Search Deals onNew Windsor Vacation Packages
New Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montgomery Maybrook
Price was $252, price is now $227 per person
$227
per person
Feb 26 - Mar 1
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
YO1 Longevity & Health Resorts, Catskills
Save 100% on your flight
Price was $580, price is now $446 per person
$446
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Book a stay at this spa hotel in Monticello. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.
Microtel Inn & Suites by Wyndham Middletown
Price was $311, price is now $276 per person
$276
per person
Feb 26 - Mar 1
found 12 hours ago
Roundtrip flight included
Houston (IAH) 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.
Courtyard by Marriott Newburgh Stewart Airport
Price was $532, price is now $489 per person
$489
per person
Mar 12 - Mar 15
found 14 hours ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Harvest Inn
Price was $801, price is now $740 per person
$740
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Pine Bush. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brimstone Hill Winery and Angry Orchard are located nearby.
Holiday Inn Express Hotel & Suites Chester by IHG
Price was $517, price is now $486 per person
$486
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
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 rooms in our reviews. Popular attractions LEGOLAND® New York and Castle Fun Center are located nearby.
Hampton Inn & Suites Newburgh Stewart Airport
Price was $420, price is now $409 per person
$409
per person
Mar 12 - Mar 15
found 14 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.
Tru by Hilton Middletown
Price was $258, price is now $252 per person
$252
per person
Feb 26 - Mar 1
found 12 hours ago
Roundtrip flight included
Houston (IAH) 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 breakfast and the helpful staff in our reviews. Popular attractions LEGOLAND® New York and Orange County Fairgrounds 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 5 days ago
$133
Roundtrip
found 5 days ago
Thu, Feb 19 - Mon, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$143 Roundtrip, found 15 hours ago
$143
Roundtrip
found 15 hours ago
Fri, Feb 6 - Tue, Feb 10
TPA
Tampa Intl.
HPN
Westchester County
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Fri, Feb 13 - Mon, Feb 16
RSW
Southwest Florida Intl.
HPN
Westchester County
$192 Roundtrip, found 5 hours ago
$192
Roundtrip
found 5 hours ago
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