Middletown Vacations from $301

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Your Middletown Vacation

Renowned for its rich history and friendly locals, Middletown is a fantastic getaway destination. Book one of our Middletown vacation packages and uncover all that this impressive city has to offer. Eager to get out and explore? Land of Illusion, Treasure Aisles and Sorg Opera House are a few of the leading places to visit during your trip to Middletown. Expedia will help you escape your routine. Tailor your vacation to Middletown to match your travel style, whatever that may be.

The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
Extended Stay America Suites Cincinnati Blue Ash Reed Hartma

Extended Stay America Suites Cincinnati Blue Ash Reed Hartma

2.5 out of 5
per person
Sep 13 - Sep 17
found 5 hours ago
Roundtrip flight included
New York (JFK) to Cincinnati (CVG)
7/10 Good! (705 reviews)
Three night stay with pets, worked fine.

Reviewed on Jun 24, 2025

Hotel Covington Cincinnati Riverfront

Hotel Covington Cincinnati Riverfront

4 out of 5
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
New York (LGA) to Cincinnati (CVG)
9.6/10 Exceptional! (1,001 reviews)
Very clean room. Great food options.

Reviewed on Jun 27, 2025

The Lytle Park Hotel, Autograph Collection

The Lytle Park Hotel, Autograph Collection

4.5 out of 5
Downtown Cincinnati
Save 100% on your flight
per person
Sep 13 - Sep 17
found 10 hours ago
Roundtrip flight included
New York (JFK) to Cincinnati (CVG)
9.6/10 Exceptional! (236 reviews)
Our stay at The Lytle Hotel was nothing short of incredible! From the moment we arrived, the service was truly some of the best we’ve experienced in years. Every staff member we interacted with was warm, welcoming, and professional — especially the gentleman at valet, who were so thoughtful and kind throughout our visit. The hotel itself is absolutely beautiful, with a stylish and inviting atmosphere. We were lucky enough to catch the live music one evening, and it was phenomenal — such a special touch that made our stay even more memorable. We especially loved the rooftop bar area. The views, the ambiance, the drinks — all top-notch! Thank you, Lytle Hotel, for an amazing stay. We’re already planning our next trip and will forever be referring our friends and family to stay here too. A true Cincinnati gem! — Kate P.

Reviewed on Jun 15, 2025

Ashley Quarters Hotel Cincinnati Airport

Ashley Quarters Hotel Cincinnati Airport

2.5 out of 5
per person
Sep 13 - Sep 17
found 10 hours ago
Roundtrip flight included
New York (JFK) to Cincinnati (CVG)
9/10 Wonderful! (829 reviews)
The motel was just off the interstate with several restaurants close by. The motel is older and shows wear and tear. The suite worked out good for us with two separate bed room and kitchen.

Reviewed on Jun 30, 2025

The Cincinnatian Hotel Curio Collection by Hilton

The Cincinnatian Hotel Curio Collection by Hilton

4 out of 5
Downtown Cincinnati
per person
Sep 10 - Sep 14
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cincinnati (CVG)
7.6/10 Good! (1,000 reviews)
The lobby was very nice and clean. However, the toilet in our room was not installed properly and was very wobbly. The room seemed a bit worn.

Reviewed on Jun 27, 2025

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Discover the most popular places to visit in Middletown

Land of Illusion

Enjoy the thrill rides with your kiddos at Land of Illusion during your trip to Middletown. While in this family-friendly area, you can savor the charming coffeehouses.

Land of Illusion

Sorg Opera House

Get tickets for a show at Sorg Opera House, a storied theater in Middletown. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Sorg Opera House

Start Skydiving

Catch an event at Start Skydiving during your trip to Middletown. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Start Skydiving

What to do in Middletown

Fairchild PT-19 Private Flight Experience in Middletown

Fairchild PT-19 Private Flight Experience in Middletown

$269
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

$995
per adult
World War II Aviation Cadet Flight Experience
See all activities in Middletown

Middletown Hotel Deals

Radisson Hotel Cincinnati Riverfront
Radisson Hotel Cincinnati Riverfront
3.5 out of 5
668 W 5th St, Covington, KY
Fully refundable
$110 nightly
The price is $123 total per night from Jul 13 to Jul 14
$123 total
Jul 13 - Jul 14
Total includes taxes and fees
7/10 Good! (2,060 reviews)
"My go to spot when I want a night out in the city."

Reviewed on Jun 29, 2025

Radisson Hotel Cincinnati Riverfront
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
$124 nightly
The price is $148 total per night from Jul 20 to Jul 21
$148 total
Jul 20 - Jul 21
Total includes taxes and fees
7.8/10 Good! (1,019 reviews)
"It was a super nice hotel the staff was very respectful and we had a great time there"

Reviewed on Jul 1, 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
$149 nightly
The price is $178 total per night from Jul 3 to Jul 4
$178 total
Jul 3 - Jul 4
Total includes taxes and fees
9/10 Wonderful! (1,015 reviews)
"Excellent stay. Just sucks having to pay Everytime you leave the parking garage if you need to use a car alot"

Reviewed on Jun 30, 2025

voco The Clair Cincinnati Downtown by IHG
See all 2,707 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.

Find the Best Middletown Vacation Packages

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
James M. Cox Dayton Intl. Airport (DAY)
Population
48,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Land of Illusion, Middletown Lyric Theatre and Traders World

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Frequently asked questions

How much does a Middletown vacation package cost?
Offering excellent value package deals from $301 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?
If you'd like to score a cheap Middletown vacation package, consider visiting in January, February and April. You'll usually find lower prices on hotels and airfares during these quieter months --- perfect for budget-conscious travelers.
How many days is enough for Middletown?
The ideal duration of your Middletown vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to visit all the major sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Middletown?
It's easy to see why a Middletown vacation is on the to-do list of many travelers. Top attractions like Sorg Opera House are just the beginning of things to see and do here.
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. Choose when to go: Check your calendar and get your bags packed. Your favorite season and the available activities will also help you decide when to vacation in Middletown.
  2. Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Middletown.
  3. Explore Middletown using our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Middletown. You can also save your favorite locations, collaborate with family and friends and organize your plans in one place.
  4. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Middletown. Then, estimate how long you'll need at each, including any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Middletown vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Take a look at our dedicated travel guide to find some fun things to do in Middletown in Middletown. Book tickets or make reservations as soon as you can to save time and avoid the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Middletown vacation packages?
Set off on your dream getaway to Middletown with our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday --- we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.