Willowdale Vacations from $451

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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.
Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
Price was $643, price is now $451 per person
$451
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.4/10 Very Good! (1,253 reviews)
Staff were supper supportive and friends and the food was great

Reviewed on Dec 29, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,063, price is now $1,193 per person
$1,193
per person
Mar 13 - Mar 18
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
I was treated with the utmost care and consideration, will be coming back again. Thank you everyone at 1 Hotel for the most enjoyable Christmas ever.

Reviewed on Dec 27, 2025

Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $993, price is now $606 per person
$606
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $957, price is now $622 per person
$622
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
The room was perfect, very clean, nice view, loved the Christmas decorations in the lobby, the amazing smell from the moment you walk in through the doors but what stood out the most and what my husband and I loved the most was the staff, their attentiveness and hospitality were a 20/10, it definitively felt like home away from home. Amazing! Would definitely come back and recommend to family and friends. Thank you so much for everything.

Reviewed on Dec 31, 2025

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $849, price is now $580 per person
$580
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (11,444 reviews)
Clean, spacious, friendly staff

Reviewed on Dec 31, 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
$122 nightly
The price is $150 total per night from Jan 31 to Feb 1
$150 total
Jan 31 - Feb 1, 2026
Total with taxes and fees
8.4/10 Very Good! (13,656 reviews)
Perfect en criss

Reviewed on Dec 29, 2025

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 $107 total per night from Jan 4 to Jan 5
$107 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (5,101 reviews)
Great all the way!

Reviewed on Dec 27, 2025

Holiday Inn Toronto Downtown Centre by IHG
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $250 total per night from Jan 1 to Jan 2
$250 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (7,616 reviews)
wonderful experience

Reviewed on Dec 31, 2025

Fairmont Royal York
See all 5,307 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
92% 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)

$123
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

$16
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.