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Middletown

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Middletown Flights as Low as $96

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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 July, 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 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 $96, 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 $96 right now, why wait?

Middletown Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$95

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
Book a stay at this 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! (1,315 reviews)
"Safe, clean place to stay near major highways."

Reviewed on Jun 5, 2026

Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Book a stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,285 reviews)
"Upon check-in, there was a sign noting recent thefts in the parking lot and recommending locking your vehicle. I appreciate the transparency, but that made me a bit nervous. Overall, staff was professional and helpful, and the room was clean. Breakfast was OK/good. The indoor pool itself was fine, ..."

Reviewed on Jun 5, 2026

Country Inn & Suites by Radisson, Hagerstown, MD
Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

2.5 out of 5
801 Snapp Street Martinsburg WV
Book a stay at this business-friendly hotel in Martinsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wonderment Puppet Theater ...
9.4/10 Exceptional! (527 reviews)
"Awesome!"

Reviewed on Jun 5, 2026

Tru By Hilton Martinsburg
SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

2.5 out of 5
111 Byte Drive Frederick MD
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (830 reviews)
"Hotel overall was clean, staff was very friendly and helpful. Room was clean, beds and linens were clean as well. Bathroom was clean, tub was a bit small and dated tile, couldn’t find an iron, but over all the facility was good I would stay here again."

Reviewed on Jun 6, 2026

SpringHill Suites by Marriott Frederick
Best Western Historic Frederick

Best Western Historic Frederick

2.5 out of 5
420 Prospect Blvd Frederick MD
Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8/10 Very Good! (1,007 reviews)
"It was a decent hotel"

Reviewed on May 31, 2026

Best Western Historic Frederick
The Plaza Inn & Suites

The Plaza Inn & Suites

2.5 out of 5
931 Dual Highway, Building A Hagerstown MD
Stay at this hotel in Hagerstown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hagerstown Field House and Maryland Theater are ...
5.8/10 (544 reviews)
"Good place to stay"

Reviewed on Jun 1, 2026

The Plaza Inn & Suites
Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

3 out of 5
89 ALL STAR COURT Hagerstown MD
Book a stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast ...
9.4/10 Exceptional! (666 reviews)
"Wonderful one night stay. Great breakfast variety and delicious coffee. My only suggestion is to provide body lotion in the bathroom."

Reviewed on Jun 4, 2026

Fairfield Inn & Suites by Marriott Hagerstown
Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

2.5 out of 5
1565 Opossumtown Pike Frederick MD
Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (1,004 reviews)
"We stayed one night at this hotel, which we found to be centrally located, clean, good staff, excellent choices for breakfast, and comfortable bedding."

Reviewed on Jun 3, 2026

Hampton Inn & Suites Frederick-Fort Detrick
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.