Willowdale Vacations from $383

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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 $605, price is now $383 per person
$383
per person
May 28 - May 31
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (1,566 reviews)
I did not have breakfast our food in the restaurant.

Reviewed on Apr 2, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,394, price is now $844 per person
$844
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
Highly recommend. Staff very friendly and helpful, everything was spotless clean. Included breakfast buffet was perfect! Lots of options.

Reviewed on Apr 2, 2026

Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Price was $832, price is now $576 per person
$576
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

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $789, price is now $577 per person
$577
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,291 reviews)
The breakfast was amazing and room was super clean and spacious

Reviewed on Apr 2, 2026

Nester Finn Entertainment District

Nester Finn Entertainment District

4 out of 5
Downtown Toronto
Price was $790, price is now $580 per person
$580
per person
Jun 11 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (11 reviews)
Great location. Friendly staff. Nice little boutique hotel.

Reviewed on Apr 2, 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
$145 nightly
The price is $178 total per night from Apr 4 to Apr 5
$178 total
Apr 4 - Apr 5
Total with taxes and fees
9.2/10 Wonderful! (2,605 reviews)
Highly recommend. Staff very friendly and helpful, everything was spotless clean. Included breakfast buffet was perfect! Lots of options.

Reviewed on Apr 2, 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
$125 nightly
The price is $153 total per night from Apr 5 to Apr 6
$153 total
Apr 5 - Apr 6
Total with taxes and fees
8.6/10 Excellent! (5,580 reviews)
.

Reviewed on Apr 2, 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
$145 nightly
The price is $178 total per night from Apr 5 to Apr 6
$178 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (5,738 reviews)
Friendly staff at check in, room was extremely clean.

Reviewed on Apr 2, 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
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Beach Vacations
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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.