Middletown Vacations from ￥394,614

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The Latest Middletown Vacation Packages

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

The Wildwood Hotel

3.5 out of 5
Price was ￥491,630, price is now ￥394,614 per person
￥394,614
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to St. Louis (STL)
9.2/10 Wonderful! (1,661 reviews)
My stay was a normal stay. Nothing special.

Reviewed on Jul 17, 2026

Remodeled and Inviting Free EV

Remodeled and Inviting Free EV

2 out of 5
Price was ￥473,128, price is now ￥405,541 per person
￥405,541
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to St. Louis (STL)
10/10 Exceptional! (1 review)
The property was excellent, and the home was very warm and welcoming.

Reviewed on Jun 25, 2026

The Cheshire

The Cheshire

4 out of 5
Price was ￥456,098, price is now ￥404,155 per person
￥404,155
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
Pretty location. Direct access to the park. Cycled everywhere. Private secure car park.

Reviewed on Jul 15, 2026

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was ￥450,200, price is now ￥406,584 per person
￥406,584
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to St. Louis (STL)
8/10 Very Good! (1,006 reviews)
Cigarette butt containers- there should be more! Property was full of butts along the walkway. It’s a simple fix add more.

Reviewed on Jul 15, 2026

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was ￥465,135, price is now ￥422,190 per person
￥422,190
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to St. Louis (STL)
9/10 Wonderful! (1,984 reviews)
The EV charger isn’t working but otherwise no complaints!

Reviewed on Jul 16, 2026

Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Papa's Cabin - 40 acres & 5 acre lake!

Papa's Cabin - 40 acres & 5 acre lake!

Middletown MO
The price is ￥18,806 per night from Aug 6 to Aug 7
￥18,806
￥33,470 total
Aug 6 - Aug 7
includes taxes & fees
10/10 Exceptional! (2 reviews)
"We absolutely loved our stay at the cabin!! So much space to spread out inside, and the property & lake are so peaceful and enjoyable to explore. Though we only spent one night, we really loved it there, and will definitely be back when we are in the area visiting family!"

Reviewed on May 23, 2026

Papa's Cabin - 40 acres & 5 acre lake!
Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 out of 5
425 E Veterans Memorial Pkwy Warrenton MO
Fully refundableReserve now, pay when you stay
The price is ￥14,320 per night from Aug 10 to Aug 11
￥14,320
￥16,356 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"The lobby is deceiving…upon entering the room I checked the bed for cleanliness. The mattress cover was absolutely disgusting and had old blood all over the underside of it. I called front desk and instead of immediately apologizing, she came up and had to verify and see it. And then asked “like ..."

Reviewed on Jul 16, 2026

Baymont by Wyndham Warrenton
Bay Inn & Suites Troy

Bay Inn & Suites Troy

2.5 out of 5
107 King Dr Troy MO
Fully refundableReserve now, pay when you stay
The price is ￥12,256 per night from Jul 23 to Jul 24
￥12,256
￥14,030 total
Jul 23 - Jul 24
includes taxes & fees
Bay Inn & Suites Troy
See all 60 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'll find cheap prices from ￥394,614 on Expedia for your Middletown escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Middletown costs.
What are the cheapest months to go to Middletown?
January, February and June are great times to look for cheap Middletown vacation packages. Traveling in less busy months means you can generally find lower prices on flights and hotels.
How many days is enough for Middletown?
With a well-organized schedule, you can easily tick off the top Middletown sights in a few days. But if you'd like to discover hidden gems or take 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 fabulous Middletown package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Middletown package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually 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 cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom 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're planning a spur-of-the-moment Middletown vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Middletown?

  1. Pick your dates: The things you want to do in Middletown and your preferred season can help you decide when to travel.
  2. Set a budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to Middletown. Then, pick a property that suits your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to experience in Middletown. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Middletown vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.