
Middletown Holidays
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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.
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 1 Sept to 2 Sept
AU$215
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (795 reviews)
"I liked the room but, the view out the window was partially block by the hotel facade. Breakfast was nice."
Reviewed on 22 Aug. 2025

Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 23 Sept to 24 Sept
AU$187
23 Sept - 24 Sept
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Nice, clean convenient place to stay
"The check-in was quick inconvenient, but we were not able to check in any earlier than the 3 o’clock time that is specified. The hotel is clean and the beds were comfortable. However, we did have a fire alarm go off in the early morning and everybody had to go down the steps and outside while the ..."
Reviewed on 24 Aug. 2025

Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 1 Sept to 2 Sept
AU$200
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (965 reviews)
"All of thee above. Also that the pool stayed opened late to relax after Legoland"
Reviewed on 23 Aug. 2025
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.