Middletown Holidays

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Your Middletown Holiday

Say bye-bye to the worries of planning and hello to a Middletown holiday package. With the finer details organised before you leave, you can focus on discovering the best of this city, starting with Downtown Frederick, which is great for cafes, history and bars and pubs. Any trip to Middletown needs a well-thought-out itinerary. Fill yours with major attractions like Musket Ridge Golf Course, Maryland National Golf Club and Washington Monument State Park. Expedia is here to help you escape your daily routine. Tailor your holiday to Middletown to suit your style of travel, whatever that may look like.

Middletown Holiday

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
4,500
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Orchid Cellar Winery, Musket Ridge Golf Course and Maryland National Golf Club

Our pick of the best Middletown Hotel Deals

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Middletown
10/10 Exceptional! (101 reviews)
Exceeded Expectations of a Cabin Stay
"We LOVED our stay at Surrey Cabin! Quaint, clean, quiet, and the property is breathtaking! The bed was super comfortable and we had everything we needed. We will definitely be coming back!"

Reviewed on 25 May 2025

Get rates
Countryside Cabin with Mountain Views near Surreybrooke Gardens
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 AU$134 per night from 1 July to 2 July
AU$134
1 July - 2 July
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"Hotel was perfect for what I needed"

Reviewed on 10 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 AU$159 per night from 13 July to 14 July
AU$159
13 July - 14 July
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Very clean"

Reviewed on 10 Jun. 2025

Clarion Inn Harpers Ferry - Charles Town
See all 767 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.