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Middletown

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Middletown Flights as Low as $117

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 September, 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 16 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 $117, 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 $117 right now, why wait?

Middletown Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$116

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
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 ...
8.8/10 Excellent! (1,043 reviews)
"Clean room loved my stay with my family the kids enjoy the pool a lot of things close by to do too…"

Reviewed on Jun 25, 2026

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
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 ...
9.4/10 Exceptional! (1,004 reviews)
"Room was great! Clean and well maintained"

Reviewed on Jun 28, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing Middletown NY
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! (1,005 reviews)
"Rough stay here this past weekend. At check in, our room wasn’t ready until almost 9pm (issue with door and no alternative rooms were offered). Bathrooms were not well cleaned and had hair in tub. For a recently renovated non-smoking hotel, there were an awful lot of yellow stains on the walls. Best ..."

Reviewed on Jun 25, 2026

Hampton Inn by Hilton Middletown
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing Middletown NY
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,002 reviews)
"Room was booked to sleep four: queen bed and pull out sofa. But the sofa only slept one (small person). Staff was kind enough to get us a cot for the 4th person. The original sheets on the pull out sofa were ripped and stained. Staff were again helpful and hot new linens. We had to shuffle the sofa ..."

Reviewed on Jun 29, 2026

Courtyard by Marriott Middletown Goshen
Tru by Hilton Middletown

Tru by Hilton Middletown

2.5 out of 5
41 Dunning Road Middletown NY
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! (1,002 reviews)
"Not all Hilton brands are equal.I'm used to Hilton Garden Inn. This Tru brand is more of an average Best Western. No coffee makers in room. Breakfasts were ho-hum to blahs especially scrambled eggs and meats. Staff kept TV in main lounge on Spanish speaking channels. This is in New Jersey. Obviously ..."

Reviewed on Jun 23, 2026

Tru by Hilton Middletown
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
563 Route 211 E Middletown NY
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6/10 (1,005 reviews)
"Poor upkeep and poorly maintained property."

Reviewed on Jun 28, 2026

Super 8 by Wyndham Middletown
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
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 ...
8.8/10 Excellent! (731 reviews)
"Clean, large comfortable bed . Enough space for luggage and clothing. Cant say enough great things about this hotel."

Reviewed on Jun 25, 2026

Holiday Inn Express & Suites Middletown - Goshen by IHG
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

3 out of 5
57 TOWER DRIVE Middletown NY
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (336 reviews)
"Wonderful breakfast options were so convenient. Easy travel to LEGOLAND, convenient grocery store and restaurants within feet of the hotel."

Reviewed on Jun 21, 2026

Residence Inn 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.