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Middletown

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Middletown Flights as Low as $372

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Cheap Flights to Middletown

Fall in love at first flight with your vacation to Middletown by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middletown on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middletown, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middletown

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middletown with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the POU airport.

What is the cheapest month to fly to Middletown?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middletown are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middletown?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 6 to choose from for your flight to Middletown.

What airport is best to fly into Middletown?

When you’re planning your trip to Middletown, convenience is the name of the game. Luckily, Middletown Stewart Intl. Airport is nearby so you can deplane and get going on checking off everything on your Middletown must-do list.

How much are flights to Middletown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middletown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $372, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middletown?

The trick to saving a stack of cash on your flight to Middletown? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $372 right now, why wait?

Middletown Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$371

Last Minute Hotel Deals in Middletown

Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
The price is $93 per night from Mar 31 to Apr 1
$93
includes taxes & fees
Mar 31 - Apr 1
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
"Very affordable hotel with many amenities"

Reviewed on Mar 9, 2025

Sleep Inn & Suites Middletown - Goshen
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3 out of 5
24 Crystal Run Xing, Middletown, NY
The price is $109 per night from Mar 20 to Mar 21
$109
includes taxes & fees
Mar 20 - Mar 21
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (843 reviews)
"Nice hotel. Was clean"

Reviewed on Mar 8, 2025

Courtyard by Marriott Middletown Goshen
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 out of 5
41 Dunning Road, Middletown, NY
The price is $109 per night from Mar 23 to Mar 24
$109
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (886 reviews)
"Modern up to date"

Reviewed on Mar 8, 2025

Tru by Hilton Middletown
La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
The price is $123 per night from Mar 17 to Mar 18
$123
includes taxes & fees
Mar 17 - Mar 18
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (646 reviews)
"Very clean"

Reviewed on Mar 10, 2025

La Quinta Inn & Suites by Wyndham Middletown
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3 out of 5
600 Route 211 East, Middletown, NY
The price is $133 per night from Mar 21 to Mar 22
$133
includes taxes & fees
Mar 21 - Mar 22
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (661 reviews)
"Great"

Reviewed on Mar 5, 2025

Home2 Suites by Hilton Middletown
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
The price is $116 per night from Mar 30 to Mar 31
$116
includes taxes & fees
Mar 30 - Mar 31
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,006 reviews)
"Quick and friendly staff at check in"

Reviewed on Mar 9, 2025

Hampton Inn by Hilton Middletown
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown Goshen
3 out of 5
57 TOWER DRIVE, Middletown, NY
The price is $180 per night from Mar 21 to Mar 22
$180
includes taxes & fees
Mar 21 - Mar 22
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (282 reviews)
"The overall experience was great but the water of the in-door pool was cold n dirty."

Reviewed on Feb 22, 2025

Residence Inn by Marriott Middletown Goshen
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 out of 5
20 MED PARC ROAD, Middletown, NY
The price is $122 per night from Mar 23 to Mar 24
$122
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (654 reviews)
Wonderful
"Just a good, solid hotel. Clean. Quiet. Convenient. Great service."

Reviewed on Mar 7, 2025

Holiday Inn Express & Suites Middletown - Goshen by IHG
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.