Middletown Vacation Packages

Let the team at Orbitz tailor amazing-value flight and hotel deals for you. If you're keen to plan that unforgettable Middletown trip, you've come to the right place! Think of all the cash you'll save by bundling your bookings. Select your preferred airfares, hotels, rental cars and experiences and you could save up to $374! As well as that, you'll be thrilled to discover that you can tailor your getaway by picking from 500 partner airlines and no less than 500,000 global hotel options. With limitless possible options to pick from, our packages let you create that getaway you've long dreamed about.

Where is Middletown?

A relaxed, headache-free vacation starts with doing your homework. Keep reading to learn exactly where Middletown is. It's a neighborhood of Winchester. You'll discover it 12 miles southwest of the downtown area. Travelers to Winchester will be rubbing shoulders with around 26,000 residents.

Car Rentals in Middletown

Take your love of travel to new heights by checking out car rentals in Middletown. No matter where you go or what you hope to do, Orbitz will help you find a ride that fits your adventurous spirit. After being locked up in a cramped cabin all day, few things feel as good as sliding behind the wheel. If you're arriving at Eastern West Virginia Regional Airport, pick up your car from Enterprise, at 901 N Queen St.

Where to stay in Middletown – Hotel Accommodation

Don't hesitate too long! There are only 8 hotels in Middletown. Book via Orbitz right now to avoid being left behind. Want us to simplify things? We suggest the Hampton Inn Front Royal and Fairfield Inn & Suites Strasburg Shenandoah Valley.

Nearest Airports to Middletown

Tighten your seatbelt! You'll soon be flying into Washington Dulles International Airport (IAD). Located 45 miles east of Middletown, it's the neighborhood's closest terminal.

Popular Places to Visit Near Middletown

Head to Stephens City. It is about 5 miles away.

No Cancellation Fees

If you need to alter or cancel your booking, it'll cheer you up to know we'll never charge you a fee.^ Your airline and hotel might not either if you contact them swiftly!