Middletown Holidays from AU$2,896

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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.

The Latest Middletown Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
Crystal City
per person
17 Oct - 24 Oct
found 15 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
8.6/10 Excellent! (1,002 reviews)
Love the atmosphere

Reviewed on 27 Jul. 2025

Pendry Washington DC - The Wharf

Pendry Washington DC - The Wharf

5 out of 5
Southwest
per person
17 Oct - 24 Oct
found 15 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9.2/10 Wonderful! (307 reviews)
Great place to stay!!

Reviewed on 27 Jul. 2025

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
per person
17 Oct - 24 Oct
found 15 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9.4/10 Exceptional! (1,454 reviews)
Everything is fine, but it would be the best if I can have a little discount!

Reviewed on 29 Jul. 2025

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
per person
17 Oct - 24 Oct
found 15 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
8.8/10 Excellent! (1,001 reviews)
What was unique is all of the service wanting to set up your room service in your room actually have a table to eat. It was so elegant and so well put together. Everything we asked for was delivered to us. Even the microwave.

Reviewed on 28 Jul. 2025

Hotel Washington

Hotel Washington

5 out of 5
Downtown Washington D.C.
per person
17 Oct - 24 Oct
found 15 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9/10 Wonderful! (2,272 reviews)
Excellant. Pkg expensive

Reviewed on 28 Jul. 2025

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

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$144 per night from 4 Aug to 5 Aug
AU$144
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (1,067 reviews)
"It was good"

Reviewed on 27 Jul. 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 AU$147 per night from 10 Aug to 11 Aug
AU$147
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"Staff was friendly and helpful."

Reviewed on 27 Jul. 2025

Quality Inn
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 3 Aug to 4 Aug
AU$185
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,022 reviews)
"Quiet and nice area"

Reviewed on 23 Jul. 2025

Hilton Garden Inn Frederick
See all 775 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 from AU$2,896 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.