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.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
The Kartrite Resort & Indoor Waterpark
Save 100% on your flight
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
YO1 Longevity & Health Resorts, Catskills
Save 100% on your flight
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 4-star 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.
The Crossroads Hotel, Newburgh
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Charleston (CHS) 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.
The Lagrange Inn & Extended Stay
per person
Mar 14 - Mar 18
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this motel in Pleasant Valley. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions James Baird State Park and Innisfree Garden are located nearby.
Roscoe Mountain Club
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 3-star golf inn in Roscoe. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attraction Roscoe Presbyterian Church is located nearby.
Courtyard by Marriott Middletown Goshen
per person
Feb 28 - Mar 2
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Newburgh (SWF)
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 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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Jan 16 - Sun, Jan 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Mon, Jan 13 - Sat, Jan 18
MCO
Orlando Intl.
HPN
Westchester County
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Wed, Feb 26 - Sun, Mar 2
JAX
Jacksonville Intl.
HPN
Westchester County
$226 Roundtrip, found 5 days ago
$226
Roundtrip
found 5 days ago
Thu, Dec 26 - Fri, Jan 3
RSW
Southwest Florida Intl.
HPN
Westchester County
$263 Roundtrip, found 3 days ago
$263
Roundtrip
found 3 days ago
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