Willowdale Vacations from $359

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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.
Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Northeast Mississauga
Price was $566, price is now $359 per person
$359
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (4,123 reviews)
Great service and excellent rooms

Reviewed on Dec 2, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $795, price is now $467 per person
$467
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
The #1 thing was the staff. I flew in to Toronto very early on a red eye and they accommodated an early check in and took great care. The rooms and hotel were very nice and clean. The staff all incredibly friendly. Will stay again and definitely recommend. Have already done so actually.

Reviewed on Dec 5, 2025

Altitude Suites on Yonge

Altitude Suites on Yonge

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,223, price is now $733 per person
$733
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
9/10 Wonderful! (78 reviews)
Further than advertised to Roger’s Stadium

Reviewed on Oct 23, 2025

Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Price was $1,223, price is now $763 per person
$763
per person
Jan 31 - Feb 4
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (103 reviews)
Absolutely outstanding!

Reviewed on Aug 7, 2025

Homewood Suites by Hilton Toronto Vaughan

Homewood Suites by Hilton Toronto Vaughan

3 out of 5
Save 100% on your flight
Price was $727, price is now $463 per person
$463
per person
Jan 23 - Jan 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
8.6/10 Excellent! (1,005 reviews)
Clean, spacious and well equipped rooms. The best pillows!!

Reviewed on Dec 5, 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
$131 nightly
The price is $161 total per night from Jan 5 to Jan 6
$161 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.2/10 Very Good! (13,327 reviews)
Great staff, big room and it was very clean

Reviewed on Nov 29, 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
$207 nightly
The price is $254 total per night from Jan 1 to Jan 2
$254 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (7,448 reviews)
Nice staff

Reviewed on Nov 29, 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
$114 nightly
The price is $140 total per night from Dec 21 to Dec 22
$140 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (4,941 reviews)
Clean.

Reviewed on Dec 5, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 5,229 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

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

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

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
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)
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
88% 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.