Cheap Flights to New Windsor from $41

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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 $82 and $41 for one-way flights to New Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPANewburghMay 23 to May 30$134
MCONewburghMay 6 to May 9$148
MCOWest HarrisonMay 28 to June 1$150
TPAWest HarrisonJune 9 to June 11$187
PBIWest HarrisonJune 17 to June 20$207
FLLWest HarrisonMay 16 to May 18$207
ATLWest HarrisonApril 23 to April 25$289
SJUWest HarrisonApril 23 to April 27$324
LAXWest HarrisonMay 2 to May 9$336
SFOWest HarrisonApril 13 to April 16$377
MIAWest HarrisonApril 24 to April 26$391
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghMarch 29 to April 13$183
FLLWest HarrisonMarch 27 to April 17$302
ATLWest HarrisonMarch 28 to March 31$373
MCOWest HarrisonMarch 28 to April 4$422
PBIWest HarrisonMarch 28 to March 30$429
TPAWest HarrisonMarch 28 to April 5$464
SJUWest HarrisonMarch 27 to March 31$594
LAXWest HarrisonMarch 28 to April 3$1,014
SFOWest HarrisonMarch 27 to March 31$1,319
*Prices include taxes and fees

New Windsor Flight Information

Traveling to
New Windsor
Lowest Price
$82
Number of Airlines Serving
Airlines Serving
Breeze Airways
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/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
$99 nightly
The price is $112 total per night from Mar 22 to Mar 23
$112 total
Mar 22 - Mar 23
Total with taxes and fees
Book a 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 ...
8.4/10 Very Good! (1,005 reviews)
The place is clean every time I come and outstanding customer service

Reviewed on Mar 16, 2026

Opens in a new windowRed Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
$99 nightly
The price is $112 total per night from Mar 22 to Mar 23
$112 total
Mar 22 - Mar 23
Total with taxes and fees
Book a 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 ...
8.4/10 Very Good! (1,005 reviews)
The place is clean every time I come and outstanding customer service

Reviewed on Mar 16, 2026

Opens in a new windowRed Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
$130 nightly
The price is $148 total per night from Mar 30 to Mar 31
$148 total
Mar 30 - Mar 31
Total with taxes and fees
Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,000 reviews)
Good

Reviewed on Feb 26, 2026

Opens in a new windowHomewood 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/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
$99 nightly
The price is $112 total per night from Mar 22 to Mar 23
$112 total
Mar 22 - Mar 23
Total with taxes and fees
Book a 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 ...
8.4/10 Very Good! (1,005 reviews)
The place is clean every time I come and outstanding customer service

Reviewed on Mar 16, 2026

Opens in a new windowRed Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
$130 nightly
The price is $148 total per night from Mar 30 to Mar 31
$148 total
Mar 30 - Mar 31
Total with taxes and fees
Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,000 reviews)
Good

Reviewed on Feb 26, 2026

Opens in a new windowHomewood Suites Stewart Airport
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
$99 nightly
The price is $112 total per night from Mar 22 to Mar 23
$112 total
Mar 22 - Mar 23
Total with taxes and fees
Book a 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 ...
8.4/10 Very Good! (1,005 reviews)
The place is clean every time I come and outstanding customer service

Reviewed on Mar 16, 2026

Opens in a new windowRed Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Countryside Inn & Suites

Countryside Inn & Suites

2 out of 5
310 Windsor Hwy New Windsor NY
Book a 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 ...
Opens in a new windowCountryside Inn & Suites
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

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Newburgh Stewart Airport
Courtyard by Marriott Newburgh Stewart Airport
Sleep Inn & Suites Monroe - Woodbury
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See all available trips from Dallas to New Windsor
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New Windsor flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Super 8 by Wyndham Montgomery Maybrook
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Don't see what you're looking for?
See all available trips from Seattle to New Windsor
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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.

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!

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*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.