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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.
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel

Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel

2.5 out of 5
per person
Apr 11 - Apr 13
found 18 hours ago
Roundtrip flight included
Tampa (TPA) 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.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Save 100% on your flight
per person
Apr 17 - Apr 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) 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
Apr 17 - Apr 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) 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.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Asheville (AVL) 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.
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

3 out of 5
per person
May 2 - May 5
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) 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 in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

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
Apr 28 - May 1
found 14 hours ago
Roundtrip flight included
Tampa (TPA) to Newburgh (SWF)
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

3 out of 5
per person
May 2 - May 5
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Newburgh (SWF)

New Windsor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Asheville (AVL) to Newburgh (SWF)
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Save 100% on your flight
per person
Apr 17 - Apr 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Newburgh (SWF)
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
per person
Apr 17 - Apr 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Newburgh (SWF)

Top Flight Deals

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

Delta
Tue, Apr 15 - Sat, Apr 19
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$142 Roundtrip, found 17 hours ago
$142
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Apr 15 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Sat, Apr 19, priced at $142 found 17 hours ago
JetBlue Airways
Thu, May 8 - Sun, May 11
TPA
Tampa Intl.
HPN
Westchester County
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, May 8 from Tampa Intl. to Westchester County, returning Sun, May 11, priced at $167 found 4 days ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $173 found 3 days ago
Delta
Tue, Apr 15 - Sat, Apr 26
PBI
Palm Beach Intl.
HPN
Westchester County
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Apr 15 from Palm Beach Intl. to Westchester County, returning Sat, Apr 26, priced at $177 found 5 days ago