Search Deals onMiddletown Vacation Packages
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Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Price was $344, price is now $252 per person
$252
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.

The Kartrite Resort & Indoor Waterpark
Save 100% on your flight
Price was $588, price is now $309 per person
$309
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.

YO1 Longevity & Health Resorts, Catskills
Save 100% on your flight
Price was $867, price is now $597 per person
$597
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
Stay at this 4-star spa hotel in Monticello. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.

Resorts World Catskills Casino
Save 100% on your flight
Price was $593, price is now $420 per person
$420
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
Stay at this 4.5-star luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. 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.

The Crossroads Hotel, Newburgh
Save 100% on your flight
Price was $370, price is now $268 per person
$268
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Save 100% on your flight
Price was $567, price is now $430 per person
$430
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.

Newburgh Inn
Price was $386, price is now $295 per person
$295
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a conference center. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

Microtel Inn & Suites by Wyndham Middletown
Save 100% on your flight
Price was $479, price is now $371 per person
$371
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.
Middletown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Middletown 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 11 - Mon, Sep 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$130 Roundtrip, found 1 hour ago
$130
Roundtrip
found 1 hour ago

Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$131 Roundtrip, found 6 days ago
$131
Roundtrip
found 6 days ago

Thu, Sep 11 - Mon, Sep 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$134 Roundtrip, found 1 hour ago
$134
Roundtrip
found 1 hour ago

Thu, Sep 11 - Mon, Sep 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$135 Roundtrip, found 1 hour ago
$135
Roundtrip
found 1 hour ago
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