Willowdale Vacations from $785

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

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.
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
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,879 reviews)
Everything was super. Really enjoyed the stay

Reviewed on Jul 2, 2025

GLOBALSTAY Modern Lillian St Apartments

GLOBALSTAY Modern Lillian St Apartments

4.5 out of 5
Old Toronto
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Toronto (YYZ)
7.2/10 Good! (86 reviews)
This property is just as described.

Reviewed on Jun 22, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (526 reviews)
Excellent service, very clean rooms, perfect location!

Reviewed on Jul 2, 2025

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.4/10 Exceptional! (225 reviews)
They changed our condo for any uses but was excellent.

Reviewed on Jun 26, 2025

Cityplace Executive Suites

Cityplace Executive Suites

3.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.8/10 Excellent! (17 reviews)
Perfect location:) I’d stay here again!

Reviewed on Jun 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

6 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

Novotel Toronto North York
Novotel Toronto North York
3.5 out of 5
3 Park Home Avenue, Toronto, ON
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $210 total per night from Jul 24 to Jul 25
$210 total
Jul 24 - Jul 25
Total includes taxes and fees
8/10 Very Good! (1,266 reviews)
"It was amazing as the hotel is attached to North York City Center with the subway right there. Only negative waa the breakfast was $25 per peraon and Expedia syayed that check out time was noon versus 11am"

Reviewed on Jun 30, 2025

Novotel Toronto North York
Chelsea Hotel, Toronto
Chelsea Hotel, Toronto
4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $176 total per night from Jul 13 to Jul 14
$176 total
Jul 13 - Jul 14
Total includes taxes and fees
8.2/10 Very Good! (11,519 reviews)
"Excellent housekeeping staff."

Reviewed on Jun 30, 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
$174 nightly
The price is $214 total per night from Jul 13 to Jul 14
$214 total
Jul 13 - Jul 14
Total includes taxes and fees
8.4/10 Very Good! (4,230 reviews)
"We always return to this hotel - every time. Great location and the staff are so kind. Best hotel to stay at in Downtown Toronto!"

Reviewed on Jul 1, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,885 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 vibrant area.

Toronto Centre for the Arts

Gibson Park

After visiting Gibson Park, make a plan to see the other sights and activities in Toronto. Experience the entertainment choices and acclaimed art scene in this walkable area.

Gibson Park

Things to do

Horseshoe Falls

Niagara Falls Day Tour from Toronto

$68
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

$72
per adult
88% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Niagara Falls Day Tour from Toronto with Buffet Lunch

Niagara Falls all inclusive tour with skip-the-line boat and lunch

$123
per adult
80% of travellers recommend
Niagara Falls all inclusive tour with skip-the-line boat and lunch
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.