Middletown Holidays from £579
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Your Middletown Holiday
Our Middletown holiday packages allow you to create your own adventure. Tailor your journey to your needs and interests and make the most of your time in this fabulous city. Orange County Fair Speedway, Galleria at Crystal Run and Orange County Fairgrounds are just a few of the many sights you'll want to see during your trip to Middletown. Your ultimate Middletown holiday is just clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored to suit your travel style.
Top Middletown Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh
Price was £644, price is now £591 per person
£591
per person
16 Oct - 20 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Newburgh (SWF)
7.4/10 Good! (523 reviews)
Nice area. Convenient to highway. Marijuana smell. Both knees replaced, & elevator on our side was out of order. Had to carry stuff up a flight of stairs. Couldn't change rooms because I booked w Expedia. Not happy.
Reviewed on 30 Aug 2025
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, Castle Fun Centre and Harness Racing Museum and Hall of Fame |
Top hotels in Middletown
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is £109 per night from 1 Sept to 2 Sept
£109
1 Sept - 2 Sept
includes taxes & fees
Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is £90 per night from 14 Sept to 15 Sept
£90
14 Sept - 15 Sept
includes taxes & fees
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is £88 per night from 3 Sept to 4 Sept
£88
3 Sept - 4 Sept
includes taxes & fees
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. Flight-inclusive packages are ATOL protected.