Willowdale Vacations from $694

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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.
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $961, price is now $694 per person
$694
per person
Apr 17 - Apr 21
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,113 reviews)
Fantastic staff! Extremely clean room.

Reviewed on Mar 9, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,183, price is now $766 per person
$766
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,063 reviews)
Very good place to stay

Reviewed on Mar 10, 2026

Nester Entertainment District

Nester Entertainment District

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,407, price is now $947 per person
$947
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (8 reviews)
If you need a place to crash while downtown, this is a clean place with fridge, toiletries and extra towels on the 2nd floor at your convenience.

Reviewed on Mar 10, 2026

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! (1,558 reviews)
Amazing hotel! 100% recommend

Reviewed on Mar 8, 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
$142 nightly
The price is $175 total per night from Mar 11 to Mar 12
$175 total
Mar 11 - Mar 12
Total with taxes and fees
9.2/10 Wonderful! (2,156 reviews)
Very good place to stay

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! (5,522 reviews)
Very clean hotel, helpful staff, comfortable bed.

Reviewed on Mar 10, 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! (14,131 reviews)
It was convenient walking distance to our venue at Massey Hall, and we found an awesome restaurant within a few blocks. It was not a great night for sleeping because of the proximity to the hospital. You heard ambulance sirens a lot.

Reviewed on Mar 10, 2026

Chelsea Hotel, Toronto
See all 5,264 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
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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 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

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
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
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.