Middletown Holidays

Photo by Doug Kerr
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    Better together
    Save up to S$134 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

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 S$112 per night from 22 Jun to 23 Jun
S$112
22 Jun - 23 Jun
includes taxes & fees
8.2/10 Very Good! (1,014 reviews)
"It was a nice quiet place."

Reviewed on 16 Jun, 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 S$133 per night from 20 Jul to 21 Jul
S$133
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"It was kind of run down the first room we were in we woke up at 4 am with it being a hot box they swiftly got us into the room right next to the first room. The pool area needed to be cleaner. Other than that it was okay."

Reviewed on 15 Jun, 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 S$87 per night from 6 Jul to 7 Jul
S$87
6 Jul - 7 Jul
includes taxes & fees
7/10 Good! (1,007 reviews)
"Straightforward pricing and kind staff."

Reviewed on 9 Jun, 2025

Days Inn by Wyndham Frederick
See all 770 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 holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday 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 holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Middletown?
With a well-organised 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Middletown holiday as a package?
Expedia holiday 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 personalised Middletown holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Middletown?
If you've got your Middletown holiday 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, favourite 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 accommodation: Once you've nailed down your travel dates and duration, lock in the right Middletown holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.