falls Day Tour from Toronto

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