
Middletown Holidays from AU$3,150
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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$3,377, price is now AU$3,377 per person
AU$3,377
per person
6 Oct - 11 Oct
found 11 hours ago
Return flight included
Melbourne (AVV) to Newburgh (SWF)
8.4/10 Very Good! (1,006 reviews)
This is the second time we have stayed here. The facilities are clean, the room was clean, and the staff was great. Definitely a great place to stay. So you next time!
Reviewed on 19 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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E, Middletown, NY
The price is AU$216 per night from 25 Aug to 26 Aug
AU$216
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (790 reviews)
I love this place
"I had another wonderful stay! The front desk staff were absolutely amazing—friendly, helpful, and quick to accommodate all of our needs with no questions asked. The room was spotless and very comfortable, which I’ve come to expect from this hotel. I’ve stayed here more than ten times now, and each ..."
Reviewed on 19 Aug. 2025

Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 2 Sept to 3 Sept
AU$186
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,019 reviews)
"Service/staff was nice. Hotel room was clean and adequate."
Reviewed on 18 Aug. 2025

Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
The price is AU$185 per night from 24 Aug to 25 Aug
AU$185
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (958 reviews)
Marriott upstate NY
"Great place. I would say a 9.5 out of 10. Breakfast was great, just a really long wait. Lots of guests…weddings. Comfortable, safe, clean, priced competitively"
Reviewed on 17 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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