Middletown Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 out of 5
425 E Veterans Memorial Pkwy, Warrenton, MO
Fully refundableReserve now, pay when you stay
The price is ₩125,056 per night from Aug 27 to Aug 28
₩125,056
₩143,157 total
Aug 27 - Aug 28
includes taxes & fees
7.2/10 Good! (990 reviews)
"Pretty hotel. The pool was great. Porch outside of the pool for bbqs and hanging out"

Reviewed on Aug 19, 2025

Baymont by Wyndham Warrenton
Knights Inn New Florence

Knights Inn New Florence

2 out of 5
Booneslick Road, 403, 403, New Florence, MO
Fully refundableReserve now, pay when you stay
The price is ₩100,045 per night from Aug 27 to Aug 28
₩100,045
₩113,523 total
Aug 27 - Aug 28
includes taxes & fees
6.6/10 (513 reviews)
Run by a caring family!
"Nice clean family-run hotel with updated rooms - new bathroom, fridge, microwave, and TV. The breakfast area is nice and the new owners have recently improved the outdoors with nice landscaping. A good bargain if you plan to visit nearby Hermann, Missouri wine region!"

Reviewed on Aug 16, 2025

Knights Inn New Florence
Super 8 by Wyndham Warrenton

Super 8 by Wyndham Warrenton

2 out of 5
1429 North Service Road East, I-70, Exit 193, Warrenton, MO
Fully refundableReserve now, pay when you stay
The price is ₩100,392 per night from Sep 4 to Sep 5
₩100,392
₩114,924 total
Sep 4 - Sep 5
includes taxes & fees
7.4/10 Good! (583 reviews)
"The property was clean , inside and out. Checking in and out was a breeze. Breakfast was just enough."

Reviewed on Aug 24, 2025

Super 8 by Wyndham Warrenton
See all 58 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.

Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices on Expedia for your Middletown escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Middletown costs.
What are the cheapest months to go to Middletown?
January, February and June are great times to look for cheap Middletown vacation packages. Traveling in less busy months means you can generally find lower prices on flights and hotels.
How many days is enough for Middletown?
With a well-organized schedule, you can easily tick off the top Middletown sights in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Middletown vacation for longer.
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, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Middletown package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Middletown vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Middletown?
If you're planning a spur-of-the-moment Middletown vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Middletown?

  1. Pick your dates: The things you want to do in Middletown and your preferred season can help you decide when to travel.
  2. Set a budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to Middletown. Then, pick a property that suits your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to experience in Middletown. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose 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.