Middletown Vacations from ￥327,374
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The Latest Middletown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Cincinnati's Fidelity Hotel
Downtown Cincinnati
￥371,398
per person
Nov 10 - Nov 14
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Cincinnati (CVG)
9.8/10 Exceptional! (133 reviews)
Wonderful experience overall. The hotel quality, amenities, staff are all top notch and I recommend it to anyone traveling and staying in the downtown area. The hotel offers a great boutique hotel experience, great dining at The Gwynn restaurant for dinner, cocktails and breakfast and many options nearby also. Much prefer this option over large chain hotels, even the upper end hotels (JW, AC, etc).
Reviewed on Oct 2, 2026
voco The Clair Cincinnati Downtown by IHG
Downtown Cincinnati
￥368,176
per person
Nov 10 - Nov 14
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Cincinnati (CVG)
9.2/10 Wonderful! (1,398 reviews)
We arrived Thurs to find the bathroom sink and shower soap dispensers were empty. I informed the front desk and they said housekeeping would take care of it. We left the room Fri and I asked the front desk to verify the issue would be addressed, they assured me it would. Fri evening we returned to the hotel and still no soap and some towels had been removed. We had prepaid for parking and when we were leaving, the key card the staff gave us did not work to pay for parking. I went back into the hotel for assistance, no one was around. We ended up using a credit card to pay for parking, which we had already paid for. When we checked out, I asked to speak with the mgr but no mgr was on the property. I asked that the mgr call me, never received a call. I called on Mon, left a VM for the mgr, no response. I expected a refund for the parking and received a generic 'we value you...not our usual standard...hope to see you in the future.' Should have gone with our first choice, Fidelity Hotel. I bet they could have addressed such simple requests in a timely manner.
Reviewed on Oct 1, 2026
Find the Best Middletown Vacation Packages
Middletown Hotel Deals
Hilton Cincinnati Netherland Plaza
35 W 5th St Cincinnati OH
Fully refundableReserve now, pay when you stay
￥19,352
￥23,086 total
Oct 18 - Oct 19
includes taxes & fees
Radisson Hotel Cincinnati Riverfront
668 W 5th St Covington KY
Fully refundable
￥13,970
￥15,698 total
Oct 18 - Oct 19
includes taxes & fees
7.2/10 Good! (3,123 reviews)
"Check in was supposed to be 4:00 pm. We were told numerous times to check back in 30 minutes. We finally had to go to our scheduled event and was not able to check in until after 10:00 pm. The neighborhood was real scetchy. We come to Cincinnati often but will not be returning here. Definitely not ..."
Reviewed on Oct 2, 2026
Hyatt Regency Cincinnati
151 West Fifth Street Cincinnati OH
Fully refundableReserve now, pay when you stay
￥24,811
￥29,599 total
Oct 29 - Oct 30
includes taxes & fees
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)
Experience the ultimate adrenaline rush at one of the world's largest dropzones, with breathtaking views of the Great Miami River. Experienced instructors ensure a premium skydiving adventure from training to landing.
Land of Illusion
7.6/10 (8 reviews)
This seasonal adventure park transforms from summer water slides to fall haunted houses and winter light displays. Experience thrilling attractions for each season, from water courses to scream trails.
Sorg Opera House
7.0/10 (2 reviews)
This 1891 theater showcases performances in a beautifully restored setting with ornate architectural details. Enjoy concerts and plays with excellent acoustics while surrounded by the venue's rich cultural history.
Middletown Lyric Theatre
7.4/10 (3 reviews)
This intimate community theater showcased local talent through classic and contemporary productions since 1978. Visitors experienced quality performances in a cozy setting with post-show cast mingles on opening nights.
Smith Park
7.2/10 (5 reviews)
Smith Park spans 7 acres across Middletown, featuring trails, sports fields, and a fishing pond. Enjoy a peaceful picnic or join community events hosted throughout the year.
Seven Mile Winery
This family-owned boutique winery welcomes guests in a timber-framed barn overlooking a picturesque pond. Sample handcrafted fruit wines while enjoying live music and food trucks in this rustic Middletown retreat.
What to do in Middletown
Cincinnati 60 Minute Indoor Archery Dodgeball Experience
￥4,393
per adult
Fairchild PT-19 Private Flight Experience in Middletown
￥43,142
per adult
80% of travellers recommend
Frequently asked questions
How much does a Middletown vacation package cost?
Offering excellent value package deals from ￥327,374 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?
- Pick your dates: The things you'd like to do in Middletown and your favorite season can help you decide when to go.
- 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.
- 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.
- 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.
