Search Cheap Flights toNew Windsor
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New Windsor Flights as Low as $116
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Feb 7 - Sun, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$116 Roundtrip, found 3 hours ago
$116
Roundtrip
found 3 hours ago
Fri, Feb 28 - Sun, Mar 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Fri, Feb 7 - Sun, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$119 Roundtrip, found 1 hour ago
$119
Roundtrip
found 1 hour ago
Thu, Feb 27 - Sun, Mar 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Tue, Mar 25 - Sun, Mar 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Fri, Jan 31 - Sun, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$147 Roundtrip, found 17 hours ago
$147
Roundtrip
found 17 hours ago
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Thu, Feb 20 - Thu, Feb 20
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 1 hour ago
$173
Roundtrip
found 1 hour ago
Thu, Jan 30 - Mon, Feb 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$182 Roundtrip, found 17 hours ago
$182
Roundtrip
found 17 hours ago
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$206 Roundtrip, found 6 days ago
$206
Roundtrip
found 6 days ago
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Wed, Mar 5 - Wed, Mar 5
MCO
Orlando Intl.
HPN
Westchester County
$221 Roundtrip, found 5 days ago
$221
Roundtrip
found 5 days ago
Sat, Sep 13 - Tue, Sep 23
CDG
Roissy-Charles de Gaulle
SWF
Stewart Intl.
$294 Roundtrip, found 6 days ago
$294
Roundtrip
found 6 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 February, 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 $116, 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 $116 right now, why wait?
Destination airport | Stewart Intl. |
Destination airport IATA code | SWF |
Roundtrip price | $115 |
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 $114 per night from Jan 26 to Jan 27
$114
includes taxes & fees
Jan 26 - Jan 27
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! (1,001 reviews)
"Todo bien y cómodo"
Reviewed on Jan 22, 2025
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
The price is $153 per night from Feb 2 to Feb 3
$153
includes taxes & fees
Feb 2 - Feb 3
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! (972 reviews)
"I like the location. It was close to my daughter’s house."
Reviewed on Jan 14, 2025
HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
The price is $111 per night from Jan 31 to Feb 1
$111
includes taxes & fees
Jan 31 - Feb 1
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)
"Clean and quiet. Red Line Diner is NOT to be missed!!"
Reviewed on Jan 23, 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is $135 per night from Jan 26 to Jan 27
$135
includes taxes & fees
Jan 26 - Jan 27
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 ...
8/10 Very Good! (1,000 reviews)
"Lovely night here, a nice escape. Everything is so comfy and it’s all around the park so it’s a wonderful little get away! Could not praise enough."
Reviewed on Jan 17, 2025
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
2 Bryle Place, Chester, NY
The price is $100 per night from Jan 28 to Jan 29
$100
includes taxes & fees
Jan 28 - Jan 29
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
"Our family enjoyed our stay in Holiday Inn, very convenient, woth indoor pool, close to everything and the free breakfast was a plus! Will difinitely recommend to our family and friends."
Reviewed on Jan 16, 2025
Sleep Inn & Suites Monroe - Woodbury
1 Sleep Way, Monroe, NY
The price is $106 per night from Feb 2 to Feb 3
$106
includes taxes & fees
Feb 2 - Feb 3
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! (1,001 reviews)
Nice no-frills hotel
"Very clean hotel with incredibly friendly staff. The hotel is no-frills, but it was quiet and very well maintained."
Reviewed on Jan 21, 2025
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road, Poughkeepsie, NY
The price is $113 per night from Jan 29 to Jan 30
$113
includes taxes & fees
Jan 29 - Jan 30
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"The staff was nice and friendly but my experience was just of bad luck one of the nights the enter city of Poughkeepsie was out of power no electricity no hot water no a/c That night was hell for me. The other nights I kept hearing this banging like something was hitting the floor or jumping on the ..."
Reviewed on Jan 22, 2025
Hampton Inn Harriman Woodbury
60 Centre Dr, Central Valley, NY
The price is $135 per night from Feb 2 to Feb 3
$135
includes taxes & fees
Feb 2 - Feb 3
Book a stay at this business-friendly hotel in Central Valley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,003 reviews)
"Not just clean but everything newly remodeled May 2024. Still smells fresh, cleaning staff is awesome as couldn't find a speck of dust. Good channel selection, but no pay movies as listed in the description. Don't need it as they have at least one free streaming channel."
Reviewed on Jan 22, 2025
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 $114 per night from Jan 26 to Jan 27
$114
includes taxes & fees
Jan 26 - Jan 27
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! (1,001 reviews)
"Todo bien y cómodo"
Reviewed on Jan 22, 2025
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
The price is $153 per night from Feb 2 to Feb 3
$153
includes taxes & fees
Feb 2 - Feb 3
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! (972 reviews)
"I like the location. It was close to my daughter’s house."
Reviewed on Jan 14, 2025
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.
Nearby Cities
Popular Flight Routes
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Top New Windsor Hotels
- Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
- Homewood Suites Stewart Airport
- HYATT house Fishkill/Poughkeepsie
- Overlook Lodge at Bear Mountain
- Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
- Sleep Inn & Suites Monroe - Woodbury
- Hyatt Place Poughkeepsie / Hudson Valley
- Hampton Inn Harriman Woodbury
- Best Western Fishkill Inn & Suites
- Tru by Hilton Middletown
- Courtyard by Marriott Middletown Goshen
- Hampton Inn by Hilton Middletown