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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 WGO 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 Eastern West Virginia 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
Middletown
Destination airport IATA code
WGO

Last Minute Hotel Deals in Middletown

Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St, Middletown, VA
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Wayside ...
9.2/10 Wonderful! (393 reviews)
"Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating."

Reviewed on Aug 21, 2025

Wayside Inn
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2 out of 5
91 Reliance Road, Middletown, VA
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wayside Theater and Cedar Creek and Belle Grove ...
5.6/10 (286 reviews)
"Great place to sleep and its was very quiet."

Reviewed on Jun 24, 2025

Econo Lodge Inn & Suites
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,134 reviews)
TOO MUCH DOG HAIR
"HATED that disgusting long-haired shaggy gross horse-sized dogs were allowed on the carpets in the hotel. dog hair never comes up when vacumed. two huge hairy dogs were wagging their tails and throwing off long dog hairs all over the rugs by the coffee machines in lobby. i was so grossed out i had ..."

Reviewed on Aug 23, 2025

La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,008 reviews)
"Clean and staff was great."

Reviewed on Aug 23, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,324 reviews)
Excellent stay
"We had a great overnight stay. Easy and friendly check in/check out, very clean and comfortable room and decent breakfast options. There is ample parking and felt safe. My dog loved the window seat. Will definitely stay here again."

Reviewed on Aug 23, 2025

Microtel Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,008 reviews)
Super Getaway
"Great old hotel. Quiet, comfortable, beautiful. Staff were wonderful. Perfect location for walking around the downtown mall."

Reviewed on Aug 23, 2025

The George Washington Hotel, A Wyndham Grand Hotel
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (702 reviews)
"Clean hotel. Safe area and safe parking. Good breakfast, clean and well maintained. Friendly staff."

Reviewed on Aug 25, 2025

SpringHill Suites by Marriott Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,001 reviews)
"This location is always my overnight stop when traveling . Highly recommend."

Reviewed on Aug 20, 2025

Comfort Inn & Suites Winchester
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.