Middletown Vacations from $302

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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.
Hilton Cincinnati Netherland Plaza
The Cincinnatian Hotel Curio Collection by Hilton
Hyatt Regency Cincinnati
Homewood Suites by Hilton Cincinnati-Downtown
Hampton Inn & Suites Cincinnati-Downtown
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Discover the most popular places to visit in Middletown

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
$135 nightly
The price is $161 total per night from Sep 1 to Sep 2
$161 total
Sep 1 - Sep 2
Total includes taxes and fees
8.8/10 Excellent! (1,490 reviews)
"They had good food around the area"

Reviewed on Aug 14, 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
$132 nightly
The price is $157 total per night from Sep 15 to Sep 16
$157 total
Sep 15 - Sep 16
Total includes taxes and 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
$119 nightly
The price is $142 total per night from Sep 4 to Sep 5
$142 total
Sep 4 - Sep 5
Total includes taxes and fees
9/10 Wonderful! (1,007 reviews)
"The room was clean and comfortable. We booked the hotel as a family of four. The room only had a set of towels for 2. When we asked for more instead of giving us more they removed the others and left 2 new sets. The pool was also rather cold. On 2 occasions that we went swimming (those that could ..."

Reviewed on Aug 14, 2025

voco The Clair Cincinnati Downtown by IHG
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.

Things to do in and around Middletown

Middletown, Ohio, is perfect for family and adventure vacations, offering a variety of activities. Visitors can enjoy the local recreational areas, an amusement park, and shopping centers. Whether you're looking for vacation tours, romantic getaways, or day tours, Middletown has something for everyone to explore and enjoy a great vacation experience.

Shopping

If you're up for a drive, head to Cincinnati Premium Outlets, located 6 miles away, for a variety of shopping and entertainment options. Traders World, just 7 miles away, offers a vibrant market experience. Liberty Center, 10 miles away, combines shopping with family-friendly entertainment.

Recreation

Experience the Lindner Family Tennis Center for energetic tennis matches and training sessions in a vibrant atmosphere. For relaxation, head to Warren County Sports Park, where you can enjoy leisurely walks and unwind in nature. Finally, catch a show at La Comedia Dinner Theatre for a delightful evening of culture and entertainment.

Adventure

Experience the thrill of freefall at Start Skydiving, where adventure meets adrenaline right in Middletown. For a breathtaking view, take a ride with Bella Balloons Hot Air Balloon Co, located 12 miles away, and enjoy stunning scenery. Families will love the fun at Poelking Lanes South, also 12 miles away, offering arcade excitement.

Nightlife

Middletown's nightlife offers a cozy atmosphere with local bars and live music venues. Check out the lively spots along Central Avenue for a variety of entertainment, from craft beer tastings at breweries to dance floors at late-night clubs, creating a vibrant evening experience in this charming city.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Middletown

Middletown, Ohio, is perfect for family-friendly adventures and outdoor vacations. You can explore various attractions like urban parks, amusement parks, and event venues that cater to cultural and recreational experiences. Don't miss the local beach for some relaxation and fun in the sun. Whether you're seeking thrills or a peaceful day out, Middletown offers a variety of activities for every type of traveler.

  • Kings Island: Experience the thrill of Kings Island, an amusement park located 14 miles from Middletown. With a variety of roller coasters, water rides, and family-friendly attractions, it’s perfect for adventure seekers of all ages. Enjoy outdoor activities and create unforgettable memories with loved ones.
  • Land of Illusion: Located in Middletown, Land of Illusion offers a unique theme park experience filled with entertainment and family fun. This attraction features immersive experiences and themed events, making it a great spot for all ages to enjoy exciting activities together.
  • JD Legends Entertainment Complex: Just 7 miles away, JD Legends is an arena entertainment facility that combines live events, arcade games, and dining. It’s an ideal destination for families looking to enjoy a lively atmosphere with various entertainment options.

Best time to go to Middletown

The best time to visit Middletown is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January29.7°F (-1.3°C)Light RainMostlyAverageSlightly Low
February32.7°F (0.4°C)Light RainMostlyAverageSlightly Low
March43.0°F (6.1°C)Light RainMostlyAverageAverage
April53.1°F (11.7°C)Light RainMostly SunnySlightly HighAverage
May63.9°F (17.7°C)Light RainMostly SunnyAverageAverage
June71.8°F (22.1°C)Light RainMostly SunnySlightly HighSlightly High
July75.2°F (24.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
September67.8°F (19.9°C)Light RainMostly SunnyAverageAverage
October56.1°F (13.4°C)Light RainMostly SunnySlightly LowAverage
November43.7°F (6.5°C)Light RainMostly SunnySlightly LowAverage
December36.1°F (2.3°C)Light RainMostlySlightly LowSlightly Low

Tips to save on your trip to Middletown

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Middletown.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Middletown.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Middletown vacation package cost?
Offering excellent value package deals from $302 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.