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

Sleep Inn & Suites Middletown - Goshen
per person
Jun 14 - Jun 16
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.

The Kartrite Resort & Indoor Waterpark
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and breakfast (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.

The Crossroads Hotel, Newburgh
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.

Newburgh Inn
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.

Ramada by Wyndham Newburgh/West Point
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

La Quinta Inn & Suites by Wyndham Middletown
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.

Super 8 by Wyndham Montgomery Maybrook
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum 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, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, just found
$154
Roundtrip
just found

Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, just found
$159
Roundtrip
just found

Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 5 days ago
$164
Roundtrip
found 5 days ago

Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, just found
$164
Roundtrip
just found
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