
Middletown Holidays from AU$2,621
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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
per person
23 Oct - 30 Oct
found 5 hours ago
Return flight included
Melbourne (MEL) to Newburgh (SWF)
8.4/10 Very Good! (1,006 reviews)
I stay at the Red roof Inn often and this is my favorite local hotel.
I highly recommend anyone coming to the area to check the rates and come to the Red roof Inn because I promise you you will not be disappointed.
💙
Reviewed on 9 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$175 per night from 24 Aug to 25 Aug
AU$175
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"While the elevator is always broken and the carpet needs to be replaced in the hallway, my family and I enjoy our stays here. The staff is always pleasant and someone always brews the best iced lemonade tea accessible in the lobby. I look forward to having a cup when I check in."
Reviewed on 6 Aug. 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$222 per night from 24 Aug to 25 Aug
AU$222
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (779 reviews)
"N/a"
Reviewed on 7 Aug. 2025

Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 17 Aug to 18 Aug
AU$183
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (940 reviews)
"Bed was extremely comfortable and there were many places to eat nearby, not to mention it was right off the interstate"
Reviewed on 5 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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