Windsor Terrace Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Holiday Package Deals in Windsor Terrace

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,672, price is now CA $1,015 per person
CA $1,015
per person
Jan 23 - Jan 30
found 3 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,333, price is now CA $2,079 per person
CA $2,079
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $4,235, price is now CA $2,649 per person
CA $2,649
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (723 reviews)
Fire alarm went off three times in middle of the night and no apology or refund.

Reviewed on Nov 8, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was CA $2,095, price is now CA $1,311 per person
CA $1,311
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)
Very clean, attentive staff and very helpful

Reviewed on Nov 8, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,286, price is now CA $1,448 per person
CA $1,448
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Incredible views, ambiance, staff, and overall experience! The only thing to note is that it can be quite loud since you're right on the waterfront and the ferries and boats sound their horns frequently

Reviewed on Nov 8, 2026

Where to stay in Windsor Terrace

Find the best Windsor Terrace areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Terrace
A busy urban square with tall buildings, American flags, and a crowd of people.

Manhattan

8 out of top 10 points of interest in this area

Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue.

Find hotels in Manhattan

Windsor Terrace Hotel Deals

ROW NYC

ROW NYC

4 out of 5
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Nov 30 to Dec 1
CA $253
CA $360 total
Nov 30 - Dec 1
includes taxes & fees
8/10 Very good! (3,082 reviews)
"Amazing location! Good value hotel. The lifts/elevators are an issue. They need to be updated. Room is basic but everything you need and appropriate for cost. Would recommend hotel"

Reviewed on Nov 9, 2026

ROW NYC
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave New York NY
9/10 Wonderful! (2,371 reviews)
"Loved the location of the property. We had a beautiful view of the St. Patrick's Cathedral from our room. Stacey at the front desk was amazing, wonderful customer service."

Reviewed on Nov 9, 2026

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Lotte New York Palace
Pod Times Square

Pod Times Square

3 out of 5
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 29 to Nov 30
CA $122
CA $187 total
Nov 29 - Nov 30
includes taxes & fees
9.2/10 Wonderful! (6,311 reviews)
"Wonderful would go again"

Reviewed on Nov 9, 2026

Pod Times Square
See all 12,342 properties in Windsor Terrace
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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Frequently asked questions

How much does a Windsor Terrace vacation package cost?
Starting from as low as CA $1,015, you can customize your Windsor Terrace package the way you want. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Windsor Terrace?
Book everything in one place with our Windsor Terrace vacation packages. You'll find deals on hotels, flights, tours and more that'll keep your credit card happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotel options throughout the world to pick from, you have countless opportunities to mix and match as you like.
Where should I stay in Windsor Terrace?
Make sightseeing easier by staying right around the corner from Windsor Terrace's big attractions. Brooklyn Bridge and Yankee Stadium are two of the most popular.
How far in advance should I book my Windsor Terrace vacation?
Search Expedia to compare international airfares as soon as possible. You can generally purchase a ticket up to a year prior to departure. If it's too early for your preferred carrier, or you've left things to the last moment, fear not. Low prices to Windsor Terrace occasionally appear a few weeks before departure.
What does an Expedia Windsor Terrace travel package include?
Hotels, flights and rental cars — we have them covered. With Expedia, you can shape your Windsor Terrace travel package your way. All you have to do is decide exactly what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Windsor Terrace travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock great discounts. You're not limited to hotels, though. We've got island resorts, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a Windsor Terrace Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in control. We have more than 550 airline partners throughout the world, so you have lots of choice when putting together your Windsor Terrace getaway.
If I'm not able to travel, can I cancel my Windsor Terrace vacation package?
Yes, you can. We realize life doesn't always go to plan, so we're happy to help if you have to make changes to your Windsor Terrace vacation package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Stay near popular Windsor Terrace attractions

Park Slope Performing Arts

Enjoy an outing to Park Slope Performing Arts during your stay in Brooklyn. Discover the charming cafes and great live music in this vibrant area.
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Things to do

Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

CA $50
per adult
82% of travellers recommend
American Museum of Natural History Tickets
Edge Immersive Observation Deck Ticket

Edge Immersive Observation Deck Ticket

CA $61
per adult
94% of travellers recommend
Edge Immersive Observation Deck Ticket
NYC Pub Crawl & Rooftop Clubbing Experience

NYC Pub Crawl & Rooftop Clubbing Experience

CA $35
per adult
NYC Pub Crawl & Rooftop Clubbing Experience
See all activities in New York
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.