Willowdale Vacations from $576

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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.
Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Price was $832, price is now $576 per person
$576
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9/10 Wonderful! (343 reviews)
Very friendly staff.

Reviewed on Feb 13, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,275, price is now $781 per person
$781
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
Breakfast was very good

Reviewed on Apr 3, 2026

Crowne Plaza Toronto North York by IHG

Crowne Plaza Toronto North York by IHG

4 out of 5
North York
Save 100% on your flight
Price was $915, price is now $609 per person
$609
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.2/10 Very Good! (3,532 reviews)
The rooms were clean and there are restaurants across the street. The staff was well dressed, easy to talk to and they were very informative. I would recommend this hotel.

Reviewed on Apr 2, 2026

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

3 out of 5
Stoney Creek
Save 100% on your flight
Price was $1,808, price is now $1,260 per person
$1,260
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Miami (MIA) to Hamilton (YHM)
9/10 Wonderful! (14 reviews)
Very comfortable and well-kept townhouse. Clean, quiet, and exactly as described. Check-in was easy and communication was clear

Reviewed on Jan 12, 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 1 day 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

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

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! (5,585 reviews)
Something you can’t control. Noice of quests in the hallway woke me up.

Reviewed on Apr 3, 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
$140 nightly
The price is $171 total per night from Apr 12 to Apr 13
$171 total
Apr 12 - Apr 13
Total with taxes and fees
8.4/10 Very Good! (14,338 reviews)
Yes

Reviewed on Apr 3, 2026

Chelsea Hotel, Toronto
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$156 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! (2,613 reviews)
Breakfast was very good

Reviewed on Apr 3, 2026

Hotel Riu Plaza Toronto
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
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

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.