Windfields Vacations from $683

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Your Windfields Vacation

Take the stress and hassle out of organizing your next break with a Windfields vacation package. Immerse yourself in the sounds and sights of this wonderful neighborhood and enjoy everything it has to offer. When it's time to get out and explore, you'll find lots of awesome attractions nearby including Ontario Science Centre, Fairview Mall and Aga Khan Museum. Visit one or all during your trip to Windfields. Whatever your dream Windfields vacation may look like, you can make it a reality with Expedia.

The Latest Windfields Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Toronto

Downtown Toronto

$683

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,590 reviews)

1 Hotel Toronto

Downtown Toronto

$1,841

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (789 reviews)

Great spot!

Reviewed on Sep 1, 2026

Town Inn Suites Hotel

Downtown Toronto

$1,269

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,961 reviews)

Great location to get around downtown.

Reviewed on Sep 1, 2026

The Waterside Inn

Port Credit

$692

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip flight included

Miami (MIA) to Toronto (YYZ)

8.6/10 Excellent! (1,084 reviews)

Nice room. Comfortable bed. Great location.

Reviewed on Sep 1, 2026

Downtown Toronto near CN Tower

Downtown Toronto

Save 100% on your flight

$1,133

per person

Oct 2 - Oct 6

found 2 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

8/10 Very Good! (61 reviews)

Didn’t get the room we asked for, toilet didn’t flush, constant fire alarms, thin walls, host could not provide us with the room we paid for, refused to refund/discount us.

Reviewed on May 12, 2026

Where to stay in Windfields

Find the best Windfields areas and neighborhoods for the activities you enjoy most. Learn more about Windfields

A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

6 out of top 10 points of interest in this area

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.

A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

1 out of top 10 points of interest in this area

Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.

A row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

Etobicoke

Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.

A large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.

An aerial view of a city with a river, high-rise buildings, and a bridge.

Toronto Entertainment District

Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!

Windfields Hotel Deals

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

$146 nightly

$175 total

Sep 6 - Sep 7

Total with taxes and fees

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON

$96 nightly

$114 total

Sep 8 - Sep 9

Total with taxes and fees

7.8/10 Good! (6,910 reviews)

"Spotless room. Staff were very accommodating. It's our goto place to stay when we visit Toronto"

Reviewed on Sep 2, 2026

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

$160 nightly

$191 total

Sep 6 - Sep 7

Total with taxes and fees

See all 6,277 properties in Windfields

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.