Middletown Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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.
Top Middletown Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Lytle Park Hotel, Autograph Collection
Downtown Cincinnati
CA $1,271
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cincinnati (CVG)
9.6/10 Exceptional! (310 reviews)
todo estuvo muy bien, la propiedad ubicada y en un hermoso edificio, muy placentera la estancia
Reviewed on Sep 4, 2026
Ready to book your vacation to Middletown?
Middletown Hotel Deals
Hilton Cincinnati Netherland Plaza
35 W 5th St Cincinnati OH
CA $176
CA $209 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very good! (1,770 reviews)
"Nice"
Reviewed on Sep 8, 2026
Radisson Hotel Cincinnati Riverfront
668 W 5th St Covington KY
CA $128
CA $144 total
Oct 4 - Oct 5
includes taxes & fees
21c Museum Hotel Cincinnati
609 Walnut St Cincinnati OH
CA $210
CA $257 total
Sep 21 - Sep 22
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
"Staff at the front desk are patient, professional and pleasant. They made my stay everything I hoped for."
Reviewed on Sep 8, 2026
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.
Stay near popular Middletown attractions
Start Skydiving
8.0/10 (2 reviews)
Catch an event at Start Skydiving during your trip to Middletown. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
Land of Illusion
7.6/10 (8 reviews)
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.
Seven Mile Winery
You can enjoy a tasting or tour at Seven Mile Winery during your travels to Middletown. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
Sorg Opera House
7.0/10 (2 reviews)
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.
Smith Park
7.2/10 (5 reviews)
Explore the great outdoors at Smith Park, a lovely green space in Middletown. Stroll along the riverfront or experience the festivals in this family-friendly area.
Middletown Lyric Theatre
7.4/10 (3 reviews)
You can make plans for a show at Middletown Lyric Theatre during your stay in Middletown. Amble around this family-friendly area's riverfront or experience its festivals.
What to do in Middletown
Cincinnati 60 Minute Indoor Archery Dodgeball Experience
CA $39
per adult
Fairchild PT-19 Private Flight Experience in Middletown
CA $372
per adult
80% of travellers recommend
Frequently asked questions
How much does a Middletown vacation package cost?
You'll find cheap prices from CA $852 on Expedia for your Middletown escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Middletown costs.
What are the cheapest months to go to Middletown?
If you're hoping to book a cheap Middletown vacation package, consider travelling in November, December and January. You'll usually find lower prices on flights and accommodations during these months — ideal for travellers wishing to save money.
How many days is enough for Middletown?
With a well-planned itinerary, you can easily tick off the main Middletown attractions in a handful of days. But if you want to discover hidden spots or go on day trips, think about booking your Middletown vacation for longer.
Is it worth booking a vacation package to Middletown?
Middletown has everything you need for a wonderful getaway. Begin your Middletown vacation on a high note by visiting top attractions like Start Skydiving.
How to find the best Middletown package deals?
Landing a cheap Middletown package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Middletown package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Middletown vacation by choosing your preferred accommodation type, airline and car class.
How to plan a trip to Middletown?
- Pick your dates: What you plan to do in Middletown and your favourite season will help you decide when to get away.
- Set a budget: Factor in expenses such as flights, transportation and food when working out how much to save for your trip to Middletown. Then, pick a hotel that works with your budget, whether that's an economical stay or a more luxurious getaway.
- Decide how many days away: Start by making a list of all the attractions you want to get to in Middletown. Then, estimate how long you'll need for each, along with any travel time.
- Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the ideal Middletown vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
