Willowdale Vacations from $352

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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.
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Save 100% on your flight
Price was $486, price is now $352 per person
$352
per person
Feb 26 - Mar 1
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
8.8/10 Excellent! (25 reviews)
High-quality accommodation with hotel-level service. Would happily stay again.

Reviewed on Dec 30, 2025

Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,221, price is now $687 per person
$687
per person
Feb 20 - Feb 24
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
9.8/10 Exceptional! (103 reviews)
Location was perfect, right in the center of Toronto. The apartment is spacious and well equipped. The WiFi was great, which I really needed as I was working from there. The building also has a nice gym. Definitely recommend!

Reviewed on Dec 17, 2025

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Save 100% on your flight
Price was $583, price is now $400 per person
$400
per person
Feb 26 - Mar 1
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
9.6/10 Exceptional! (2,077 reviews)
Overall an extraordinary hotel. The ambiance makes you feel like you don’t want to leave the room. The free breakfast food items were premium quality.

Reviewed on Jan 4, 2026

The Laundry Rooms Station Park Kitchener

The Laundry Rooms Station Park Kitchener

2 out of 5
K-W Hospital
Save 100% on your flight
Price was $783, price is now $573 per person
$573
per person
Feb 10 - Feb 16
found 3 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
9.2/10 Wonderful! (367 reviews)
We waited 20 mins to register. There wasn’t any kitchen towels. Nothing for cooking we had to bring pots and dishes from the other room we rented.

Reviewed on Dec 29, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $913, price is now $668 per person
$668
per person
Feb 13 - Feb 15
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
I forgot something in the room and the staff had it saved for me and returned it only if I had my ID. Terrific service I’ve been to places where they would’ve said it’s gone you forgot it but 1 Hotel Toronto cares about their clientele

Reviewed on Jan 2, 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(4,700 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
$117 nightly
The price is $143 total per night from Jan 7 to Jan 8
$143 total
Jan 7 - Jan 8
Total with taxes and fees
8.4/10 Very Good! (13,724 reviews)
Great stay. Nice, centric, clean room.

Reviewed on Jan 4, 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
$87 nightly
The price is $106 total per night from Jan 7 to Jan 8
$106 total
Jan 7 - Jan 8
Total with taxes and fees
8.4/10 Very Good! (5,126 reviews)
What an incredible stay . Close to everything. Thanks

Reviewed on Jan 2, 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
$151 nightly
The price is $186 total per night from Jan 6 to Jan 7
$186 total
Jan 6 - Jan 7
Total with taxes and fees
9.2/10 Wonderful! (1,161 reviews)
Kind, professional, efficient staff. Clean, comfortable room. Nice breakfast. Centrally located.

Reviewed on Jan 2, 2026

Hotel Riu Plaza Toronto
See all 5,370 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

Mel Lastman Square

You can make plans for a show at Mel Lastman Square on your trip to Toronto. Discover the acclaimed theater scene and shops in this walkable area.

Mel Lastman Square

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 art scene and shops in this walkable area.

Toronto Centre for the Arts

Mitchell Field Arena

Catch an event at Mitchell Field Arena during your trip to Toronto. Discover the acclaimed art scene and shops in this vibrant area.

Mitchell Field Arena

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$34
per adult
94% 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)

$124
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.