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
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Newburgh (SWF)
Stay at this 3-star 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.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Stay at this 3-star 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.

Ramada by Wyndham Newburgh/West Point
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.

Howard Johnson by Wyndham Newburgh/West Point
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.

Super 8 by Wyndham Montgomery Maybrook
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.

Super 8 by Wyndham Middletown
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

Microtel Inn & Suites by Wyndham Middletown
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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, Sep 25 - Mon, Sep 29
TPA
Tampa Intl.
HPN
Westchester County
$119 Roundtrip, found 16 hours ago
$119
Roundtrip
found 16 hours ago

Mon, Aug 18 - Thu, Aug 21
RSW
Southwest Florida Intl.
HPN
Westchester County
$139 Roundtrip, found 3 days ago
$139
Roundtrip
found 3 days ago

Sat, Aug 16 - Tue, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago

Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
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