Middletown Vacations from ￥220,598

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The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Madera

Hotel Madera

4 out of 5
Downtown Washington D.C.
per person
Oct 19 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Washington (DCA)
9.2/10 Wonderful! (1,001 reviews)
Slow internet but not too bad.

Reviewed on Aug 10, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
per person
Oct 19 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Washington (DCA)
9.8/10 Exceptional! (28 reviews)
Beautiful lobby and bars, quiet and stellar staff!

Reviewed on Aug 9, 2025

Hotel AKA Washington Circle

Hotel AKA Washington Circle

4 out of 5
Downtown Washington D.C.
per person
Oct 19 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Washington (DCA)
9/10 Wonderful! (1,167 reviews)
Loved everything about this property.

Reviewed on Aug 10, 2025

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
per person
Oct 19 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Washington (WAS)
9.8/10 Exceptional! (961 reviews)
Very well trained staff and clean rooms. They earned their high ratings

Reviewed on Jul 30, 2025

Kimpton Hotel Monaco Washington DC by IHG

Kimpton Hotel Monaco Washington DC by IHG

4.5 out of 5
Downtown Washington D.C.
per person
Oct 19 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Washington (WAS)
8.6/10 Excellent! (1,005 reviews)
Hotel Monaco was a pleasant place to stay. The restaurant is so-so.

Reviewed on Aug 8, 2025

Find the Best Middletown Vacation Packages

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 ￥12,499 per night from Aug 17 to Aug 18
￥12,499
￥13,874 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,075 reviews)
"The only problem that I had was the soundproofing or construction as the room above us had either frisky tenants or the joists in our ceiling, their floor were not very good"

Reviewed on Aug 9, 2025

Country Inn & Suites by Radisson, Frederick, MD
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 ￥14,944 per night from Aug 14 to Aug 15
￥14,944
￥16,589 total
Aug 14 - Aug 15
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Great location, friendly staff, ample parking lot. Highly recommended."

Reviewed on Aug 5, 2025

Hilton Garden Inn Frederick
Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

2.5 out of 5
801 Snapp Street, Martinsburg, WV
Fully refundableReserve now, pay when you stay
The price is ￥14,944 per night from Aug 17 to Aug 18
￥14,944
￥16,887 total
Aug 17 - Aug 18
includes taxes & fees
9.2/10 Wonderful! (291 reviews)
"This hotel was very relaxing, comfortable, and clean. The staff was also super friendly and welcoming."

Reviewed on Aug 9, 2025

Tru By Hilton Martinsburg
See all 774 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 ￥220,598 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.