Willowdale Vacations from $569

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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.
Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Save 100% on your flight
Price was $858, price is now $569 per person
$569
per person
Jan 14 - Jan 19
found 16 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7/10 Good! (181 reviews)
Beautiful apartment, well maintained, and easy check-in. Would definitely stay again.

Reviewed on Dec 13, 2025

Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Price was $1,049, price is now $620 per person
$620
per person
Feb 9 - Feb 12
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.8/10 Exceptional! (103 reviews)
Absolutely outstanding!

Reviewed on Aug 7, 2025

HostlyStays Luxury Suites

HostlyStays Luxury Suites

2 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,455, price is now $1,555 per person
$1,555
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
10/10 Exceptional! (1 review)
Absolutely awesome stay. Incredible value for money, suite was clean and inviting. Will 200% stay with them again!! A+++

Reviewed on Dec 12, 2025

Fairmont Royal York Gold Experience

Fairmont Royal York Gold Experience

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,708, price is now $1,816 per person
$1,816
per person
Feb 18 - Feb 23
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Toronto (YYZ)
9.4/10 Exceptional! (182 reviews)
everything was five star excellent, food and service and room

Reviewed on Nov 24, 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

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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $149 total per night from Jan 14 to Jan 15
$149 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
8.2/10 Very Good! (13,423 reviews)
The room was good. I really think that the hotel could upgrade the room coffee…..instant coffee is a poor choice. I mentioned to the front desk staff that cleaning the bathroom vent/fan cover is imperative. Standing in the bath/shower and looking at a dirty fan cover is very disheartening.

Reviewed on Dec 11, 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
$115 nightly
The price is $141 total per night from Jan 4 to Jan 5
$141 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (5,037 reviews)
Had a minor issue in the first room, staff was very kind and accommodating and even upgraded us to a better room! Every staff member we spoke with was friendly and welcoming as well.

Reviewed on Dec 14, 2025

Holiday Inn Toronto Downtown Centre by IHG
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $231 total per night from Dec 27 to Dec 28
$231 total
Dec 27 - Dec 28
Total with taxes and fees
9/10 Wonderful! (7,507 reviews)
Lovely check in staff, room was comfy, clean and roomy as usual

Reviewed on Dec 12, 2025

Fairmont Royal York
See all 5,259 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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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 entertainment choices 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 acclaimed art scene and shops in this vibrant area.

Mitchell Field Arena

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$33
per adult
92% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$29
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Niagara Falls lit up at night with firework show nearby

Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)

$121
per adult
84% 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.