Middletown Vacation Packages

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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.

Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
voco The Clair Cincinnati Downtown by IHG

voco The Clair Cincinnati Downtown by IHG

3 out of 5
Downtown Cincinnati
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
9.2/10 Wonderful! (1,025 reviews)
The visit was great. Easy walk to the Great American Ballpark!

Reviewed on Jul. 30, 2025

21c Museum Hotel Cincinnati

21c Museum Hotel Cincinnati

4.5 out of 5
Downtown Cincinnati
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cincinnati (CVG)
8.8/10 Excellent! (1,007 reviews)
This was such a cool hotel! It was neat to walk around the hotel and see all the art, and the food was excellent. Easy to hop off the highway and stay for the night. 10/10 recommend

Reviewed on Jul. 28, 2025

Hyatt Regency Cincinnati

Hyatt Regency Cincinnati

4 out of 5
Downtown Cincinnati
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cincinnati (CVG)
9/10 Wonderful! (1,450 reviews)
Everything was great...

Reviewed on Jul. 31, 2025

Hilton Cincinnati Netherland Plaza

Hilton Cincinnati Netherland Plaza

4 out of 5
Downtown Cincinnati
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cincinnati (CVG)
7.8/10 Good! (1,027 reviews)
I loved the historic character of the hotel. It was very clean and quiet. I would not give 5 stars due to expensive parking garage that was over $50 with tip for overnight. Also, there was no shuttle or trolley nearby to take to the Great American Ballpark. You could easily walk to the stadium, but we had someone with me us who had trouble walking.

Reviewed on Jul. 30, 2025

The Cincinnatian Hotel Curio Collection by Hilton

The Cincinnatian Hotel Curio Collection by Hilton

4 out of 5
Downtown Cincinnati
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cincinnati (CVG)
7.6/10 Good! (1,001 reviews)
The beds were great... the parking valets were superb

Reviewed on Jul. 30, 2025

Ready to book your vacation to Middletown?

 

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Middletown Hotel Deals

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 CA $187 per night from Aug 21 to Aug 22
CA $187
CA $223 total
Aug 21 - Aug 22
includes taxes & fees
7.8/10 Good! (1,075 reviews)
"I loved the historic character of the hotel. It was very clean and quiet. I would not give 5 stars due to expensive parking garage that was over $50 with tip for overnight. Also, there was no shuttle or trolley nearby to take to the Great American Ballpark. You could easily walk to the stadium, but ..."

Reviewed on Jul. 30, 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 refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 10 to Aug 11
CA $159
CA $179 total
Aug 10 - Aug 11
includes taxes & fees
7/10 Good! (2,120 reviews)
"Bed was very comfy. Room was spacious and balcony had great views. We didn’t use the restaurant but it was nice to have as an option had we stayed longer. It was also nice to have a shuttle to the baseball game close by"

Reviewed on Jul. 29, 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 CA $231 per night from Aug 17 to Aug 18
CA $231
CA $276 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,459 reviews)
"Awesome overall Customer Service!"

Reviewed on Jul. 30, 2025

Hyatt Regency Cincinnati
See all 2,697 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.
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What to do in Middletown

Fairchild PT-19 Private Flight Experience in Middletown

Fairchild PT-19 Private Flight Experience in Middletown

CA $368
per adult
80% of travellers recommend
Fairchild PT-19 Private Flight Experience in Middletown
See all activities in Middletown

Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from CA $828 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?

  1. Pick your dates: What you plan to do in Middletown and your favourite season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.