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.
Seven Beach Lane
CA $1,314
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 2026
San Carlos Hotel
Manhattan
CA $2,194
per person
Oct 1 - Oct 6
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,832 reviews)
We spent six nights here and had a wonderful time. The front desk team was efficient and friendly, and the bell service team was outstanding, especially Effarin. He went above and beyond to help us resolve an issue with a taxi driver, and the rest of the team was always at the door, ready to assist.
The hotel is beautiful, very clean, and well maintained. The rooms are spacious, and daily housekeeping kept everything in excellent condition throughout our stay.
Another great advantage is the location. There are many attractions within walking distance, and the subway is easily accessible, very convenient.
We would absolutely stay here again on our next visit and highly recommend this hotel to others.
Reviewed on Aug 17, 2026
1 Hotel Brooklyn Bridge
CA $2,926
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.
Reviewed on Aug 17, 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 $221
CA $287 total
Aug 23 - Aug 24
includes taxes & fees
8.2/10 Very good! (1,251 reviews)
"The hotel was okay. It was beautiful outside but the room itself smelled awful (and the bathroom smelled worse). We kept the window open and the smell wouldn’t go away. Having an outdoor and indoor pool was awesome and the racketball court was a plus."
Reviewed on Aug 17, 2026
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
CA $152
CA $186 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (2,827 reviews)
"It’s nice and clean very well maintained"
Reviewed on Aug 17, 2026
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
CA $231
CA $310 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,358 reviews)
"Clean room and good breakfast, great location across the street to Mall"
Reviewed on Aug 17, 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.
What to do in New Square
Guided Shared Group Forest Bathing Session in Serene Woodland Park
CA $77
per adult
Frequently asked questions
How much does a New Square vacation package cost?
You can pick up a vacation package to this destination from CA $1,314 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.
