Search Deals onNew Windsor Vacation Packages
New Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Homewood Suites Stewart Airport
Price was $331, price is now $313 per person
$313
per person
Mar 1 - Mar 4
found 19 hours ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
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 Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.
The Orange Inn Boutique Hotel
Save 100% on your flight
Price was $658, price is now $539 per person
$539
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Goshen. Enjoy free WiFi, free parking, and 6 coffee shops/cafes. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions LEGOLAND® New York and Goshen Historic Track are located nearby.
Caldwell House Bed & Breakfast
Price was $518, price is now $472 per person
$472
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Stay at this B&B in Blooming Grove. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Brotherhood Winery and Schunnemunk State Park are located nearby.
Wildflower Farms, Auberge Collection
Save 100% on your flight
Price was $2,782, price is now $2,558 per person
$2,558
per person
Mar 19 - Mar 22
found 18 hours ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was $352, price is now $324 per person
$324
per person
Mar 4 - Mar 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Newburgh (SWF)
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 clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Hampton Inn & Suites Newburgh Stewart Airport
Price was $420, price is now $397 per person
$397
per person
Mar 17 - Mar 21
found 21 hours ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Hampton Inn by Hilton Middletown
Price was $394, price is now $387 per person
$387
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
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 rooms in our reviews. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
New Windsor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
New Windsor Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$133 Roundtrip, found 3 days ago
$133
Roundtrip
found 3 days ago
Thu, Feb 19 - Mon, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Mon, Feb 2 - Thu, Feb 5
TPA
Tampa Intl.
HPN
Westchester County
$164 Roundtrip, found 5 days ago
$164
Roundtrip
found 5 days ago
Wed, Feb 18 - Wed, Feb 25
JAX
Jacksonville Intl.
HPN
Westchester County
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
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