Windfields Vacations from $786

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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

$786

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip flight included

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

9.4/10 Exceptional! (4,956 reviews)

Lovely hotel right in the heart of downtown Toronto. It’s about a 15-minute walk to Union Station for GO trains and the UP Express to the airport. The breakfast buffet was always fully stocked, and the hotel is close to plenty of shops and restaurants. The room was clean and well-kept every day. The staff were excellent — they welcomed us every time we entered or left the hotel. We also used the luggage hold for a few hours after checkout, which was a real bonus with a late flight. It let us enjoy an extra day exploring the city without dragging our bags around.

Reviewed on Oct 17, 2026

Spectacular Views Apartments

Downtown Toronto

Save 100% on your flight

$1,027

per person

Nov 28 - Dec 3

found 10 hours ago

Roundtrip flight included

Miami (MIA) to Toronto (YYZ)

8.8/10 Excellent! (52 reviews)

Four Seasons Hotel Toronto

Old Toronto

$1,261

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

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

9.6/10 Exceptional! (1,006 reviews)

1 Hotel Toronto

Downtown Toronto

$946

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

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

9.4/10 Exceptional! (827 reviews)

Always excellent! Iffie at the front desk and Kenzi at Harriet’s Rooftop are absolute gems. It was a really lovely stay.

Reviewed on Oct 17, 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

7 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

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.

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!

A large wooden climbing structure with multiple levels and ropes.

Scarborough

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.

Windfields Hotel Deals

Chelsea Hotel, Toronto

22 Elm St Toronto ON

Fully refundableReserve now, pay when you stay

$144 nightly

$172 total

Oct 25 - Oct 26

Total with taxes and fees

8.8/10 Excellent! (2,438 reviews)

"Comfortable, well maintained and well located"

Reviewed on Oct 17, 2026

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

$158 nightly

$190 total

Nov 15 - Nov 16

Total with taxes and fees

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON

$99 nightly

$119 total

Nov 16 - Nov 17

Total with taxes and fees

7.8/10 Good! (7,102 reviews)

"very clean nice balcony. nice bar and bistro. love the location and area especially in the fall."

Reviewed on Oct 17, 2026

See all 6,604 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.