Windfields Vacations from $609

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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.

The Waterside Inn

Port Credit

$609

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Miami (MIA) to Toronto (YYZ)

8.6/10 Excellent! (1,084 reviews)

No one served our room with clean towels for the three days while we were staying there. There was no coffee, condiments, and no one came to refill. Our washing machine was broken. They left only one dishwasher cleaning tab when we checked . There was construction on the balconies which we were informed of. But it was very noisy through the whole building. The hotel is tired and needs some updating.

Reviewed on Sep 1, 2026

1 Hotel Toronto

Downtown Toronto

$2,226

per person

Oct 5 - Oct 12

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

Revery Toronto Downtown, Curio Collection by Hilton

Downtown Toronto

$1,549

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (1,363 reviews)

Clean room, helpful staff.

Reviewed on Sep 1, 2026

Park Hyatt Toronto

Old Toronto

$2,584

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.2/10 Wonderful! (1,015 reviews)

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto

$1,426

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (990 reviews)

Great new place, will stay again. No problem!

Reviewed on Sep 1, 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

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON

$107 nightly

$129 total

Sep 30 - Oct 1

Total with taxes and fees

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

$147 nightly

$176 total

Sep 6 - Sep 7

Total with taxes and fees

9/10 Wonderful! (1,620 reviews)

"Kids enjoyed the game play room and the pool with the water slide"

Reviewed on Sep 1, 2026

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

Fully refundable

$160 nightly

$192 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.