Willowdale Vacations from $631

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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.
Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Northeast Mississauga
Save 100% on your flight
Price was $899, price is now $631 per person
$631
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (4,185 reviews)
Great staff Beautiful rooms

Reviewed on Mar 31, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,464, price is now $895 per person
$895
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,142 reviews)
Excellent breakfast buffet - many hot & cold choices from bacon, sausages, eggs, pancakes, bagels, toast, pastries to fruits & cereals Staff extremely friendly and accommodating; very clean new hotel; nice gym; lots of restaraunts & services in the area; central to anything downtown. Unfortunately found the mattress to be on the soft side (maybe the cushioned topper style mattress) and I need something firm for my back. Hallway is not carpeted so noise echos, especially hotel room door closing - some sound proofing materials would help with that.

Reviewed on Apr 1, 2026

Hilton Toronto

Hilton Toronto

4 out of 5
Downtown Toronto
Price was $1,909, price is now $1,259 per person
$1,259
per person
Jun 11 - Jun 16
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.8/10 Excellent! (2,171 reviews)
Staff were very helpful and I enjoyed my stay at Hilton

Reviewed on Mar 29, 2026

Nester Finn St. Lawrence Market

Nester Finn St. Lawrence Market

4 out of 5
Downtown Toronto
Price was $1,191, price is now $805 per person
$805
per person
Jun 4 - Jun 9
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (30 reviews)
Traveled with family and we really enjoyed our stay! The condo had spectacular modern appeal and was super clean. Additionally, the location was excellent as it’s right in the center of restaurants, shops and we were able to walk to popular attractions like St. Lawrence Market, Yonge Dundas Square, etc. We highly recommend and will return!

Reviewed on Mar 30, 2026

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,408, price is now $963 per person
$963
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (7,236 reviews)
Front desk service was great. Got us checked in early and was very friendly quick and thorough. Our room was clean and the offsite parking was easily accessible in proximity to the hotel

Reviewed on Mar 31, 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
$156 nightly
The price is $192 total per night from Apr 2 to Apr 3
$192 total
Apr 2 - Apr 3
Total with taxes and fees
9.2/10 Wonderful! (2,578 reviews)
Excellent breakfast buffet - many hot & cold choices from bacon, sausages, eggs, pancakes, bagels, toast, pastries to fruits & cereals Staff extremely friendly and accommodating; very clean new hotel; nice gym; lots of restaraunts & services in the area; central to anything downtown. Unfortunately ...

Reviewed on Apr 1, 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
$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
8.6/10 Excellent! (5,568 reviews)
Love the location my only complaint is not enough breakfast options or even worth the price

Reviewed on Apr 1, 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
$139 nightly
The price is $170 total per night from Apr 2 to Apr 3
$170 total
Apr 2 - Apr 3
Total with taxes and fees
9/10 Wonderful! (5,729 reviews)
Good location for transfers for Billy Bishop airport. Good staff, nice comfy rooms.

Reviewed on Apr 1, 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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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.