Middletown Vacations

Book a Hotel + Flight together to unlock savings

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  • Better together

    Save up to SAR 390 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Find the Best Middletown Vacation Packages

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 SAR 395 per night from Dec 17 to Dec 18
SAR 395
SAR 467 total
17 Dec - 18 Dec
includes taxes & fees
9.2/10 Wonderful! (918 reviews)
Did not like the eggs

Reviewed on 23 November 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 SAR 379 per night from Dec 21 to Dec 22
SAR 379
SAR 448 total
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Amazing staff room clean smells good beds are comfortable as well as the pillows … bathroom clean and love the set up

Reviewed on 27 November 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 SAR 288 per night from Dec 23 to Dec 24
SAR 288
SAR 340 total
23 Dec - 24 Dec
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Breakfast was very good, room was clean, however no information about check out, simlply no information about anyfhing

Reviewed on 15 November 2025

Hampton Inn by Hilton Middletown
See all 1,465 properties in 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.

Discover the most popular places to visit in Middletown

Galleria at Crystal Run

4/5(20 reviews)

During your visit to Middletown, you can search for that perfect souvenir at Galleria at Crystal Run. While in this family-friendly area, you can savor the top-notch restaurants.

Galleria at Crystal Run

Orange County Fair Speedway

4/5(5 reviews)

Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.

Orange County Fair Speedway

Orange County Fairgrounds

4.5/5(4 reviews)

Enjoy an outing to Orange County Fairgrounds during your stay in Mechanicstown. Discover the area's festivals and churches.

Orange County Fairgrounds

Frequently asked questions

How do I find cheap flights to Middletown that have flexible change policies?
By using our clever "No change fee" filter, that's how. Simply enter your origin, destination and travel dates, click the "Search" button, then click the checkbox directly below the "Flexible change policies" subheading (it's on the left). Expedia makes it simple to find flexible, low-cost tickets to Middletown.
Which airlines fly to Middletown?
You can take your pick of a variety of airlines that operate flights in or near Middletown. A few of the most well-known are:

  • United Airlines - 8,705 flights to or near Middletown each month, including 8,705 flights to Liberty Intl. Airport (EWR) per month.
  • Spirit Airlines - 832 flights to or near Middletown each month, including 832 flights to Liberty Intl. Airport (EWR) per month.
  • American Airlines - 658 flights to or near Middletown each month, including 658 flights to Liberty Intl. Airport (EWR) per month.

How can I find cheap tickets to Middletown?
A great strategy for nabbing cheap fares is to be flexible with your dates. Begin with searching for your flight to Middletown, then click on the "flexible dates" link for a list of prices for nearby days. Another tip? Book in advance. For an idea of costs, was the best price for a flight to Middletown in the last seven days.
How much is a flight to Middletown?
One-way flights departing from () sold for just in the last seven days. During this period, the price of a return air ticket to Middletown varied between and . If you spot a bargain, book immediately — these fares don't hang around.
What are the most popular airports to fly into in Middletown?
When it comes to planning which Middletown airport to fly into, here are your choices:

  • Liberty Intl. Airport (EWR) - 11,545 flights per month.
  • Stewart Intl. Airport (SWF) - 43 flights per month.

When is the cheapest time to fly to Middletown?
Jet off on a Tuesday to boost your chances of nabbing the cheapest airfare to Middletown. Mondays are usually the second most affordable day to depart. Saturday is typically the most expensive day to fly anywhere.
How much is a plane ticket to Middletown?
In the last seven days, plane fares to Middletown ranged from to .
What months are the cheapest to book a flight to Middletown?
February is a cheap month to book your Middletown trip. Tickets are priciest throughout the month of December, so steer clear of this time if you can.
How long is a flight to Middletown?
It depends on a couple of different things, including where you depart from and whether it's a multi-stop or direct flight. Below are three of the most in-demand domestic routes to Middletown and their average flight durations:

  • Orlando, FL (MCO-Orlando Intl.) to Liberty Intl. Airport (EWR) - 2 hours and 46 minutes
  • Los Angeles, CA (LAX-Los Angeles Intl.) to Liberty Intl. Airport (EWR) - 4 hours and 57 minutes
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Liberty Intl. Airport (EWR) - 3 hours and 3 minutes