Middletown Vacations from ￥187,602

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The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Washington DC Dupont Circle

The Royal Sonesta Washington DC Dupont Circle

4.5 out of 5
Northwest
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
8.6/10 Excellent! (1,178 reviews)
AC was not cool enough and doors to bedroom and bathroom do not close for privacy.

Reviewed on Jun 20, 2025

Hotel Madera

Hotel Madera

4 out of 5
Downtown Washington D.C.
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.2/10 Wonderful! (1,005 reviews)
Check in was super fast. Front desk super helpful & nice. However housekeeping tree away my son’s brand new $250 debtal retainer. Kinda ruined the day

Reviewed on Jun 19, 2025

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
8.8/10 Excellent! (1,767 reviews)
Wonderful experience

Reviewed on Jun 19, 2025

Canopy by Hilton Washington Embassy Row

Canopy by Hilton Washington Embassy Row

4 out of 5
Downtown Washington D.C.
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.2/10 Wonderful! (541 reviews)
Great convenient modern hotel. Corner room is the best.

Reviewed on Jun 16, 2025

The Henley Park Hotel

The Henley Park Hotel

4 out of 5
Downtown Washington D.C.
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9/10 Wonderful! (1,078 reviews)
Wonderfully situated, convenient, close to all the important things to see and do. Friendly staff willing to go the extra mile to help. My room was at 59 degrees and although I tried to change the temp it was either that or turning the ac off. I asked for help and they couldn’t fix it. That’s too cold, even for me!

Reviewed on Jun 19, 2025

Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Middletown
10/10 Exceptional! (102 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 May 25, 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 ￥11,478 per night from Jul 1 to Jul 2
￥11,478
￥12,741 total
Jul 1 - Jul 2
includes taxes & fees
8.2/10 Very Good! (1,014 reviews)
"The room wasn’t very clean."

Reviewed on Jun 17, 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 ￥13,480 per night from Jul 2 to Jul 3
￥13,480
￥15,096 total
Jul 2 - Jul 3
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 Jun 15, 2025

Clarion Inn Harpers Ferry - Charles Town
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 vacation package cost?
You can snap up a vacation package to this destination from ￥187,602 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.