Middletown Vacations from ￥324,558

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The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
voco The Clair Cincinnati Downtown by IHG

voco The Clair Cincinnati Downtown by IHG

3 out of 5
Downtown Cincinnati
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Cincinnati (CVG)
9.2/10 Wonderful! (1,027 reviews)
This is my second time staying at Voco the Clair, and I'll definitely be back. The location is great, front desk staff is wonderful, and it's both clean and quiet. The only downside is the parking garage is a little difficult to get into if using GPS, especially when it's busier with street traffic.

Reviewed on Aug 12, 2025

The Cincinnatian Hotel Curio Collection by Hilton

The Cincinnatian Hotel Curio Collection by Hilton

4 out of 5
Downtown Cincinnati
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Cincinnati (CVG)
7.6/10 Good! (1,005 reviews)
Had air conditioning problems, did move us to a different room the 2nd night.

Reviewed on Aug 5, 2025

Hilton Cincinnati Netherland Plaza

Hilton Cincinnati Netherland Plaza

4 out of 5
Downtown Cincinnati
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Cincinnati (CVG)
7.8/10 Good! (1,104 reviews)
This was a wonderful experience. Everything about this hotel was great and the staff was very helpful. The bar and the restaurant were excellent.

Reviewed on Aug 13, 2025

21c Museum Hotel Cincinnati

21c Museum Hotel Cincinnati

4.5 out of 5
Downtown Cincinnati
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Cincinnati (CVG)
8.8/10 Excellent! (1,005 reviews)
Amazing comforting experience

Reviewed on Aug 13, 2025

Homewood Suites by Hilton Cincinnati-Downtown

Homewood Suites by Hilton Cincinnati-Downtown

3 out of 5
Downtown Cincinnati
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Cincinnati (CVG)
8/10 Very Good! (1,000 reviews)
There was nothing special. Couldnt close the bathroom door toilet was in way.

Reviewed on Aug 10, 2025

Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Hyatt Regency Cincinnati

Hyatt Regency Cincinnati

4 out of 5
151 West Fifth Street, Cincinnati, OH
Fully refundableReserve now, pay when you stay
The price is ￥20,762 per night from Sep 1 to Sep 2
￥20,762
￥24,770 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,485 reviews)
"I liked that it was surrounded by walkable shopping and dining options."

Reviewed on Aug 11, 2025

Hyatt Regency Cincinnati
Hilton Cincinnati Netherland Plaza

Hilton Cincinnati Netherland Plaza

4 out of 5
35 W 5th St, Cincinnati, OH
Fully refundableReserve now, pay when you stay
The price is ￥19,908 per night from Aug 21 to Aug 22
￥19,908
￥23,751 total
Aug 21 - Aug 22
includes taxes & fees
7.8/10 Good! (1,128 reviews)
"This was a wonderful experience. Everything about this hotel was great and the staff was very helpful. The bar and the restaurant were excellent."

Reviewed on Aug 13, 2025

Hilton Cincinnati Netherland Plaza
voco The Clair Cincinnati Downtown by IHG

voco The Clair Cincinnati Downtown by IHG

3 out of 5
701 Broadway Street, Cincinnati, OH
Fully refundable
The price is ￥17,523 per night from Sep 4 to Sep 5
￥17,523
￥20,905 total
Sep 4 - Sep 5
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Never enough bath towels and shower floor very slippery"

Reviewed on Aug 10, 2025

voco The Clair Cincinnati Downtown by IHG
See all 2,685 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.

What to do in Middletown

Fairchild PT-19 Private Flight Experience in Middletown

Fairchild PT-19 Private Flight Experience in Middletown

￥37,742
per adult
80% of travellers recommend
Fairchild PT-19 Private Flight Experience in Middletown
See all activities in Middletown

Frequently asked questions

How much does a Middletown vacation package cost?
Offering excellent value package deals from ￥324,558 on Expedia, you'll be pleasantly surprised at how much a vacation to Middletown costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Middletown?
You're likely to find reduced prices and better availability in November, December and January. Take a look at our cheap Middletown vacation packages and you could score some great off-season discounts.
How many days is enough for Middletown?
Generally, a handful of days is enough to explore the top attractions during your Middletown vacation. However, if you prefer to have more time to kick back or take day trips, consider extending your itinerary.
Is it worth booking a vacation package to Middletown?
Middletown has everything you need for an unforgettable escape. Get your Middletown vacation off to a flying start by exploring top attractions like Start Skydiving.
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, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Middletown package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a tailored Middletown vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Middletown?
If you're considering an impromptu Middletown getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land 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'd like to do in Middletown and your favorite season can help you decide when to go.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could arise during your trip to Middletown.
  3. Decide how long to go for: Now that you're up to speed on Middletown, you can work out the ideal length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Middletown vacation package that brings all your bookings together.

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