Willowdale Vacations from $327

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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 Hotel Oakville

Sandman Hotel Oakville

3.5 out of 5
Save 100% on your flight
Price was $624, price is now $327 per person
$327
per person
Jan 30 - Feb 4
found 2 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.8/10 Excellent! (2,188 reviews)
The hot tub was murky as soon as I turned on the timer /jets. it was awful. took about 15 mins to start to clear out. There was also a very strong scent of chlorine. Feeling like the pool and hot tub were overtreated. The room was adequate and served my needs. The staff was very pleasant and friendly. Unfortunately during our stay we had to evacuate at 4 in the morning due to a flood in a guest room. Location is close to Longos and many other shopping amenities just a short drive away. Easy on and off the highway.

Reviewed on Nov 24, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $2,234, price is now $1,169 per person
$1,169
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
beautiful hotel, everything is new and very tasty food

Reviewed on Nov 26, 2025

Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

4 out of 5
Etobicoke
Save 100% on your flight
Price was $911, price is now $510 per person
$510
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.8/10 Excellent! (4,152 reviews)
Clean room, breakfast at Moxies was great, friendly staff

Reviewed on Nov 25, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $1,432, price is now $820 per person
$820
per person
Dec 30 - Jan 2
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
No reviews
Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,587, price is now $918 per person
$918
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,171 reviews)
Nice hotel rooms are big

Reviewed on Nov 26, 2025

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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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $143 total per night from Dec 12 to Dec 13
$143 total
Dec 12 - Dec 13
Total with taxes and fees
8.2/10 Very Good! (13,219 reviews)
Check in was a breeze. Staff very courteous

Reviewed on Nov 24, 2025

Chelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive Toronto ON
$82 nightly
The price is $101 total per night from Dec 11 to Dec 12
$101 total
Dec 11 - Dec 12
Total with taxes and fees
7.4/10 Good! (6,260 reviews)
Food was amazing. Staff and service was excellent. What a great establishment.

Reviewed on Nov 25, 2025

Toronto Don Valley Hotel and Suites
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St Toronto ON
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $174 total per night from Nov 30 to Dec 1
$174 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (5,462 reviews)
Clean room

Reviewed on Nov 21, 2025

DoubleTree by Hilton Hotel Toronto Downtown
See all 5,156 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 entertainment choices and shops in this vibrant area.

Mel Lastman Square

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

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 art scene and shops in this vibrant area.

Toronto Centre for the Arts

Things to do

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

$46
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$33
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Horseshoe Falls

Niagara Falls Day Tour from Toronto

$67
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.