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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
The price is $126 per night from May 3 to May 4
$126
includes taxes & fees
May 3 - May 4
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! (377 reviews)
Wayside Inn charming
"Connecting with Family and Friends. Wanted to stay someplace interesting not a box/tel. Wayside was charming and interesting. An old, so expectations should be tailored accordingly."

Reviewed on Apr 26, 2025

Wayside Inn
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is $102 per night from May 11 to May 12
$102
includes taxes & fees
May 11 - May 12
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 ...
9/10 Wonderful! (1,973 reviews)
"Friendly staff. Nice room. Great value"

Reviewed on May 1, 2025

La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is $100 per night from Jun 1 to Jun 2
$100
includes taxes & fees
Jun 1 - Jun 2
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 ...
9.2/10 Wonderful! (1,010 reviews)
"Both check in and check out was great. Kevin was so kind checking us in at a late hour. It was a quiet and clean room. My husband slept so well and so late. We will definitely recommend and return this place in the future."

Reviewed on Apr 29, 2025

Comfort Inn & Suites
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
The price is $135 per night from May 11 to May 12
$135
includes taxes & fees
May 11 - May 12
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! (1,000 reviews)
"Me and my daughters recently stayed 1 night to explore the Winchester area. We loved how close it was to the walking mall with all the shops and dining options. The girls really enjoyed the pool and hot tub - such a unique pool! The beds were super comfy, room very clean, staff very friendly. We ..."

Reviewed on Apr 28, 2025

The George Washington Hotel, A Wyndham Grand Hotel
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is $79 per night from Jun 1 to Jun 2
$79
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,000 reviews)
"Friendly and helpful staff! Clean rooms and a wonderful breakfast!! The mini pancake machine was such fun to watch and delicious to eat!"

Reviewed on Apr 25, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
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
The price is $100 per night from May 11 to May 12
$100
includes taxes & fees
May 11 - May 12
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! (1,001 reviews)
"No issues"

Reviewed on Apr 29, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4 out of 5
111 Hospitality Drive, Front Royal, VA
The price is $124 per night from May 11 to May 12
$124
includes taxes & fees
May 11 - May 12
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (1,000 reviews)
Highly Recommend
"Staff super helpful. Room was clean, stylish, and comfortable."

Reviewed on Apr 28, 2025

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is $70 per night from Jun 1 to Jun 2
$70
includes taxes & fees
Jun 1 - Jun 2
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,104 reviews)
"Stayed for a night halfway through a 20 hour road trip. Very convenient location right off the highway. Lots of restaurants close by. Breakfast was good. Room was clean & comfortable."

Reviewed on Apr 30, 2025

Travelodge by Wyndham 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.