New Square Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • 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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    Plan, book, and manage your trip all in one place

Your New Square Vacation

Book a custom vacation package to New Square and prepare to experience this amazing city your way. Consider staying in the neighborhood of Montrose, which is good for walking and a whole lot more. Every trip to New Square needs a well-thought-out itinerary. Fill yours with major attractions such as New York Country Club, Sunbridge Institute and St. Pauls Episcopal Church. Your perfect New Square vacation is only clicks away. Search hotels, flights and more on Expedia for a trip that's tailored just for you.

Top New Square Vacation Deals

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,692, price is now CA $984 per person
CA $984
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $2,514, price is now CA $1,371 per person
CA $1,371
per person
Jan 22 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was CA $3,716, price is now CA $2,105 per person
CA $2,105
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)

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,083, price is now CA $1,284 per person
CA $1,284
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
Three of us stayed in a room and paid extra for 3 people and a pull out coach. The coach did not open all the way. We got in late and dealt with it. We told the customer service department who we also sent pictures to. She had us register a complaint with corporate customer service. They basically said it was not true (see pictures below) and that we didn't say anything at the hotel, again, which is not true. The hotel is nice, great location and a nice breakfast, but disappointed in the lack of attention to our situation. We paid extra for nothing. Will never say here again.

Reviewed on Nov 11, 2026

33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Price was CA $2,268, price is now CA $1,399 per person
CA $1,399
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
The staff is amazing, especially Tommy and Chris. Super helpful and welcoming. Our room was spotless and beautiful in a city where things are not easily kept that way.

Reviewed on Nov 7, 2026

Ready to book your vacation to New Square?

 

Choose your dates

New Square Hotel Deals

Days Inn by Wyndham Wayne

Days Inn by Wyndham Wayne

2.5 out of 5
1850 State Route 23 North Wayne NJ
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Nov 29 to Nov 30
CA $111
CA $128 total
Nov 29 - Nov 30
includes taxes & fees
Days Inn by Wyndham Wayne
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Nov 15 to Nov 16
CA $267
CA $341 total
Nov 15 - Nov 16
includes taxes & fees
Tarrytown House Estate
Hampton Inn & Suites Teaneck Glenpointe

Hampton Inn & Suites Teaneck Glenpointe

3.5 out of 5
1 Glenwood Ave Ste B Teaneck NJ
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Nov 22 to Nov 23
CA $204
CA $233 total
Nov 22 - Nov 23
includes taxes & fees
Hampton Inn & Suites Teaneck Glenpointe
See all 924 properties in New 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
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Frequently asked questions

How much does a New Square vacation package cost?
You can pick up a vacation package to this destination from CA $984 on Expedia. But how much your vacation to New Square costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to New Square?
You can usually find lower prices and greater availability in January, February and March. Browse our cheap New Square vacation packages and you could get some great off-season deals.
How many days is enough for New Square?
With a well-organized itinerary, you can easily tick off the most popular New Square sights in a few days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your New Square vacation for longer.
How to find the best New Square package deals?
Use Expedia's filters to help you find some terrific New Square package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for New Square package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a New Square vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can customize your New Square escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to New Square?
If you've got your New Square vacation dates confirmed, book early to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to New Square?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to New Square.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to New Square.
  3. Determine how many days away: Start by making a list of all the attractions you want to get to in New Square. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a New Square vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.