New Square Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
33 Hotel, New York City, Seaport
Manhattan
CA $1,020
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
The hotel is very nice. We had a 1-bedroom suite, which was lovely, and we were lucky enough to have a large rooftop area.
Reviewed on Oct 3, 2026
The High Line Hotel
Manhattan
CA $1,144
per person
Nov 20 - Nov 23
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
There are hotels that have "shabby chic" and there are hotels that, like this one, are just neglectfully shabby. What a disappointment for the amount of money spent on the room... that there is no real lobby is a structural choice they made, which is sad. That they refuse to turn the coffee station into a bar at night (when the outdoor bar is closed due to weather) is a poor choice, like they don't care about the guests... that they leave a window air-condition in the window when it's cold and have a tape keep the plastic together--and the outside noise and cold air come into the first-floor room, is a choice, as well. The curtains could use rehanging, the towels are so frayed that they tear, and despite claiming it's a "deluxe" room, there is neither light not end-table on one side (and you have to jump over the bed to get to your side of the bed (when coupled).
Reviewed on Sep 27, 2026
San Carlos Hotel
Manhattan
CA $1,692
per person
Dec 20 - Dec 25
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,824 reviews)
The hotel was in a great location, only a few minutes walk from Rockefeller Center and St. Patrick’s Cathedral. It was a 15 to 20 minute walk to Broadway & the theater district. There were lots of restaurants nearby. The staff was very friendly. They knew it was my husband‘s birthday and had a balloon attached to a bag full of goodies for him. This was a very nice surprise and very much appreciated. There were two bottles of water left in our room every day. Our room was very spacious and very clean. Linens were top quality as were the soaps, shampoo, conditioner, and lotion. I would definitely stay here again and would highly recommend it to anyone.
Reviewed on Oct 4, 2026
Ready to book your vacation to New Square?
New Square Hotel Deals
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $241
CA $311 total
Nov 1 - Nov 2
includes taxes & fees
8.2/10 Very good! (1,328 reviews)
"The staff were the highlight of the stay- everyone we came across was very nice. The parking was atrocious- absolutely ridiculous for a place that large. Not is it all over the place, likely not even near where you need to be but I’m convinced there aren’t even enough spots for what they can accommodate. ..."
Reviewed on Oct 4, 2026
Days Inn by Wyndham Wayne
1850 State Route 23 North Wayne NJ
Fully refundableReserve now, pay when you stay
CA $119
CA $136 total
Oct 29 - Oct 30
includes taxes & fees
Hampton Inn & Suites Teaneck Glenpointe
1 Glenwood Ave Ste B Teaneck NJ
Fully refundableReserve now, pay when you stay
CA $233
CA $267 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (1,956 reviews)
"The room was clean and comfortable, the staff were friendly and helpful, and the breakfast was good. The location was convenient, and overall we had a pleasant stay."
Reviewed on Oct 4, 2026
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.
Frequently asked questions
How much does a New Square vacation package cost?
You can pick up a vacation package to this destination from CA $1,020 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?
- 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.
- 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.
- 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.
- 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.
