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.

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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 9 Nov to 10 Nov
AU$184
9 Nov - 10 Nov
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"I had an wonderful time here. The little experiences I had, had nothing to do with staff, some disrespectful guests. Staff members were remarkable. They were very accommodating. Some hotels you go to, the staff have horrible attitudes, not here. Their personalities & upbeat, comical, nice. Very comfortable ..."

Reviewed on 5 Oct 2025

Sleep Inn & Suites Middletown - Goshen
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$213 per night from 3 Nov to 4 Nov
AU$213
3 Nov - 4 Nov
includes taxes & fees
9.2/10 Wonderful! (853 reviews)
"I didn’t use"

Reviewed on 6 Oct 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 9 Nov to 10 Nov
AU$177
9 Nov - 10 Nov
includes taxes & fees
8.4/10 Very Good! (996 reviews)
"Ryyyfgyu"

Reviewed on 25 Sept 2025

Courtyard by Marriott Middletown Goshen
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.