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.
Howard Johnson by Wyndham Newburgh/West Point
Price was $269, price is now $233 per person
$233
per person
Dec 30 - Jan 2
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) 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 in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
The Crossroads Hotel, Newburgh
Price was $501, price is now $390 per person
$390
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Courtyard by Marriott Middletown Goshen
Price was $577, price is now $458 per person
$458
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Newburgh (SWF)
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Price was $282, price is now $236 per person
$236
per person
Dec 30 - Jan 2
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
Book a stay at this business-friendly motel 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.
Microtel Inn & Suites by Wyndham Middletown
Price was $1,127, price is now $950 per person
$950
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop 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.
Ramada by Wyndham Newburgh/West Point
Price was $327, price is now $285 per person
$285
per person
Dec 30 - Jan 2
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Sleep Inn & Suites Middletown - Goshen
Price was $1,130, price is now $998 per person
$998
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop 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.
Super 8 by Wyndham Montgomery Maybrook
Price was $851, price is now $754 per person
$754
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
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, Dec 25 - Mon, Jan 5
MCO
Orlando Intl.
HPN
Westchester County
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Thu, Dec 4 - Mon, Dec 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Sat, Dec 6 - Tue, Dec 9
JAX
Jacksonville Intl.
HPN
Westchester County
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Thu, Feb 5 - Mon, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
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