Willowdale Vacations from $763

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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.
Glenerin Inn

Glenerin Inn

3.5 out of 5
Erin Mills
Save 100% on your flight
Price was $1,117, price is now $763 per person
$763
per person
Jun 21 - Jun 26
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.4/10 Very Good! (1,000 reviews)
Lovely property, quiet. Staff were friendly and helpful. Thank you so much

Reviewed on Apr 11, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,331, price is now $789 per person
$789
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
Loved location. In the centre still on a quiet street. Easy to walk everywhere. Very comfortable rooms. Quiet for a good night sleep.

Reviewed on Apr 13, 2026

Bright Suites Finch West

Bright Suites Finch West

4 out of 5
North York
Save 100% on your flight
Price was $2,028, price is now $1,359 per person
$1,359
per person
Jun 21 - Jun 26
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (47 reviews)
Nice stay, great view to the City

Reviewed on Apr 9, 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
Price was $2,171, price is now $1,515 per person
$1,515
per person
Jun 21 - Jun 26
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
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

The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton

3 out of 5
Corktown
Save 100% on your flight
Price was $1,146, price is now $803 per person
$803
per person
Jun 21 - Jun 26
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (486 reviews)
Room is excellent. Include kitchenette with coffee pods and everything needed. When booking I was looking for a place with parking but could not reserve the parking until checking when I was told all spots were taken. But there are two 24 hour parking lots near by so no major problem just if you want to make sure you car is in secure parking may not be ideal. The restaurant located in the building was amazing. Highly recommend. It was called plank. Lots of bars and restaurants in the same street. So location and room was top notch. Glad I selected this place. We stayed one night.

Reviewed on Apr 12, 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
$165 nightly
The price is $202 total per night from May 10 to May 11
$202 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (5,665 reviews)
Good location, good hotel

Reviewed on Apr 13, 2026

Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
$147 nightly
The price is $180 total per night from Apr 19 to Apr 20
$180 total
Apr 19 - Apr 20
Total with taxes and fees
8.4/10 Very Good! (14,521 reviews)
The staff was great. Always happy to help. Rooms were clean. Location was amazing!!

Reviewed on Apr 13, 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
$212 nightly
The price is $260 total per night from Apr 19 to Apr 20
$260 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (2,808 reviews)
Loved location. In the centre still on a quiet street. Easy to walk everywhere. Very comfortable rooms. Quiet for a good night sleep.

Reviewed on Apr 13, 2026

Hotel Riu Plaza Toronto
See all 5,350 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 Park

After visiting Gibson Park, make a plan to see the other sights and activities in Toronto. Experience the acclaimed art scene and entertainment choices in this walkable area.

Gibson Park

Things to do

Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$29
per adult
90% of travellers recommend
Toronto: Casa Loma 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)
Hockey Hall of Fame Admission Ticket

Hockey Hall of Fame Admission Ticket

$18
per adult
90% of travellers recommend
Hockey Hall of Fame Admission 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.