Willowdale Vacations from $614

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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.
Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Save 100% on your flight
Price was $871, price is now $614 per person
$614
per person
May 13 - May 17
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9/10 Wonderful! (343 reviews)
Very friendly staff.

Reviewed on Feb 13, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,006, price is now $617 per person
$617
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
The loud noise from the heating panel/system was terrible.

Reviewed on Apr 5, 2026

Nester Finn St. Lawrence Market

Nester Finn St. Lawrence Market

4 out of 5
Downtown Toronto
Price was $1,393, price is now $945 per person
$945
per person
Jun 25 - Jun 30
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (30 reviews)
I have to say this new hotel is perfect for what I wanted. Fantastic location, new, super clean, comfy bed and pillows, little kitchenette, and quiet for downtown Toronto! Parking is not even a block away. And underground.I think it’s gonna be my new go to when I come to the city.

Reviewed on Apr 1, 2026

Nester Finn Entertainment District

Nester Finn Entertainment District

4 out of 5
Downtown Toronto
Price was $1,527, price is now $1,102 per person
$1,102
per person
Jun 25 - Jun 30
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (11 reviews)
Great location. Friendly staff. Nice little boutique hotel.

Reviewed on Apr 2, 2026

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $874, price is now $635 per person
$635
per person
Jun 7 - Jun 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (2,291 reviews)
We have stayed at the Sterling 7 or 8 times now and its the only place we will stay when visiting the falls. The rooms are all unique and amazing. But the biggest reason we stay here is the cleanliness and never having to deal with kids or parties. They have a really good staff that make sure everyone is respectful and gets a great sleep.

Reviewed on Apr 5, 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

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(4,756 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
$133 nightly
The price is $164 total per night from Apr 12 to Apr 13
$164 total
Apr 12 - Apr 13
Total with taxes and fees
8.4/10 Very Good! (14,382 reviews)
Everything was great- just be aware that the hot tub and sauna upstairs are not very big and fill up quickly. Not a lot of space to relax up by the pool but I kind of expected that since it’s in a busy city like Toronto. Hotel staff was very helpful and accommodating

Reviewed on Apr 5, 2026

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
$157 nightly
The price is $193 total per night from Apr 6 to Apr 7
$193 total
Apr 6 - Apr 7
Total with taxes and fees
8.6/10 Excellent! (5,605 reviews)
Nice hotel

Reviewed on Apr 5, 2026

Holiday Inn Toronto Downtown Centre by IHG
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $266 total per night from Apr 19 to Apr 20
$266 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (2,652 reviews)
The loud noise from the heating panel/system was terrible.

Reviewed on Apr 5, 2026

Hotel Riu Plaza Toronto
See all 5,359 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.
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Discover the most popular places to visit in Willowdale

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

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

Gibson House Museum

You can spend time browsing the exhibits at Gibson House Museum during your trip to Toronto. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Gibson House Museum

Things to do

Niagara Falls Day Tour from Toronto

Niagara Falls Day Tour from Toronto

$52
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$34
per adult
92% 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.