Westchester Square 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 Westchester Square

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

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,578, price is now CA $991 per person
CA $991
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,805 reviews)
Very nice, safe hotel, and extremely close to the subway, which was wonderfully convenient. The staff were kind and very helpful.

Reviewed on Nov 2, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $6,354, price is now CA $4,071 per person
CA $4,071
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $2,000, price is now CA $1,302 per person
CA $1,302
per person
Jan 8 - Jan 14
found 3 hours ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Great!! Everything was great

Reviewed on Oct 31, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was CA $2,084, price is now CA $1,380 per person
CA $1,380
per person
Jan 7 - Jan 10
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $3,670, price is now CA $2,436 per person
CA $2,436
per person
Jan 7 - Jan 10
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.6/10 Exceptional! (723 reviews)

Where to stay in Westchester Square

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

Westchester Square 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 $250 per night from Nov 9 to Nov 10
CA $250
CA $356 total
Nov 9 - Nov 10
includes taxes & fees
8/10 Very good! (2,875 reviews)
"Very nice entryway but check in took over 30 minutes just standing in line, not enough staff. Then the elevators were another hassle as we had to wait 4 elevators to actually get on and up to our floor. On our last night there the heat didn’t work nor did our rom phone, so I had to go find housekeeping ..."

Reviewed on Nov 2, 2026

ROW NYC
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 $125 per night from Nov 22 to Nov 23
CA $125
CA $189 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (6,252 reviews)
"Not the ideal situation"

Reviewed on Nov 2, 2026

Pod Times Square
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave New York NY
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Lotte New York Palace
See all 11,670 properties in Westchester Square
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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Westchester Square vacation package cost?
The most affordable Westchester Square vacation package is CA $991, so your dream vacation can become a reality — without a hefty price tag. Combine flights, hotels and car rentals to create a package suited to your traveling style.
How do I get a cheap travel package to Westchester Square?
Creating your own Westchester Square vacation package with Expedia is one of the easiest ways to save. We have over 550 air carriers and 1,000,000 hotels across the globe. With such a huge range to pick from, you'll have no worries creating your dream escape.
Where should I stay in Westchester Square?
Vacationers come from all corners of the globe to see Brooklyn Bridge and Yankee Stadium in Westchester Square. Book yourself a room within a stone's throw of these wonderful attractions and visit them whenever you please.
What are the top hotels in Westchester Square?
Residence Inn New York The Bronx At Metro Center Atrium is one of Westchester Square's most well-known properties. Check in to a room here and you can snooze soundly knowing you're in good hands.
How far in advance should I book my Westchester Square vacation?
While not all air carriers release ticket prices early, it's usually possible to look up international airfares on Expedia up to a year in advance. This is when you'll score some fantastic deals. If you've left everything to the last minute, you may still be in luck. Discounted prices occasionally emerge just weeks prior to departure.
What does an Expedia Westchester Square travel package include?
Expedia has everything you need to plan your Westchester Square trip, but how you structure your package is entirely up to you. Select from a combination of hotels, flights and rental cars. Chasing some experiences or tours to fill in your time? Once you've made your booking, you can add them too. Whatever your budget or style, there's a package deal to suit your needs.
What should I know before booking a Westchester Square travel package?
You'll pick up terrific savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place will make your trip planning easier. So why waste your money or time? Whether you're organizing a fancy romantic getaway or a low-cost family road trip, check out our package deals today.
Can I choose my airline with a Westchester Square Expedia vacation package?
You can, and with more than 550 airlines to choose from globally, you have loads of choice. Take a look at the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Westchester Square vacation package?
Yes, you can. We get that things don't always go to plan, so we're here to help if you need to make changes to your Westchester Square vacation package. It may be possible to cancel or amend your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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
American Dream: SEA LIFE New Jersey Aquarium

American Dream: SEA LIFE New Jersey Aquarium

CA $36
per traveller
88% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
New York C3® by CityPASS®

New York C3® by CityPASS®

CA $154
per adult
New York C3® by CityPASS®
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.