Middletown Holidays

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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.

Black Friday Sale

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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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 17 Dec to 18 Dec
AU$190
17 Dec - 18 Dec
includes taxes & fees
9.2/10 Wonderful! (920 reviews)
Did not like the eggs

Reviewed on 23 Nov 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is AU$182 per night from 21 Dec to 22 Dec
AU$182
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Super clean, great breakfast, super friendly staff.

Reviewed on 26 Nov 2025

Sleep Inn & Suites Middletown - Goshen
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing Middletown NY
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 23 Dec to 24 Dec
AU$138
23 Dec - 24 Dec
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Breakfast was very good, room was clean, however no information about check out, simlply no information about anyfhing

Reviewed on 15 Nov 2025

Hampton Inn by Hilton Middletown
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.