Middletown Vacations from ₩2,810,112

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Glover Park - Georgetown
Arlo Washington DC
Crowne Plaza Crystal City-Washington, D.C. by IHG
citizenM Washington DC Capitol
The Churchill Hotel near Embassy Row

Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD
3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is ₩107,985 per night from Jul 16 to Jul 17
₩107,985
₩119,866 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very Good! (1,048 reviews)
"Stopped quickly for a stay in Frederick. Check in was east, the room was clean and quiet, and the breakfast was nice."

Reviewed on Jul 6, 2025

Country Inn & Suites by Radisson, Frederick, MD
Quality Inn
Quality Inn
2.5 out of 5
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is ₩112,312 per night from Aug 6 to Aug 7
₩112,312
₩125,789 total
Aug 6 - Aug 7
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Property is a little older, but not run down. The room was very clean. WiFi wasn't very good."

Reviewed on Jul 8, 2025

Quality Inn
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
Fully refundableReserve now, pay when you stay
The price is ₩90,459 per night from Aug 4 to Aug 5
₩90,459
₩102,218 total
Aug 4 - Aug 5
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"If I ever do go back to Mass I will be staying there again."

Reviewed on Jul 8, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
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.

Frequently asked questions

How much does a Middletown vacation package cost?
You can snap up a vacation package to this destination from ₩2,810,112 on Expedia. However, how much your vacation to Middletown costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Middletown?
The off-season is the best time to head to Middletown if you're on a budget. Another tip for finding cheap Middletown vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Middletown?
With a well-organized schedule, you can easily visit the most popular Middletown sights in a handful of days. But if you'd like to discover hidden gems or go on day trips, consider booking your Middletown vacation for longer.
How to find the best Middletown package deals?
Use Expedia's handy filters to help you find some great Middletown package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Middletown package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Middletown vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Middletown?
If you've got your Middletown vacation dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Middletown?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Middletown.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Middletown.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Middletown. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the right Middletown vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.