Cheap Flights to New Windsor from $89

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How Much Does it Cost To Fly To New Windsor?

The cheapest prices found with in the last 7 days for return flights were $177 and $89 for one-way flights to New Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHWest HarrisonApril 30 to May 11$212
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CMHWest HarrisonApril 27 to May 8$257
*Prices include taxes and fees

New Windsor Flight Information

Traveling to
New Windsor
Lowest Price
$177
Number of Airlines Serving
Airlines Serving
JetBlue Airways, American Airlines, Delta
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing New Windsor Accommodation Deals

Red Roof Inn & Suites Newburgh – Stewart Airport

Red Roof Inn & Suites Newburgh – Stewart Airport

2 out of 5
915 Union Ave, New Windsor, NY
The price is $109 per night from Apr 21 to Apr 22
$109
per night
Apr 21 - Apr 22
Stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"Clean, quiet and safe. Wish for better pillows!"

Reviewed on Apr 13, 2024

Red Roof Inn & Suites Newburgh – Stewart Airport
Windsor Motel

Windsor Motel

2 out of 5
2976 US Route 9W, New Windsor, NY
Stay at this hotel in New Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions Knox's Headquarters State Historic Site and Bannerman ...
4.8/10 (139 reviews)
Discussing
"I have stayed in many hotels around the world, this was the most disgusting plaice i stayed in"

Reviewed on Jul 25, 2021

Windsor Motel
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.

Our Top New Windsor with Airport Shuttles

Red Roof Inn & Suites Newburgh – Stewart Airport

Red Roof Inn & Suites Newburgh – Stewart Airport

2 out of 5
915 Union Ave, New Windsor, NY
The price is $109 per night from Apr 21 to Apr 22
$109
per night
Apr 21 - Apr 22
Stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"Clean, quiet and safe. Wish for better pillows!"

Reviewed on Apr 13, 2024

Red Roof Inn & Suites Newburgh – Stewart Airport
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd, New Windsor, NY
The price is $140 per night from Apr 25 to Apr 26
$140
per night
Apr 25 - Apr 26
Stay at this 3-star hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (917 reviews)
"Very decent"

Reviewed on Apr 13, 2024

Homewood Suites Stewart Airport
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.

Luxury Hotels in New Windsor

Red Roof Inn & Suites Newburgh – Stewart Airport

Red Roof Inn & Suites Newburgh – Stewart Airport

2 out of 5
915 Union Ave, New Windsor, NY
The price is $109 per night from Apr 21 to Apr 22
$109
per night
Apr 21 - Apr 22
Stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"Clean, quiet and safe. Wish for better pillows!"

Reviewed on Apr 13, 2024

Red Roof Inn & Suites Newburgh – Stewart Airport
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.

Family Friendly Hotels in New Windsor

Homewood Suites Stewart Airport
Great for families

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd, New Windsor, NY
The price is $140 per night from Apr 25 to Apr 26
$140
per night
Apr 25 - Apr 26
Stay at this 3-star hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (917 reviews)

Families like: Indoor pools, kitchen, extra beds/cribs, free breakfast for the whole family

Travelers say...
"Very decent"

Reviewed on Apr 13, 2024

Homewood Suites Stewart Airport
Red Roof Inn & Suites Newburgh – Stewart Airport
Great for families

Red Roof Inn & Suites Newburgh – Stewart Airport

2 out of 5
915 Union Ave, New Windsor, NY
The price is $109 per night from Apr 21 to Apr 22
$109
per night
Apr 21 - Apr 22
Stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)

Families like: Indoor pools, extra beds/cribs, laundry

Travelers say...
"Clean, quiet and safe. Wish for better pillows!"

Reviewed on Apr 13, 2024

Red Roof Inn & Suites Newburgh – Stewart Airport
Countryside Inn & Suites
Great for families

Countryside Inn & Suites

2 out of 5
310 Windsor Hwy, New Windsor, NY
Stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions New Windsor Cantonment State ...
5/10 (165 reviews)

Families like: Skiing nearby, extra beds/cribs

Travelers say...
"Space room was great. I was there for 3 nights I left in second night because there’s a lot noise in the middle of the night"

Reviewed on Nov 28, 2022

Countryside Inn & Suites
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Windsor Motel

Windsor Motel

2 out of 5
2976 US Route 9W, New Windsor, NY
Stay at this hotel in New Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions Knox's Headquarters State Historic Site and Bannerman ...
4.8/10 (139 reviews)
Discussing
"I have stayed in many hotels around the world, this was the most disgusting plaice i stayed in"

Reviewed on Jul 25, 2021

Windsor Motel
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.

Best New Windsor Flight and Hotel Packages

New Windsor flight + hotel packages - economy flights

Courtyard by Marriott Newburgh Stewart Airport
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Howard Johnson by Wyndham Newburgh/West Point
Don't see what you're looking for?
See all available trips from CMH-All Airports to New Windsor
View all trips
Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to New Windsor?
You’ll find an impressive range of airlines that fly to New Windsor — 20 to be specific. Popular ones include:

  • United Airlines
  • JetBlue Airways
  • American Airlines

What airport is best to fly into New Windsor?
Decision-making time! There are two airports to select from when jet-setting to New Windsor. Newark Airport is 55 mi from the lively downtown area, while Westchester County Airport (HPN) is around 35 mi away.
Where to stay in New Windsor
Whether you’re visiting New Windsor on a family getaway, for work or for an event, we’re confident you’ll find the ideal place to get some shut-eye. Travelocity offers no less than 101 accommodations within a short distance of the heart of town.Nothing beats the thrill of booking your accommodations for your next trip. But after spending loads of time comparing prices and amenities, it can get a little tedious. So why not take our advice and choose one of our recommended properties, like the Econo Lodge Near Stewart Inter and the Lakefront New Windsor Home w/Sauna & Seasonal Pool?
Places to visit in New Windsor
Enjoy a selection of music shows and artistic events regularly hosted by Storm King Art Center and become more knowledgeable about local culture. Want some more ideas? Browse the exhibits at National Purple Heart Hall of Honor for greater insight into the armed forces. And there’s more. Find out what matches are being hosted at Kristi Babcock Memorial Park.
How to get through airport security fast when traveling to New Windsor
Your trip to New Windsor begins as soon as you’ve finished the security checks. Here are some tips and pointers to make sure you pass through quickly:

  • Keep your passport and boarding pass within easy reach. They’ll be the first things you’ll be told to produce by airport security personnel.
  • Be aware that metal belt buckles can set off the body scanner’s alarms. If you have one on, you may be asked to step back and remove it before moving on.
  • Everyday electronics such as phones, laptops and cameras need to be sent through the X-ray machine separately. Make sure they’re within easy reach.
  • When you approach the security checkpoint, you’ll be asked to place all gels, liquids and creams in a separate tray for scanning. Make sure they’re all packed in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Consider the type of footwear you want to travel in. Slippers are awesome because they’re a cinch to remove for the airport security checks. Try wearing some on your next flight!
  • Razors and knives are prohibited from entering the plane. Tuck them away in your checked luggage to avoid them being confiscated at the airport security checkpoint.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To New Windsor

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to New Windsor. Browse through our inventory to explore a wide range of cheap flights to New Windsor to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in New Windsor as you anxiously await to exit the plane and explore what New Windsor has to offer. Considering all the amazing local food and culture in New Windsor, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to New Windsor to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to New Windsor without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to New Windsor with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to New Windsor today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.