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 £110 per night from 29 Jun to 30 Jun
£110
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (1,041 reviews)
"Had a nice stay was quiet for the most part clean and the bed was very comfy"
Reviewed on 22 Jun 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 £118 per night from 5 Jul to 6 Jul
£118
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Everything new and clean. Great breakfast. Big rooms. Comfortable beds. Nice location."
Reviewed on 23 Jun 2026
Hampton Inn by Hilton Middletown
20 Crystal Run Crossing Middletown NY
Fully refundableReserve now, pay when you stay
The price is £100 per night from 29 Jun to 30 Jun
£100
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The shower gel dispenser was nearly empty, and since we only stayed for one night, there wasn't an opportunity to have it refilled. Elevator and bathroom looked outdated. Additionally, the window curtain only covered about two-thirds of the window and did not fully close, which affected privacy and ..."
Reviewed on 23 Jun 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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* 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.
