Willowdale Vacations from $503

Book a Hotel + Flight or Car together to unlock savings

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.
The Noho Entertainment District

The Noho Entertainment District

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $787, price is now $503 per person
$503
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
9.6/10 Exceptional! (57 reviews)
Host wasn’t responsive and didn’t communicate well, but a fantastic property and well maintained. Would certainly recommend.

Reviewed on Dec 1, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,175, price is now $710 per person
$710
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
The room was great with nice finishes and was well kept. My only issue was the way the doors slammed so loud it would sometimes startle you

Reviewed on Dec 12, 2025

12 York by CN tower

12 York by CN tower

2 out of 5
Downtown Toronto
Save 100% on your flight
Price was $884, price is now $549 per person
$549
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (14 reviews)
great team, great unit

Reviewed on Nov 28, 2025

Cityplace Executive Suites

Cityplace Executive Suites

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $949, price is now $609 per person
$609
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.2/10 Very Good! (37 reviews)
Great spot! We had a wonderful experience

Reviewed on Nov 23, 2025

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
$121 nightly
The price is $149 total per night from Jan 12 to Jan 13
$149 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
8.2/10 Very Good! (13,423 reviews)
The room was good. I really think that the hotel could upgrade the room coffee…..instant coffee is a poor choice. I mentioned to the front desk staff that cleaning the bathroom vent/fan cover is imperative. Standing in the bath/shower and looking at a dirty fan cover is very disheartening.

Reviewed on Dec 11, 2025

Chelsea Hotel, Toronto
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $231 total per night from Dec 27 to Dec 28
$231 total
Dec 27 - Dec 28
Total with taxes and fees
9/10 Wonderful! (7,482 reviews)
SUPERB!

Reviewed on Dec 10, 2025

Fairmont Royal York
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
$115 nightly
The price is $141 total per night from Jan 4 to Jan 5
$141 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (5,013 reviews)
The best breakfast as far as hotels we know in the area. Great hot and cold choices and excellent service!

Reviewed on Dec 11, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 5,259 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 entertainment choices and shops in this vibrant 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 entertainment choices 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

$33
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$28
per adult
88% 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)

$121
per adult
84% 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.