Middletown Vacations from $392

Book a Hotel + Flight or Car together to unlock savings

The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
The Cheshire
Home2 Suites by Hilton St. Louis Downtown
Don't see what you're looking for?
See all available trips from Columbus to Middletown
View all trips

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
$89 nightly
The price is $102 total per night from Oct 12 to Oct 13
$102 total
Oct 12 - Oct 13
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
"The property was convenient for our plans in St Louis."

Reviewed on Sep 22, 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
$78 nightly
The price is $89 total per night from Sep 29 to Sep 30
$89 total
Sep 29 - Sep 30
Total with taxes and fees
6.6/10 (516 reviews)
"The only thing I'd suggest is adding boiled eggs to the continental breakfast."

Reviewed on Sep 7, 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
$63 nightly
The price is $72 total per night from Oct 12 to Oct 13
$72 total
Oct 12 - Oct 13
Total with taxes and fees
7.4/10 Good! (596 reviews)
"Nice to be able to use Hotel.com when we decide it is time to stop for the night"

Reviewed on Sep 22, 2025

Super 8 by Wyndham Warrenton
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.

More vacations you might like

Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from $392 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?
December, January and February are the best times to look for cheap Middletown vacation packages. Traveling in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for Middletown?
The ideal length for your Middletown vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to go to all the leading sights and explore some hidden gems along the way.
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.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
If you're like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Middletown break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.