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
Price was $302, price is now $224 per person
$224
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Homewood Suites Stewart Airport
Price was $687, price is now $534 per person
$534
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Newburgh (SWF)
Stay at this 3-star hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.

Hampton Inn & Suites Newburgh Stewart Airport
Price was $696, price is now $542 per person
$542
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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.

Stonehill's Farmhouse
Price was $617, price is now $498 per person
$498
per person
Nov 21 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 3.5-star golf B&B in Accord. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mohonk Lake and World's Second Largest Garden Gnome are located nearby.

Courtyard by Marriott Newburgh Stewart Airport
Price was $573, price is now $485 per person
$485
per person
Nov 20 - Nov 23
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Cottage Suites
Price was $417, price is now $363 per person
$363
per person
Dec 23 - Dec 25
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Stay at this hotel in Middletown. Enjoy free WiFi. Popular attractions Paramount Theatre and Orange County Fair Speedway are located nearby.

Holiday Inn Express & Suites Montgomery by IHG
Price was $377, price is now $330 per person
$330
per person
Nov 21 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.

Wildflower Farms, Auberge Collection
Save 100% on your flight
Price was $3,207, price is now $2,826 per person
$2,826
per person
Nov 21 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mohonk Lake and Tuthilltown Spirits 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.

Tue, Oct 28 - Fri, Oct 31
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$97 Roundtrip, found 12 hours ago
$97
Roundtrip
found 12 hours ago

Mon, Oct 27 - Fri, Oct 31
PBI
Palm Beach Intl.
HPN
Westchester County
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago

Thu, Oct 16 - Tue, Oct 21
MCO
Orlando Intl.
HPN
Westchester County
$164 Roundtrip, found 12 hours ago
$164
Roundtrip
found 12 hours ago

Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 12 hours ago
$178
Roundtrip
found 12 hours ago
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