Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montgomery Maybrook
Price was $254, price is now $221 per person
$221
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Holiday Inn Express Hotel & Suites Chester by IHG
Price was $396, price is now $339 per person
$339
per person
Feb 26 - Mar 1
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Chester. 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 Castle Fun Center are located nearby.
Microtel Inn & Suites by Wyndham Middletown
Price was $346, price is now $299 per person
$299
per person
Feb 15 - Feb 19
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 LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Super 8 by Wyndham Middletown
Price was $270, price is now $235 per person
$235
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Courtyard by Marriott Newburgh Stewart Airport
Price was $812, price is now $715 per person
$715
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Seattle (SEA) 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.
Wildflower Farms, Auberge Collection
Save 100% on your flight
Price was $3,444, price is now $3,059 per person
$3,059
per person
Mar 18 - Mar 22
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
Holiday Inn Express & Suites Middletown - Goshen by IHG
Price was $403, price is now $364 per person
$364
per person
Feb 26 - Mar 1
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
Howard Johnson by Wyndham Newburgh/West Point
Price was $250, price is now $227 per person
$227
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
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, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$115 Roundtrip, found 2 days ago
$115
Roundtrip
found 2 days ago
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$119 Roundtrip, found 6 days ago
$119
Roundtrip
found 6 days ago
Wed, Jun 17 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Fri, Feb 6 - Mon, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$123 Roundtrip, found 5 days ago
$123
Roundtrip
found 5 days ago
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