Westchester Square Vacation Packages

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Top Holiday Package Deals in Westchester Square

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

The Ned NoMad

5 out of 5
Manhattan
Price was CA $1,591, price is now CA $972 per person
CA $972
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (120 reviews)
Everything was great except charging to refill your coffee at the restaurant for breakfast $9 is insane. Been traveling all over the world and this is a first.

Reviewed on Apr 17, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $7,190, price is now CA $4,007 per person
CA $4,007
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,719, price is now CA $1,536 per person
CA $1,536
per person
Jun 28 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Hotel was great, beautiful room and very accommodating staff. Only minor complaint is pertaining to tech issues experienced there. The wifi seemed very spotty, and the 1 Hotel App was very glitchy, the in-room dining was not working properly. The phones worked and staff was very helpful, so it all worked out. The roof bar got quite busy around 5p and it took 45 minutes to order a drink, may need more bar staff. Absolutely amazing views from the suite. Especially at night. All in all, good experience - I'll come back.

Reviewed on Apr 16, 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was CA $2,459, price is now CA $1,514 per person
CA $1,514
per person
Jun 25 - Jun 30
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,827 reviews)
Located in the heart of Manhattan staff very friendly

Reviewed on Apr 17, 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was CA $2,382, price is now CA $1,484 per person
CA $1,484
per person
Jun 25 - Jun 30
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (1,799 reviews)
Clean Room, near Shops and Dennis tried to accommodate due to TV not working in rm#701 and then moved to rm#401 but the heat did not work in that room so we were given a portable heater

Reviewed on Apr 15, 2026

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
Manhattan

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,072 area reviews)

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

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $300 per night from Apr 26 to Apr 27
CA $300
CA $412 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (6,676 reviews)
I am writing to express my dissatisfaction with my recent stay at your hotel. Unfortunately, my experience was extremely poor. The room had a very strong musty smell, and the ceiling was covered in visible mold. The humidity was overwhelming and even caused me respiratory discomfort. The bathroom ...

Reviewed on Apr 17, 2026

Hyatt Grand Central New York
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Apr 19 to Apr 20
CA $159
CA $250 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (5,391 reviews)
This was a wonderful option if you want to be close to all the theaters and action of time square!! Highly recommend!

Reviewed on Apr 17, 2026

Hotel Edison Times Square
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Apr 26 to Apr 27
CA $165
CA $194 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (3,667 reviews)
Great room and space was fine - was thinking room would be smaller! Coffee maker was a bonus. Staff at desk were always lovely and friendly. Mostly fine for waiting for lifts/elevators but at busier times was a longer wait. There are 3 though so wasn’t too bad as other reviews worried me about this ...

Reviewed on Apr 17, 2026

DoubleTree by Hilton New York Downtown
See all 12,521 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.
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Frequently asked questions

How much does a Westchester Square vacation package cost?
The most affordable Westchester Square vacation package is CA $972, 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

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $66
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Madame Tussauds New York Celebrity Wax Museum

Madame Tussauds New York Celebrity Wax Museum

CA $50
per traveller
90% of travellers recommend
Madame Tussauds New York Celebrity Wax Museum
Empire State Building Observatory Tickets - General Admission & Express

Empire State Building Observatory Tickets - General Admission & Express

CA $127
per adult
90% of travellers recommend
Empire State Building Observatory Tickets - General Admission & Express
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.