Willowdale Vacations from $600

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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.
Nester Finn Entertainment District

Nester Finn Entertainment District

4 out of 5
Downtown Toronto
Price was $812, price is now $600 per person
$600
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (11 reviews)
In the Heart of Downtown Toronto.. minutes to baseball, hockey, Entertainment Area, and U of Toronto…

Reviewed on Apr 1, 2026

Park Inn By Radisson Toronto - Markham

Park Inn By Radisson Toronto - Markham

3.5 out of 5
Save 100% on your flight
Price was $901, price is now $652 per person
$652
per person
Jun 17 - Jun 21
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7/10 Good! (2,248 reviews)
The property is in a great location, but the rooms are definitely outdated and a bit on the dirty side with old stains on the walls and the ground, check-in was quick and easy, and the staff are very helpful and friendly

Reviewed on Mar 29, 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 $1,309, price is now $957 per person
$957
per person
May 21 - May 26
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Toronto (YYZ)
9.6/10 Exceptional! (2,291 reviews)
All in all good, but some of the room furniture was visibly damaged. In addition, the food and beverage "credit" could only be used at the restaurant. It should be included for room service if you choose to.

Reviewed on Apr 1, 2026

Staybridge Suites Oakville by IHG

Staybridge Suites Oakville by IHG

3 out of 5
Save 100% on your flight
Price was $958, price is now $706 per person
$706
per person
Jun 17 - Jun 21
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (1,005 reviews)
Friendly helpful staff. Hotel is as advertised with no negative surprises. Room was showing a little wear but was very clean.

Reviewed on Mar 30, 2026

The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
Price was $929, price is now $686 per person
$686
per person
May 21 - May 26
found 20 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.6/10 Exceptional! (506 reviews)
i really enjoyed my stay would definitely come again

Reviewed on Mar 29, 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
$155 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! (2,595 reviews)
The breakfast was outstanding. Property is tight because it is in downtown, but excellent staff, so so welcoming.

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! (5,574 reviews)
The shower room base is very slippery

Reviewed on Apr 1, 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
$128 nightly
The price is $157 total per night from Apr 5 to Apr 6
$157 total
Apr 5 - Apr 6
Total with taxes and fees
8.4/10 Very Good! (14,307 reviews)
Yes

Reviewed on Apr 2, 2026

Chelsea Hotel, Toronto
See all 5,293 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

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

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

$50
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
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
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.