Willowdale Vacations from $537

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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.
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $985, price is now $537 per person
$537
per person
May 12 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (1,552 reviews)
The lobby has just renovated. There is a small business section that has computer & printer set up. More seats for guests to sit around to wait. The new open cafe area has more choices of bakeries, snacks or coffee. Great location if u need to drive or take public transit

Reviewed on Apr 2, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,908, price is now $1,115 per person
$1,115
per person
May 12 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
The breakfast was really good

Reviewed on Apr 4, 2026

Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

4 out of 5
Etobicoke
Price was $1,127, price is now $765 per person
$765
per person
May 12 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9/10 Wonderful! (4,280 reviews)
Great hotel close to airport. Many sandman signatures have great Rewards areas full of snacks etc. This one is lacking that

Reviewed on Apr 2, 2026

Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Save 100% on your flight
Price was $836, price is now $577 per person
$577
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9/10 Wonderful! (343 reviews)
Very friendly staff.

Reviewed on Feb 13, 2026

Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Price was $1,317, price is now $913 per person
$913
per person
May 12 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (7,717 reviews)
Quiet, great location, clean and generously sized rooms.

Reviewed on Apr 3, 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

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
$121 nightly
The price is $149 total per night from Apr 5 to Apr 6
$149 total
Apr 5 - Apr 6
Total with taxes and fees
8.6/10 Excellent! (5,596 reviews)
Great service!

Reviewed on Apr 4, 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
$143 nightly
The price is $175 total per night from Apr 5 to Apr 6
$175 total
Apr 5 - Apr 6
Total with taxes and fees
8.4/10 Very Good! (14,366 reviews)
Great location. Pool was great and the arcade room, ask for video games if the cabinet is locked. Wish the water for the showers was more consistent as we didn’t enjoy having to take cold showers every night.

Reviewed on Apr 4, 2026

Chelsea Hotel, Toronto
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $191 total per night from Apr 5 to Apr 6
$191 total
Apr 5 - Apr 6
Total with taxes and fees
9.2/10 Wonderful! (2,639 reviews)
The breakfast was really good

Reviewed on Apr 4, 2026

Hotel Riu Plaza Toronto
See all 5,359 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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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.