Search Deals onNew Windsor Vacation Packages
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New Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh
per person
Mar 26 - Mar 28
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Super 8 by Wyndham Middletown
per person
Apr 11 - Apr 14
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Stay at this motel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
Super 8 by Wyndham Montgomery Maybrook
per person
Apr 11 - Apr 14
found 1 day ago
Roundtrip flight included
Miami (MIA) 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.
La Quinta Inn & Suites by Wyndham Middletown
per person
Mar 6 - Mar 11
found 6 hours ago
Roundtrip flight included
Orlando (MCO) 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 Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
Microtel Inn & Suites by Wyndham Middletown
per person
Mar 6 - Mar 11
found 6 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Newburgh Inn
per person
Mar 6 - Mar 11
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a conference center. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Sleep Inn & Suites Middletown - Goshen
per person
Mar 6 - Mar 11
found 6 hours ago
Roundtrip flight included
Orlando (MCO) 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 Paramount Theatre and Soons Orchards are located nearby.
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
per person
Mar 6 - Mar 11
found 6 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 3 hours ago
$122
Roundtrip
found 3 hours ago
Sat, Feb 8 - Sat, Feb 22
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$177 Roundtrip, found 5 hours ago
$177
Roundtrip
found 5 hours ago
Wed, Jan 29 - Sat, Feb 1
PBI
Palm Beach Intl.
HPN
Westchester County
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
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