Middletown Holidays
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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.
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
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
The price is £104 per night from 9 Jun to 10 Jun
£104
9 Jun - 10 Jun
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Everything was clean, comfortable and in working order."
Reviewed on 19 May 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is £108 per night from 31 May to 1 Jun
£108
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Very good stay. Friendly staff and clean room. We will be back"
Reviewed on 11 May 2026
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing Middletown NY
Fully refundableReserve now, pay when you stay
The price is £96 per night from 31 May to 1 Jun
£96
31 May - 1 Jun
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"The room was clean but staff was not as friendly as expected for a hotel they didn’t even greet you unless you greeted them first."
Reviewed on 22 May 2026
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.
What to do in Middletown
LEGOLAND New York Resort Admission Ticket
£38
per traveller
84% of travellers recommend
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- Visit Slate Hill
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- Visit Warwick
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- Visit Yankee Lake
* 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.
