Middletown Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Middletown

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 S$207 per night from 3 Aug to 4 Aug
S$207
3 Aug - 4 Aug
includes taxes & fees
7.8/10 Good! (1,071 reviews)
"Paying $300/night I expected my room to be “painted/updated”. Parking facilities were implorable."

Reviewed on 28 Jul, 2025

Hilton Cincinnati Netherland Plaza
Radisson Hotel Cincinnati Riverfront

Radisson Hotel Cincinnati Riverfront

3.5 out of 5
668 W 5th St, Covington, KY
Fully refundable
The price is S$195 per night from 10 Aug to 11 Aug
S$195
10 Aug - 11 Aug
includes taxes & fees
7/10 Good! (2,120 reviews)
"It"

Reviewed on 26 Jul, 2025

Radisson Hotel Cincinnati Riverfront
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 S$260 per night from 3 Aug to 4 Aug
S$260
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,488 reviews)
"The accessibility to everything downtown"

Reviewed on 29 Jul, 2025

Hyatt Regency Cincinnati
See all 2,689 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

S$344
per adult
80% of travellers recommend
Fairchild PT-19 Private Flight Experience in Middletown
World War II Aviation Cadet Flight Experience

World War II Aviation Cadet Flight Experience

S$1,274
per adult
World War II Aviation Cadet Flight Experience
See all activities in Middletown

Frequently asked questions

How much does a Middletown holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday 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 holiday. However, if you prefer to have more time to kick back or take day trips, consider extending your itinerary.
Is it worth booking a holiday package to Middletown?
Middletown has everything you need for an unforgettable escape. Get your Middletown holiday 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 holiday package well in advance.
Is it cheaper to book a Middletown holiday as a package?
Expedia holiday 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 holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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 favourite 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.