
Middletown Holidays from AU$419
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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.

The Crossroads Hotel, Newburgh
per person
26 Sept - 28 Sept
found 22 hours ago
Return flight included
Raleigh (RDU) to Newburgh (SWF)
7.4/10 Good! (492 reviews)
If you like dirty over priced motels then this the place for you. Make sure your cellphone is charged because their is no phone in the room.
Reviewed on 2 Aug. 2025
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 refundableReserve now, pay when you stay
The price is AU$177 per night from 24 Aug to 25 Aug
AU$177
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Rssb
"The staff was super friendly and the place was nice and clean. Comfortable bed and updated bathroom."
Reviewed on 30 Jul. 2025

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$230 per night from 24 Aug to 25 Aug
AU$230
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (771 reviews)
"Place was great have stayed here many times."
Reviewed on 30 Jul. 2025

Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 10 Aug to 11 Aug
AU$185
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (938 reviews)
"Great place"
Reviewed on 2 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.