Willowdale Vacations from $553

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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 $802, price is now $553 per person
$553
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $1,964, price is now $1,293 per person
$1,293
per person
Jun 12 - Jun 15
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
We were so impressed with our stay at the RIU. The staff weren’t above and beyond to assure that our stay was a great one. Right from the Bellman at the entrance to the restaurant staff, everyone was extremely friendly and welcoming. The location is ideal. You can get wherever you need to go within about 30 to 40 minutes whether it’s shopping or taking in a sporting event. The complementary buffet breakfast was also outstanding.

Reviewed on Apr 9, 2026

Luxury 2 bedroom 2 full baths rooms

Luxury 2 bedroom 2 full baths rooms

4 out of 5
Price was $877, price is now $624 per person
$624
per person
Jun 30 - Jul 4
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Toronto (YYZ)
5/10 (4 reviews)
It was clean but overall poor communication, it took us 3 times to call for them to answer when we got there, the beds were rock hard, I was told check in was at 3pm but when I got there I had to pay $50 because “check in was at 5pm” also wasn’t told we would be staying with somebody else until we got there

Reviewed on Nov 11, 2022

GLOBALSTAY Modern 3 BD House in Brampton

GLOBALSTAY Modern 3 BD House in Brampton

4 out of 5
Price was $1,450, price is now $1,045 per person
$1,045
per person
Jun 30 - Jul 4
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Toronto (YYZ)
9/10 Wonderful! (34 reviews)
Spacious clean house, good location

Reviewed on Feb 9, 2026

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $785, price is now $572 per person
$572
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (1,552 reviews)
Pros: Quiet room, close to restaurants Cons: rooms are rundown and old, dirty sofas and carpet, mattresses are old and squeaky

Reviewed on Apr 5, 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
$141 nightly
The price is $172 total per night from Apr 12 to Apr 13
$172 total
Apr 12 - Apr 13
Total with taxes and fees
8.4/10 Very Good! (14,426 reviews)
Rooms are clean, staff is friendly, family pool was very busy, wish the age for upstairs pool was 16+ as my daughters couldn’t go even tho we just wanted to sit in the hot tub, and instead had to go to the family one which was busy and full of kids.

Reviewed on Apr 8, 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! (5,626 reviews)
The staff here are absolutely wonderful people. Extremely helpful and very happy to assist you. The bed and pillows were fantastic. We both had perfect sleeps. The breakfast was delicious with many options. The main floor bathrooms were spic and span clean. Fantastic location close to many outstanding ...

Reviewed on Apr 8, 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
$201 nightly
The price is $247 total per night from Apr 19 to Apr 20
$247 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (2,705 reviews)
good very good

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.