Willowdale Vacations from $733

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,164, price is now $733 per person
$733
per person
Jun 16 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,567 reviews)
Really good breakfast

Reviewed on Apr 13, 2026

Bright Suites Finch West

Bright Suites Finch West

4 out of 5
North York
Save 100% on your flight
Price was $2,028, price is now $1,359 per person
$1,359
per person
Jun 21 - Jun 26
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (47 reviews)
Nice stay, great view to the City

Reviewed on Apr 9, 2026

Nester Finn St. Lawrence Market

Nester Finn St. Lawrence Market

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,626, price is now $1,094 per person
$1,094
per person
Jun 21 - Jun 26
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (49 reviews)
Nester Finn St. Lawrence Market was the best property for my wants and needs. The staff was incredibly friendly and accommodating with us. The unit itself was beautiful and clean and had every feature we could have asked for. The living room was incredibly spacious and allowed us to relax at any point during the day. I would recommend this property to anyone looking to stay in the area and we cannot wait to return soon!

Reviewed on Apr 13, 2026

Glenerin Inn

Glenerin Inn

3.5 out of 5
Erin Mills
Save 100% on your flight
Price was $1,117, price is now $763 per person
$763
per person
Jun 21 - Jun 26
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.4/10 Very Good! (1,000 reviews)
Lovely property, quiet. Staff were friendly and helpful. Thank you so much

Reviewed on Apr 11, 2026

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

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

3 out of 5
Stoney Creek
Price was $2,171, price is now $1,515 per person
$1,515
per person
Jun 21 - Jun 26
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (14 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

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

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
$165 nightly
The price is $203 total per night from May 10 to May 11
$203 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (5,668 reviews)
Good location, good hotel

Reviewed on Apr 13, 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
$147 nightly
The price is $181 total per night from Apr 19 to Apr 20
$181 total
Apr 19 - Apr 20
Total with taxes and fees
8.4/10 Very Good! (14,527 reviews)
Staff was lovely, location was great with easy access to many neighborhoods. The room as not sparkling clean, there were definitely a few areas that needed more TLC. The complementary conditioner was empty, the TV remote didn’t work so we couldn’t use the TV. Not huge deal breakers but I would have ...

Reviewed on Apr 14, 2026

Chelsea Hotel, Toronto
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $245 total per night from Apr 17 to Apr 18
$245 total
Apr 17 - Apr 18
Total with taxes and fees
9.2/10 Wonderful! (2,815 reviews)
Really good breakfast

Reviewed on Apr 13, 2026

Hotel Riu Plaza Toronto
See all 5,350 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

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 vibrant area.

Mel Lastman Square

Gibson Park

After visiting Gibson Park, make a plan to see the other sights and activities in Toronto. Experience the acclaimed art scene and entertainment choices in this walkable area.

Gibson Park

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: 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)

$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.