Willowdale Vacations from $591

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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.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $805, price is now $591 per person
$591
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,249 reviews)
Hotel is dated and worn, dust on bedroom beams and dated clock radio, needs fresh coat of paint from around fireplace to furniture. Pillows were terribly uncomfortable, bed was good. Restaurant appears top notch but only open dinner hours. We were hoping to enjoy an afternoon drink at the bar, wee bit disappointed. Staff was great, steam shower and breakfast in bed was highlight of our stay. Little bit too far to walk to falls. Unfortunately would not return for lack of little details. Again, staff was great!

Reviewed on Mar 9, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,212, price is now $719 per person
$719
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,063 reviews)
The property was clean with a nice fragrance but the amenities were lacking.

Reviewed on Mar 10, 2026

Luxury 2 bedroom 2 full baths rooms

Luxury 2 bedroom 2 full baths rooms

4 out of 5
Price was $1,198, price is now $805 per person
$805
per person
May 10 - May 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
5/10 (4 reviews)
It was clean but overall poor communication, it took us 3 times to call for them to answer when we got there, the beds were rock hard, I was told check in was at 3pm but when I got there I had to pay $50 because “check in was at 5pm” also wasn’t told we would be staying with somebody else until we got there

Reviewed on Nov 11, 2022

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Save 100% on your flight
Price was $1,119, price is now $800 per person
$800
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (1,555 reviews)
Amazing hotel! 100% recommend

Reviewed on Mar 8, 2026

TownePlace Suites by Marriott Toronto Northeast/Markham

TownePlace Suites by Marriott Toronto Northeast/Markham

3 out of 5
Price was $934, price is now $692 per person
$692
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.8/10 Excellent! (1,002 reviews)
Bathroom could have been cleaner :)

Reviewed on Mar 9, 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 18 to Mar 19
$178 total
Mar 18 - Mar 19
Total with taxes and fees
9.2/10 Wonderful! (2,151 reviews)
The property was clean with a nice fragrance but the amenities were lacking.

Reviewed on Mar 10, 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 refundableReserve now, pay when you stay
$115 nightly
The price is $141 total per night from Apr 2 to Apr 3
$141 total
Apr 2 - Apr 3
Total with taxes and fees
8.6/10 Excellent! (5,520 reviews)
Exceptional service really great location. Very reasonable, spacious rooms, including bathroom amenities. Nice restaurant with plenty of options, really nice bar downstairs. Fast check-in as well fast checkout. Pool for ever. Lots of dining options around.

Reviewed on Mar 9, 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
$125 nightly
The price is $153 total per night from Mar 15 to Mar 16
$153 total
Mar 15 - Mar 16
Total with taxes and fees
8.4/10 Very Good! (14,128 reviews)
I enjoyed the area. We came to Toronto to celebrate our Anniversary at the Raptors game on the sunday. We came in on the Saturday and stayed until Monday. The first room we were in had no heat. I went to the front desk and they changed our room on the Sunday with a free upgrade which was so sweet. ...

Reviewed on Mar 10, 2026

Chelsea Hotel, Toronto
See all 5,228 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
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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 art 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 theater scene and shops in this vibrant 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 vibrant area.

Mitchell Field Arena

Things to do

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)
Horseshoe Falls

Niagara Falls Day Tour from Toronto

$69
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
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
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.