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

The Crossroads Hotel, Newburgh
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Charleston (CHS) 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.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Save 100% on your flight
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Save 100% on your flight
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.

Howard Johnson by Wyndham Newburgh/West Point
Save 100% on your flight
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Newburgh Stewart Airport
Save 100% on your flight
per person
Oct 24 - Oct 31
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). 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
Save 100% on your flight
per person
Oct 25 - Oct 30
found 11 hours ago
Roundtrip flight included
Columbus (CMH) 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 Montgomery Maybrook
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.

Super 8 by Wyndham Middletown
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Newburgh (SWF)
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds 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.

Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago

Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 7 hours ago
$127
Roundtrip
found 7 hours ago

Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago

Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 7 hours ago
$137
Roundtrip
found 7 hours ago
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