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 7 Jun to 8 Jun
£110
7 Jun - 8 Jun
includes taxes & fees
8.8/10 Excellent! (1,022 reviews)
Staff was not very professional, guests were playing music in the hallways at 1am and yelling loudly from room to room. Room was decent, however pillows were very thin and small.
Reviewed on 8 May 2026
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing Middletown NY
Fully refundableReserve now, pay when you stay
The price is £99 per night from 9 Jun to 10 Jun
£99
9 Jun - 10 Jun
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
Courtyard Marriott is a great place to stay! Roomy rooms, clean, quiet. The website lists a restaurant, but it is more like a deli-take out restaurant. Breakfast is à la carte.
Reviewed on 30 Apr 2026
Hampton Inn by Hilton Middletown
20 Crystal Run Crossing Middletown NY
Fully refundableReserve now, pay when you stay
The price is £95 per night from 28 May to 29 May
£95
28 May - 29 May
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
They do have breakfast which is a great plus. Staff is decent but didn’t have a lot of interaction. My bedding did have a very strong urine smell which I am curious how they would miss it when they were putting the sheets on.
Reviewed on 8 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
£43
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.
