Willowdale Vacations from $637

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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.
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $870, price is now $637 per person
$637
per person
Jun 5 - Jun 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,123 reviews)
Business friendly staff

Reviewed on Mar 20, 2026

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $1,428, price is now $896 per person
$896
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
8.6/10 Excellent! (1,566 reviews)
Staff was friendly. 2-bedroom suite was perfect and housekeeping took good care of us.

Reviewed on Mar 22, 2026

The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Price was $2,857, price is now $2,021 per person
$2,021
per person
Jun 15 - Jun 20
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.8/10 Exceptional! (987 reviews)
My all time favourite hotel in the world. The best location, staff and amenities.

Reviewed on Mar 15, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,277, price is now $913 per person
$913
per person
Apr 25 - Apr 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,142 reviews)
Had to turn up the heat, but it warmed quickly when fan out to hi, breakfast was amazing and a great amenitie to have as it was quite cold outside. Underground Parking was literally across the side street. Staff was helpful.

Reviewed on Mar 24, 2026

Nobu Hotel Toronto

Nobu Hotel Toronto

5 out of 5
Downtown Toronto
Price was $3,438, price is now $2,512 per person
$2,512
per person
Jun 15 - Jun 20
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.8/10 Exceptional! (130 reviews)
Superb room very clean and everything smelt amazing to the lobby, elevator and room. Very nice gym but could be expanded such as providing complimentary protein bars. Staff service was lack luster but always quick to address issues. View was nice even in the base room, would be a guest at Nobu hotel frequently. Just wish they had a loyalty program and collect 'Nobu points' or something similar. Additionally a pool would be a excellent addition at the Toronto hotel.

Reviewed on Mar 21, 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 featuring a city, an administrative buidling and heritage architecture

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(4,715 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

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $204 total per night from Mar 29 to Mar 30
$204 total
Mar 29 - Mar 30
Total with taxes and fees
9.2/10 Wonderful! (2,431 reviews)
Had to turn up the heat, but it warmed quickly when fan out to hi, breakfast was amazing and a great amenitie to have as it was quite cold outside. Underground Parking was literally across the side street. Staff was helpful.

Reviewed on Mar 24, 2026

Hotel Riu Plaza 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
$138 nightly
The price is $169 total per night from Mar 29 to Mar 30
$169 total
Mar 29 - Mar 30
Total with taxes and fees
8.6/10 Excellent! (5,556 reviews)
Clean room, relaxing space

Reviewed on Mar 24, 2026

Holiday Inn Toronto Downtown Centre by IHG
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St Toronto ON
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $180 total per night from Apr 2 to Apr 3
$180 total
Apr 2 - Apr 3
Total with taxes and fees
9/10 Wonderful! (5,714 reviews)
😀

Reviewed on Mar 24, 2026

DoubleTree by Hilton Hotel Toronto Downtown
See all 5,277 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
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Beach Vacations
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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 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

Horseshoe Falls

Niagara Falls Day Tour from Toronto

$69
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
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)
The highlight of any visit to the Hockey Hall of Fame is the Esso Great Hall, where guests can get close up to hockey's greatest treasure, the Stanley Cup.

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.