Willowdale Vacations from $505

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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.
Cozy Cottage in Niagara Falls

Cozy Cottage in Niagara Falls

3 out of 5
Clifton Hill
Price was $712, price is now $505 per person
$505
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
No reviews
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,315, price is now $721 per person
$721
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
Excellent stay. Had a great breakfast that was included. Excellent staff, very friendly and helpful

Reviewed on Apr 9, 2026

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $973, price is now $666 per person
$666
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (1,552 reviews)
The breakfast was not up to standards for the chain name "Hilton". Over priced. $28 dollars per person, thats ridiculous. Disappointment!! I was told by staff breakfast was included but that was false information.

Reviewed on Apr 9, 2026

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Save 100% on your flight
Price was $939, price is now $660 per person
$660
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (2,290 reviews)
A last minute stay did not disappoint. We arrived early and the front desk staff (who were so wonderful) was able to get us in to our room a wee early before our plans. The room- wow- we were greeted with jazz music lightly playing on both TVs! The bathroom was huge and the bedroom, complete with a fireplace. The hotel is beautifully decorated and only one block back from the Main Street allowing the serenity yet accessibility. Breakfast in bed (included) was perfect! It was a great start to the day before we indulged in a couples massage in the spa! Highly recommend!! This wont be our last stay!!

Reviewed on Apr 9, 2026

Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Price was $1,164, price is now $821 per person
$821
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (7,717 reviews)
Staff very friendly. Location is excellent and so was the parking. Rooms were large but a little dated. While the furniture was uncomfortable, the beds and pillows were great. I did notice a few stains on the carpet but otherwise, rooms were very clean.

Reviewed on Apr 9, 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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $150 total per night from Apr 12 to Apr 13
$150 total
Apr 12 - Apr 13
Total with taxes and fees
8.4/10 Very Good! (14,437 reviews)
Clean room

Reviewed on Apr 10, 2026

Chelsea Hotel, 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
$159 nightly
The price is $195 total per night from May 10 to May 11
$195 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (5,632 reviews)
Great rooms, clean. Unfortunately I didn't get to experience the bar or breakfast cuz it was a short stay.

Reviewed on Apr 9, 2026

Holiday Inn Toronto Downtown Centre by IHG
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $252 total per night from Apr 19 to Apr 20
$252 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (2,717 reviews)
Excellent stay. Had a great breakfast that was included. Excellent staff, very friendly and helpful

Reviewed on Apr 9, 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.
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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 vibrant 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 entertainment choices 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.