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Middletown

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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 IAD 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 , 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  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 Hagerstown Regional 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 , 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  right now, why wait?

Middletown Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$256

Last Minute Hotel Deals in Middletown

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,192 reviews)
Staff was friendly, breakfast was good with a lot of popular options, the room was clean and very comfortable.

Reviewed on Nov 3, 2025

Country Inn & Suites by Radisson, Frederick, MD
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
Always welcoming and super clean.

Reviewed on Nov 4, 2025

Hilton Garden Inn Frederick
Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

2 out of 5
5646 Buckeystown Pike, Frederick, MD
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,008 reviews)
The room was spotless and well equipped with microwave, internet TV, fridge and plenty of towels!!

Reviewed on Oct 31, 2025

Days Inn by Wyndham Frederick
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
7.8/10 Good! (1,042 reviews)
Room great hotel good with a good restaurant connected , close to Harper’s ferry visitor center good one stay to visit Harper’s ferry , a great historic site

Reviewed on Oct 28, 2025

Clarion Inn Harpers Ferry - Charles Town
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 out of 5
681 Flowing Springs Rd, Charles Town, WV
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,000 reviews)
breakfast

Reviewed on Nov 3, 2025

Holiday Inn Express Charles Town by IHG
Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

2.5 out of 5
801 Snapp Street, Martinsburg, WV
Stay at this hotel in Martinsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wonderment Puppet Theater and The Commons are located ...
9.4/10 Exceptional! (362 reviews)
Great!!!

Reviewed on Nov 4, 2025

Tru By Hilton Martinsburg
Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

2 out of 5
642 E Washington Street, Charles Town, WV
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,002 reviews)
All in all, the stay was good and I would stay there again.The location was close to the Village of Appomatox. The rooms were clean except for stains on the floor and chairs. The breakfast that was advertised wasn't fantastic. It was cold cereal and a bit of fruit.

Reviewed on Oct 26, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
Hillside Inn & Suite

Hillside Inn & Suite

2.5 out of 5
2048 Edwin Miller Blvd, Martinsburg, WV
Stay at this hotel in Martinsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Belle Boyd House and Martinsburg Roundhouse are located ...
7.4/10 Good! (57 reviews)
clean room, staff, amenities

Reviewed on Nov 2, 2025

Hillside Inn & Suite
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.