Willowdale Vacations from $227

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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.
Sunrise BnB with Free Parking

Sunrise BnB with Free Parking

2 out of 5
East York
Save 100% on your flight
Price was $410, price is now $227 per person
$227
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
7.6/10 Good! (30 reviews)
Yes everything looks incredible in good hands.

Reviewed on Nov 7, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,366, price is now $722 per person
$722
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Room was perfect - we note that check out is 12pm but at 10am we already had housekeeping asking us when we were going to leave. Breakfast was good but overstuffed - waiters were hovering waiting for you to put something down and then take it.

Reviewed on Dec 3, 2025

Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Northeast Mississauga
Save 100% on your flight
Price was $1,110, price is now $606 per person
$606
per person
Feb 18 - Feb 25
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

Altitude Suites on Yonge

Altitude Suites on Yonge

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,294, price is now $715 per person
$715
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip 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

Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Save 100% on your flight
Price was $608, price is now $346 per person
$346
per person
Feb 13 - Feb 16
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
9/10 Wonderful! (321 reviews)
The staff was wonderful and the room was beautiful!

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
$115 nightly
The price is $141 total per night from Jan 1 to Jan 2
$141 total
Jan 1 - Jan 2, 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
$200 nightly
The price is $245 total per night from Dec 14 to Dec 15
$245 total
Dec 14 - Dec 15
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 22 to Dec 23
$140 total
Dec 22 - Dec 23
Total with taxes and fees
8.4/10 Very Good! (4,946 reviews)
Great stay. Fast checkin & out

Reviewed on Nov 27, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 5,215 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 entertainment choices and shops in this walkable 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 acclaimed art scene and shops in this vibrant 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.