Willowdale Vacations from $706

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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.
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $976, price is now $706 per person
$706
per person
Jun 4 - Jun 9
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,823, price is now $1,119 per person
$1,119
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
The room was great and enjoyed the buffet breakfast. The staff was superb though the night I checked in the 2 people working the front desk were a bit off for me. Loved how easy it was to travel aroubd from the location. If you dont need a pool, would definitely recommend it.

Reviewed on Apr 11, 2026

Holiday Inn Express Toronto - Downtown by IHG

Holiday Inn Express Toronto - Downtown by IHG

3 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,469, price is now $1,015 per person
$1,015
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (1,982 reviews)
It checked all the boxes for an Express.

Reviewed on Apr 9, 2026

GUESTIC at Queen West

GUESTIC at Queen West

2 out of 5
Old Toronto
Save 100% on your flight
Price was $5,288, price is now $3,740 per person
$3,740
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
4/10 (1 review)
Radisson Blu Toronto Downtown

Radisson Blu Toronto Downtown

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,383, price is now $1,003 per person
$1,003
per person
Jun 27 - Jul 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (2,903 reviews)
Breakfast was good the server was outstanding

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
Fully refundable
$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! (5,653 reviews)
Breakfast great Rooms amazing they were so clean and great Hot water great People smoking pot in their room and stairways was horrible stink was so bad Great location and the staff made up for it

Reviewed on Apr 11, 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
$159 nightly
The price is $195 total per night from Apr 19 to Apr 20
$195 total
Apr 19 - Apr 20
Total with taxes and fees
8.4/10 Very Good! (14,487 reviews)
Clean room, comfortable bed but no duvet covers on duvet and poor sound insulation from next room meaning sleep was disrupted. They blamed it on giving me a connected room. They gave me a late check out to 6 as opposed to 11 to make up for this but I had raised these concerns earlier. Location is ...

Reviewed on Apr 12, 2026

Chelsea Hotel, Toronto
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
$226 nightly
The price is $277 total per night from Apr 19 to Apr 20
$277 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (2,780 reviews)
Fairly basic for the price.

Reviewed on Apr 12, 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.