Middletown Vacations from ￥366,635

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The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

3.5 out of 5
Arundel Mills
Price was ￥387,586, price is now ￥366,635 per person
￥366,635
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Baltimore (BWI)
9.4/10 Exceptional! (2,009 reviews)
We love staying at this hotel anytime we are in Baltimore-Maryland area. Upscale vibe, good restaurant on the property, close to the BWI airport. Highly recommended 👌🏾

Reviewed on Nov 9, 2026

Courtyard by Marriott Baltimore Hunt Valley

Courtyard by Marriott Baltimore Hunt Valley

3 out of 5
Price was ￥379,664, price is now ￥375,204 per person
￥375,204
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Baltimore (BWI)
8.4/10 Very Good! (772 reviews)

Moxy Washington DC Downtown

Moxy Washington DC Downtown

3 out of 5
Downtown Washington D.C.
Price was ￥391,974, price is now ￥391,974 per person
￥391,974
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Baltimore (BWI)
8.8/10 Excellent! (1,490 reviews)
No hot water during our stay but overall a very nice hotel but they were very accommodating

Reviewed on Nov 10, 2026

Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Fully refundable
The price is ￥13,311 per night from Dec 6 to Dec 7
￥13,311
￥14,909 total
Dec 6 - Dec 7
includes taxes & fees
Country Inn & Suites by Radisson, Hagerstown, MD
Best Western Historic Frederick

Best Western Historic Frederick

2.5 out of 5
420 Prospect Blvd Frederick MD
Fully refundableReserve now, pay when you stay
The price is ￥12,812 per night from Nov 20 to Nov 21
￥12,812
￥14,220 total
Nov 20 - Nov 21
includes taxes & fees
Best Western Historic Frederick
SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

2.5 out of 5
111 Byte Drive Frederick MD
The price is ￥18,400 per night from Nov 29 to Nov 30
￥18,400
￥20,424 total
Nov 29 - Nov 30
includes taxes & fees
9.4/10 Exceptional! (968 reviews)
"No Regrets in Our Stay. Price is very Reasonable and the Buffet is Great. Will Defintely Recommend it to our Friends."

Reviewed on Nov 9, 2026

SpringHill Suites by Marriott Frederick
See all 813 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.

Stay near popular Middletown attractions

Maryland National Golf Club

Designed by Arthur Hills, this par-71 course features dramatic elevation changes and views of the Catoctin Mountains. Enjoy the challenging fairways and relax at the full-service clubhouse after your round.
See properties

Frequently asked questions

How much does a Middletown vacation package cost?
You can snap up a vacation package to this destination from ￥366,635 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.