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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
Price was $426, price is now $348 per person
$348
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
Price was $819, price is now $613 per person
$613
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (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.
Cottage Suites

Cottage Suites

2 out of 5
Price was $573, price is now $476 per person
$476
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
Stay at this hotel in Middletown. Enjoy free WiFi. Popular attractions Paramount Theatre and Orange County Fair Speedway are located nearby.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was $768, price is now $663 per person
$663
per person
Oct 9 - Oct 12
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.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
Price was $547, price is now $478 per person
$478
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip 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.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $577, price is now $513 per person
$513
per person
Oct 9 - Oct 12
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 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.
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $829, price is now $741 per person
$741
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Rustic Modern Cabin w Hot Tub 1 5 hrs From NYC

Rustic Modern Cabin w Hot Tub 1 5 hrs From NYC

2 out of 5
Price was $1,993, price is now $1,792 per person
$1,792
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Stay at this apartment in Montgomery. Enjoy free parking and a garden. Popular attractions Orange County Tennis Center and Thomas Bull Memorial Park are located nearby.

New Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $426, price is now $348 per person
$348
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
Price was $819, price is now $613 per person
$613
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Cottage Suites

Cottage Suites

2 out of 5
Price was $573, price is now $476 per person
$476
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was $768, price is now $663 per person
$663
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip 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.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $511, price is now $404 per person
$404
per person
Oct 15 - Oct 20
found 1 hour ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $829, price is now $741 per person
$741
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

3 out of 5
Price was $986, price is now $986 per person
$986
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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
Price was $584, price is now $584 per person
$584
per person
Oct 15 - Oct 20
found 1 hour 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.

JetBlue Airways
Fri, Sep 26 - Sun, Sep 28
TPA
Tampa Intl.
HPN
Westchester County
$99 Roundtrip, found 7 hours ago
$99
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Fri, Sep 26 from Tampa Intl. to Westchester County, returning Sun, Sep 28, priced at $99 found 7 hours ago
JetBlue Airways
Mon, Oct 27 - Fri, Oct 31
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$99 Roundtrip, found 2 hours ago
$99
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Mon, Oct 27 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Fri, Oct 31, priced at $99 found 2 hours ago
JetBlue Airways
Thu, Sep 18 - Mon, Sep 22
MCO
Orlando Intl.
HPN
Westchester County
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 18 from Orlando Intl. to Westchester County, returning Mon, Sep 22, priced at $117 found 1 day ago
Breeze Airways
Mon, Sep 15 - Thu, Sep 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$131 Roundtrip, found 3 days ago
$131
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 15 from Orlando Intl. to Stewart Intl., returning Thu, Sep 18, priced at $131 found 3 days ago