Middletown Holidays from AU$2,407
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Your Middletown Holiday
The adventure-packed city of Middletown is calling. Immerse yourself in everything it has to offer with a Middletown holiday package that's customised to you. If sightseeing is on the agenda during your trip to Middletown, stop by popular attractions like Orange County Fair Speedway, Orange County Fairgrounds and Galleria at Crystal Run. Expedia will help you escape your daily routine. Tailor your holiday to Middletown to match your travel style, whatever that may look like.
The Latest Middletown Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was AU$4,089, price is now AU$2,407 per person
AU$2,407
per person
21 Feb - 28 Feb
found 8 hours ago
Return direct flight included
Sydney (SYD) to Newburgh (SWF)
8.4/10 Very Good! (1,002 reviews)
Great service. Great price.
Reviewed on 2 Jan 2026
Middletown Holiday
Middletown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 27,800 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Warwick Valley Winery and Distillery, Paramount Theatre and Castle Fun Centre |
Our pick of the best Middletown Hotel Deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
The price is AU$173 per night from 2 Feb to 3 Feb
AU$173
2 Feb - 3 Feb
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Great
Reviewed on 8 Jan 2026
Hampton Inn by Hilton Middletown
20 Crystal Run Crossing Middletown NY
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 27 Jan to 28 Jan
AU$147
27 Jan - 28 Jan
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
new facility up to date clean
Reviewed on 11 Jan 2026
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing Middletown NY
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 25 Jan to 26 Jan
AU$163
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Love staying here
Reviewed on 11 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
