Middletown Vacations

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Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Papa's Cabin - 40 acres & 5 acre lake!

Papa's Cabin - 40 acres & 5 acre lake!

Middletown MO
The price is AEDĀ 426 per night from Jul 23 to Jul 24
AEDĀ 426
AEDĀ 755 total
23 Jul - 24 Jul
includes taxes & fees
10/10 Exceptional! (2 reviews)
"We absolutely loved our stay at the cabin!! So much space to spread out inside, and the property & lake are so peaceful and enjoyable to explore. Though we only spent one night, we really loved it there, and will definitely be back when we are in the area visiting family!"

Reviewed on 23 May 2026

Papa's Cabin - 40 acres & 5 acre lake!
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 AEDĀ 313 per night from Aug 9 to Aug 10
AEDĀ 313
AEDĀ 357 total
9 Aug - 10 Aug
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"They tried giving a room I didnā€™t book. After a long check in they did give me the room I originally booked. The room smelled like a homeless guy had been living in there."

Reviewed on 17 July 2026

Baymont by Wyndham Warrenton
Bay Inn & Suites Troy

Bay Inn & Suites Troy

2.5 out of 5
107 King Dr Troy MO
Fully refundableReserve now, pay when you stay
The price is AEDĀ 278 per night from Jul 19 to Jul 20
AEDĀ 278
AEDĀ 318 total
19 Jul - 20 Jul
includes taxes & fees
Bay Inn & Suites Troy
See all 60 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?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Middletown costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Middletown?
If you're looking to book a cheap Middletown vacation package, consider planning a trip in January, February and June. You'll usually find lower prices on accommodations and flights during these months ā€” perfect for travelers wishing to save money.
How to find the best Middletown package deals?
Use Expedia's handy filters to find some unbeatable 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 trip 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 typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Middletown vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can customize your Middletown getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Middletown?
If you've got your Middletown travel dates confirmed, book early to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Middletown?

  1. Choose when to travel: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to escape to Middletown.
  2. Plan your budget wisely: Besides the cost of your hotel, you should consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Middletown.
  3. Work out your trip length: Consider how much time you want to spend exploring Middletown. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, lock in the right Middletown vacation package for you.