Search Cheap Flights toNew Windsor
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New Windsor Flights as Low as $197
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Dec 6 - Sun, Dec 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Sat, Dec 7 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$206 Roundtrip, found 3 days ago
$206
Roundtrip
found 3 days ago
Thu, Dec 5 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Sat, Dec 7 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Sat, Dec 7 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Thu, Dec 5 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Fri, Dec 6 - Mon, Dec 9
MCO
Orlando Intl.
HPN
Westchester County
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago
Mon, Dec 9 - Mon, Dec 9
MCO
Orlando Intl.
HPN
Westchester County
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Thu, Dec 5 - Sun, Dec 8
MCO
Orlando Intl.
HPN
Westchester County
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Wed, Dec 4 - Mon, Dec 9
MCO
Orlando Intl.
HPN
Westchester County
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Thu, Dec 5 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$254 Roundtrip, found 3 days ago
$254
Roundtrip
found 3 days ago
Fri, Dec 6 - Sun, Dec 8
MCO
Orlando Intl.
HPN
Westchester County
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago
Fri, Dec 6 - Mon, Dec 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$260 Roundtrip, found 15 hours ago
$260
Roundtrip
found 15 hours ago
Thu, Dec 5 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$262 Roundtrip, found 3 days ago
$262
Roundtrip
found 3 days ago
Fri, Dec 6 - Sun, Dec 8
MCO
Orlando Intl.
HPN
Westchester County
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago
Thu, Dec 5 - Sat, Dec 7
MCO
Orlando Intl.
HPN
Westchester County
$268 Roundtrip, found 3 days ago
$268
Roundtrip
found 3 days ago
Cheap Flights to New Windsor
Fall in love at first flight with your vacation to New Windsor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to New Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in New Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to New Windsor
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to New Windsor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the NYC airport.
What is the cheapest month to fly to New Windsor?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to New Windsor are in December, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to New Windsor?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to New Windsor.
What airport is best to fly into New Windsor?
When you’re planning your trip to New Windsor, convenience is the name of the game. Luckily, New Windsor Stewart Intl. Airport is nearby so you can deplane and get going on checking off everything on your New Windsor must-do list.
How much are flights to New Windsor?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to New Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $197, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to New Windsor?
The trick to saving a stack of cash on your flight to New Windsor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $197 right now, why wait?
Destination airport | Stewart Intl. |
Destination airport IATA code | SWF |
Roundtrip price | $196 |
Last Minute Hotel Deals in New Windsor
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave, New Windsor, NY
The price is $120 per night from Dec 1 to Dec 2
$120
includes taxes & fees
Dec 1 - Dec 2
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 ...
8.2/10 Very Good! (1,008 reviews)
"My stay was nice and convenient"
Reviewed on Nov 24, 2024
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
The price is $153 per night from Dec 3 to Dec 4
$153
includes taxes & fees
Dec 3 - Dec 4
Stay at this 3-star 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! (952 reviews)
"Such a nice experience! easy and very cordial check-in! easy check out! clean rooms! great breakfast buffet!"
Reviewed on Nov 10, 2024
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is $135 per night from Nov 28 to Nov 29
$135
includes taxes & fees
Nov 28 - Nov 29
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,004 reviews)
"A beautiful property, wonderful staff, and very well-kept clean rooms."
Reviewed on Nov 22, 2024
Best Western Fishkill Inn & Suites
14 Schuyler Blvd, Fishkill, NY
The price is $104 per night from Dec 6 to Dec 7
$104
includes taxes & fees
Dec 6 - Dec 7
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (679 reviews)
Great place for a family.
"The rooms are really nice--very big. The free breakfast was great, cereal, waffles, bacon, eggs...and good coffee. The staff is super friendly."
Reviewed on Nov 25, 2024
DoubleTree by Hilton Poughkeepsie
40 Civic Center Plz, Poughkeepsie, NY
The price is $122 per night from Dec 5 to Dec 6
$122
includes taxes & fees
Dec 5 - Dec 6
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (1,001 reviews)
Good place to stay!
"We were only here for about 10 hours from arriving late-night and leaving early the next morning, but this is a place you can trust for a good stay with great service and very comfortable."
Reviewed on Nov 21, 2024
HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
The price is $125 per night from Dec 3 to Dec 4
$125
includes taxes & fees
Dec 3 - Dec 4
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
Satisfied
"Pillows were skimpy; window looked directly out onto an adjacent roof. But room itself was comfortable and neat."
Reviewed on Nov 21, 2024
Sleep Inn & Suites Monroe - Woodbury
1 Sleep Way, Monroe, NY
The price is $99 per night from Dec 10 to Dec 11
$99
includes taxes & fees
Dec 10 - Dec 11
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,010 reviews)
"Your staff was amazing and it was such a warm and friendly environment. Thank you"
Reviewed on Nov 25, 2024
Hampton Inn Harriman Woodbury
60 Centre Dr, Central Valley, NY
The price is $135 per night from Dec 8 to Dec 9
$135
includes taxes & fees
Dec 8 - Dec 9
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,004 reviews)
"All good"
Reviewed on Nov 22, 2024
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.
Top Hotels With Free Airport Shuttle
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave, New Windsor, NY
The price is $120 per night from Dec 1 to Dec 2
$120
includes taxes & fees
Dec 1 - Dec 2
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 ...
8.2/10 Very Good! (1,008 reviews)
"My stay was nice and convenient"
Reviewed on Nov 24, 2024
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
The price is $153 per night from Dec 3 to Dec 4
$153
includes taxes & fees
Dec 3 - Dec 4
Stay at this 3-star 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! (952 reviews)
"Such a nice experience! easy and very cordial check-in! easy check out! clean rooms! great breakfast buffet!"
Reviewed on Nov 10, 2024
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.
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Top New Windsor Hotels
- Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
- Homewood Suites Stewart Airport
- Overlook Lodge at Bear Mountain
- Best Western Fishkill Inn & Suites
- HYATT house Fishkill/Poughkeepsie
- Sleep Inn & Suites Monroe - Woodbury
- Hampton Inn Harriman Woodbury
- Americas Best Value Inn New Paltz
- Hyatt Place Poughkeepsie / Hudson Valley
- Hampton Inn by Hilton New Paltz
- Tru by Hilton Middletown
- Hampton Inn by Hilton Middletown