Search Cheap Flights toNew Windsor
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New Windsor Flights as Low as $187
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Jul 12 - Tue, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$187 Roundtrip, found 16 hours ago
$187
Roundtrip
found 16 hours ago
Mon, Jul 7 - Tue, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$188 Roundtrip, found 16 hours ago
$188
Roundtrip
found 16 hours ago
Mon, Jul 7 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Sun, May 11 - Wed, May 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Tue, May 6 - Wed, May 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Tue, May 13 - Fri, May 16
RSW
Southwest Florida Intl.
HPN
Westchester County
$201 Roundtrip, found 12 hours ago
$201
Roundtrip
found 12 hours ago
Thu, Jul 10 - Thu, Jul 24
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$202 Roundtrip, found 16 hours ago
$202
Roundtrip
found 16 hours ago
Thu, Jul 10 - Thu, Jul 24
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$217 Roundtrip, found 16 hours ago
$217
Roundtrip
found 16 hours ago
Tue, May 13 - Wed, May 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$221 Roundtrip, found 12 hours ago
$221
Roundtrip
found 12 hours ago
Thu, Jul 10 - Thu, Jul 24
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$222 Roundtrip, found 16 hours ago
$222
Roundtrip
found 16 hours ago
Wed, May 14 - Tue, May 20
PBI
Palm Beach Intl.
HPN
Westchester County
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Wed, May 28 - Tue, Jun 3
PBI
Palm Beach Intl.
HPN
Westchester County
$230 Roundtrip, found 14 hours ago
$230
Roundtrip
found 14 hours ago
Sat, Jul 5 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago
Tue, Sep 23 - Fri, Sep 26
PHX
Sky Harbor Intl.
HPN
Westchester County
$357 Roundtrip, found 17 hours ago
$357
Roundtrip
found 17 hours ago
Tue, Apr 22 - Sat, Apr 26
DCA
Ronald Reagan Washington National
HPN
Westchester County
$456 Roundtrip, found 1 day ago
$456
Roundtrip
found 1 day ago
Sat, Sep 20 - Sat, Sep 27
PHX
Sky Harbor Intl.
HPN
Westchester County
$749 Roundtrip, found 17 hours ago
$749
Roundtrip
found 17 hours 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 July, 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 $187, 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 $187 right now, why wait?
Destination airport | Stewart Intl. |
Destination airport IATA code | SWF |
Roundtrip price | $139 |
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 $123 per night from Apr 20 to Apr 21
$123
includes taxes & fees
Apr 20 - Apr 21
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! (1,005 reviews)
"We were happy about our night at this hôtel for traveling."
Reviewed on Apr 6, 2025
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
The price is $153 per night from Apr 19 to Apr 20
$153
includes taxes & fees
Apr 19 - Apr 20
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! (992 reviews)
"Was in town visiting family. Lovely hotel, nice area, great breakfast. Rooms are clean and oversized. Really comfy pillows! Would definitely stay here again."
Reviewed on Apr 12, 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is $135 per night from Apr 20 to Apr 21
$135
includes taxes & fees
Apr 20 - Apr 21
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 ...
8.2/10 Very Good! (1,003 reviews)
Would definitely recommend!
"Beautiful! Room was great! View was amazing! All the rustic charm you could ask for with modern comforts. Would definitely recommend and will definitely be back."
Reviewed on Apr 11, 2025
Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
The price is $152 per night from Apr 28 to Apr 29
$152
includes taxes & fees
Apr 28 - Apr 29
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,005 reviews)
"Friendly staff, clean, and updated rooms"
Reviewed on Apr 10, 2025
La Quinta Inn & Suites by Wyndham Middletown
551 Route 211 E, Middletown, NY
The price is $157 per night from Apr 29 to Apr 30
$157
includes taxes & fees
Apr 29 - Apr 30
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (667 reviews)
"Really nice hotel with great staff. The rooms was really clean."
Reviewed on Apr 6, 2025
Hampton Inn Harriman Woodbury
60 Centre Dr, Central Valley, NY
The price is $131 per night from Apr 27 to Apr 28
$131
includes taxes & fees
Apr 27 - Apr 28
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 ...
9/10 Wonderful! (1,004 reviews)
Great stay
"Renovated n looks bright n clean"
Reviewed on Apr 11, 2025
DoubleTree by Hilton Poughkeepsie
40 Civic Center Plz, Poughkeepsie, NY
The price is $125 per night from Apr 27 to Apr 28
$125
includes taxes & fees
Apr 27 - Apr 28
Stay at this 4-star 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! (1,003 reviews)
"Lovely staff, and very clean hotel"
Reviewed on Apr 9, 2025
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
The price is $119 per night from Apr 27 to Apr 28
$119
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (856 reviews)
"This is the only hotel we have stayed out in ten years that didn’t offer complimentary coffee in the lobby."
Reviewed on Apr 9, 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 $123 per night from Apr 20 to Apr 21
$123
includes taxes & fees
Apr 20 - Apr 21
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! (1,005 reviews)
"We were happy about our night at this hôtel for traveling."
Reviewed on Apr 6, 2025
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
The price is $153 per night from Apr 19 to Apr 20
$153
includes taxes & fees
Apr 19 - Apr 20
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! (992 reviews)
"Was in town visiting family. Lovely hotel, nice area, great breakfast. Rooms are clean and oversized. Really comfy pillows! Would definitely stay here again."
Reviewed on Apr 12, 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
- Overlook Lodge at Bear Mountain
- Sleep Inn & Suites Middletown - Goshen
- Hampton Inn Harriman Woodbury
- Courtyard by Marriott Middletown Goshen
- HYATT house Fishkill/Poughkeepsie
- Thayer Hotel
- Sleep Inn & Suites Monroe - Woodbury
- Hyatt Place Poughkeepsie / Hudson Valley
- Hampton Inn by Hilton Middletown