Middletown Trips (flight + hotel)

Photo by Doug Kerr

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Top hotels 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
Fully refundable
The price is P4,423 per night from Jul 2 to Jul 3
P4,423
P4,909 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (1,020 reviews)
"Hotel is comfortable but it is showing signs of wear and tear. Check in was fast and friendly."

Reviewed on Jun 21, 2025

Country Inn & Suites by Radisson, Frederick, MD
Clarion Inn Harpers Ferry - Charles Town
Clarion Inn Harpers Ferry - Charles Town
2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is P5,297 per night from Jul 20 to Jul 21
P5,297
P5,932 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"Older hotel and needs updating. Fit what we needed."

Reviewed on Jun 20, 2025

Clarion Inn Harpers Ferry - Charles Town
Days Inn by Wyndham Frederick
Days Inn by Wyndham Frederick
2 out of 5
5646 Buckeystown Pike, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is P3,499 per night from Jun 26 to Jun 27
P3,499
P3,884 total
Jun 26 - Jun 27
includes taxes & fees
7/10 Good! (1,002 reviews)
"10/10"

Reviewed on Jun 18, 2025

Days Inn by Wyndham Frederick
See all 768 properties in Middletown
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 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.