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Middletown

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Middletown Flights as Low as $458

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.

Just the right flight

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.

Frequently Asked Questions About flights to Middletown

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 October, 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 8 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 $458, 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 $458 right now, why wait?

Can I fly to Middletown right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Middletown Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$458

Last Minute Hotel Deals in Middletown

Super 8 by Wyndham Middletown
Super 8 by Wyndham Middletown
2.5 out of 5
563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
The price is $88 per night from May 27 to May 28
$88
per night
May 27 - May 28
Stay at this motel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Galleria ...
6.4/10 (1,000 reviews)
"Close to shopping outlets and quiet"

Reviewed on Apr 27, 2024

Super 8 by Wyndham 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 $127 per night from May 21 to May 22
$127
per night
May 21 - May 22
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! (381 reviews)
Outlet getaway
"Our stay was for 2 days we chose that hotel because it was pet friendly the rooms were ok I stayed in nicer hotels. The continental breakfast was average the sausages looked boiled etc not pleasant seen better"

Reviewed on May 10, 2024

La Quinta Inn & Suites by Wyndham Middletown
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 out of 5
41 Dunning Road, Middletown, NY
The price is $115 per night from May 27 to May 28
$115
per night
May 27 - May 28
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 ...
8.2/10 Very Good! (684 reviews)
"I stayed here with my 2 year old after spending the day at Legoland. Our room was nice, clean , with natural light and cozy."

Reviewed on May 13, 2024

Tru by Hilton Middletown
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
The price is $129 per night from May 27 to May 28
$129
per night
May 27 - May 28
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! (845 reviews)
"Floors could be cleaned"

Reviewed on May 16, 2024

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 $114 per night from May 27 to May 28
$114
per night
May 27 - May 28
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (714 reviews)
"Staff was very friendly and accommodating. Rooms were clean and spacious. Close to everything."

Reviewed on May 8, 2024

Courtyard by Marriott Middletown Goshen
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
The price is $123 per night from May 27 to May 28
$123
per night
May 27 - May 28
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! (865 reviews)
"I was there for a training, it was very nice to study."

Reviewed on Apr 30, 2024

Hampton Inn by Hilton Middletown
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
2 out of 5
19 Crystal Run Crossing, Middletown, NY
The price is $101 per night from May 19 to May 20
$101
per night
May 19 - May 20
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the overall ...
7.2/10 Good! (1,000 reviews)
"Very nice place"

Reviewed on May 13, 2024

Microtel 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 $131 per night from May 27 to May 28
$131
per night
May 27 - May 28
Stay at this 3-star 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! (571 reviews)
"Great day would absolutely do it again right in the middle of everything you have Walmart and all your other places that you need to go right there by your hotel"

Reviewed on May 8, 2024

Home2 Suites 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.