Willowdale Vacations from $688

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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.
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

3 out of 5
Stoney Creek
Save 100% on your flight
Price was $1,025, price is now $688 per person
$688
per person
Apr 30 - May 4
found 11 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hamilton (YHM)
7.2/10 Good! (5 reviews)
Very comfortable and well-kept townhouse. Clean, quiet, and exactly as described. Check-in was easy and communication was clear

Reviewed on Jan 12, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $2,632, price is now $1,351 per person
$1,351
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
The room was very clean, the staff were amazing and the buffet was fabulous. We would definitely recommend this hotel to family/friends.

Reviewed on Feb 24, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $3,990, price is now $2,532 per person
$2,532
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Everything was great

Reviewed on Feb 22, 2026

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,844, price is now $1,229 per person
$1,229
per person
May 2 - May 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Toronto (YYZ)
9.2/10 Wonderful! (11,444 reviews)
Staff were great, room was impeccably clean Overnight parking fees were astonishingly expensive: across the street in public parking would have been half the price, and the extra is not offset by the convenience. And a small complaint: the toilet paper is not in rolls, but in ridiculous little sheets like they used to have in gas station washrooms. Having to manage a fist full of sheets was annoying for a hotel that claims to be better than average. The location is convenient and so we will be back again (This was our third stay in the past couple of years.)

Reviewed on Feb 24, 2026

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $1,222, price is now $829 per person
$829
per person
May 2 - May 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Toronto (YYZ)
8.4/10 Very Good! (1,536 reviews)
Rooms were well kept

Reviewed on Feb 24, 2026

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

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $178 total per night from Mar 22 to Mar 23
$178 total
Mar 22 - Mar 23
Total with taxes and fees
9.2/10 Wonderful! (1,961 reviews)
The room was very clean, the staff were amazing and the buffet was fabulous. We would definitely recommend this hotel to family/friends.

Reviewed on Feb 24, 2026

Hotel Riu Plaza 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
$112 nightly
The price is $137 total per night from Mar 16 to Mar 17
$137 total
Mar 16 - Mar 17
Total with taxes and fees
8.6/10 Excellent! (5,444 reviews)
Check-in was smooth. Rooms were small but clean. Great staff.

Reviewed on Feb 24, 2026

Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $167 total per night from Mar 5 to Mar 6
$167 total
Mar 5 - Mar 6
Total with taxes and fees
8.4/10 Very Good! (14,049 reviews)
Staff were great throughout. Front desk was friendly. Housekeeping staff were friendly. Room faced east, lighting was good.

Reviewed on Feb 23, 2026

Chelsea Hotel, Toronto
See all 5,363 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 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 entertainment choices and shops in this walkable area.

Mitchell Field Arena

Things to do

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

$50
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$34
per adult
94% 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)

$138
per adult
86% 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.