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New 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

The Crossroads Hotel, Newburgh

3 out of 5
per person
May 27 - May 29
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) 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.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. 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.
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop 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 breakfast and the helpful staff in our reviews. Popular attractions Paramount Theatre and Soons Orchards are located nearby.
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
Postcard Cabins Western Catskills

Postcard Cabins Western Catskills

2 out of 5
per person
Jun 18 - Jun 24
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Stay at this cabin in Roscoe. Enjoy free parking, patios, and climate control.

New Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)

New Windsor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Postcard Cabins Western Catskills

Postcard Cabins Western Catskills

2 out of 5
per person
Jun 18 - Jun 24
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $140 found 2 days ago
Delta
Sat, Jul 12 - Tue, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$187 Roundtrip, found 16 hours ago
$187
Roundtrip
found 16 hours ago
Select Delta flight, departing Sat, Jul 12 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Jul 22, priced at $187 found 16 hours ago
JetBlue Airways
Sun, May 11 - Wed, May 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Sun, May 11 from Southwest Florida Intl. to Westchester County, returning Wed, May 14, priced at $197 found 11 hours ago
JetBlue Airways
Thu, Apr 24 - Sun, Apr 27
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Apr 24 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sun, Apr 27, priced at $207 found 4 days ago