Middletown Vacations from $275

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The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
The Principal Hotel

The Principal Hotel

3.5 out of 5
Save 100% on your flight
per person
Oct 25 - Oct 29
found 9 hours ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
9.8/10 Exceptional! (111 reviews)
Love staying here! The staff is very nice & always making sure you have what you need!

Reviewed on Aug 10, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
per person
Oct 16 - Oct 20
found 9 hours ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
9.2/10 Wonderful! (1,558 reviews)
I loke staying at the wildwwod because I'm in st. Louis without being in st. Louis. The town around the hotel seems a little like a ghost town and there always seems to be a lot of road construction but the area needs a lot more road construction. The area has great dining options that aren't chains or fast food. The hotel is clean and staff is accommodating.

Reviewed on Aug 10, 2025

Holiday Inn Express & Suites St. Louis West - Fenton by IHG

Holiday Inn Express & Suites St. Louis West - Fenton by IHG

3 out of 5
Save 100% on your flight
per person
Oct 16 - Oct 20
found 9 hours ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
great hotel clean and staff was fantasic

Reviewed on Aug 3, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Save 100% on your flight
per person
Oct 16 - Oct 20
found 9 hours ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
8.2/10 Very Good! (760 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.

Reviewed on Jul 26, 2025

Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Save 100% on your flight
per person
Oct 16 - Oct 20
found 9 hours ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
8/10 Very Good! (481 reviews)
The staff was very friendly and helpful! The breakfast was amazing.. this is where we will be staying everytime we come to st. Louis.

Reviewed on Aug 1, 2025

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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
$97 nightly
The price is $111 total per night from Aug 31 to Sep 1
$111 total
Aug 31 - Sep 1
Total includes taxes and fees
7.2/10 Good! (988 reviews)
"Great place"

Reviewed on Aug 4, 2025

Baymont by Wyndham Warrenton
Holiday Inn Express Warrenton by IHG

Holiday Inn Express Warrenton by IHG

2.5 out of 5
1008 N Hwy 47 And Interstate 7, Warrenton, MO
Fully refundable
$151 nightly
The price is $173 total per night from Aug 17 to Aug 18
$173 total
Aug 17 - Aug 18
Total includes taxes and fees
9/10 Wonderful! (497 reviews)
"Friendly staff, easy check-in. Amazing water pressure and comfortable beds."

Reviewed on Jul 10, 2025

Holiday Inn Express Warrenton by IHG
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
$70 nightly
The price is $80 total per night from Aug 18 to Aug 19
$80 total
Aug 18 - Aug 19
Total includes taxes and fees
7.4/10 Good! (578 reviews)
"Staff was extremely accommodating and friendly."

Reviewed on Aug 5, 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.

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Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from $275 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.