Middletown Vacations from ￥63,024

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Rolla

Quality Inn Rolla

2.5 out of 5
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to St. Louis (STL)
7.8/10 Good! (310 reviews)
Great place for a stop over. Very convenient. Good value for road traveler.

Reviewed on Mar 31, 2025

Comfort Suites Rolla

Comfort Suites Rolla

2.5 out of 5
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to St. Louis (STL)
8.8/10 Excellent! (847 reviews)
Good enough, accommodating enough for central Missouri.

Reviewed on Jun 1, 2025

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to St. Louis (STL)
No reviews
Comfort Inn Sullivan

Comfort Inn Sullivan

2.5 out of 5
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to St. Louis (STL)
8.6/10 Excellent! (750 reviews)
Clean and comfortable

Reviewed on Jun 9, 2025

Best Western Coachlight

Best Western Coachlight

2.5 out of 5
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to St. Louis (STL)
7.6/10 Good! (585 reviews)
Booked online when we arrived expecting pool and it was closed for repairs . Blow dryer in room didn’t work . It was average stay . Previously stayed at another Best Western it was fabulous . A bit disappointed .

Reviewed on Jun 18, 2025

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 ￥15,603 per night from Jul 14 to Jul 15
￥15,603
￥17,861 total
Jul 14 - Jul 15
includes taxes & fees
7.2/10 Good! (971 reviews)
"We will stay here agai when in town"

Reviewed on Jun 29, 2025

Baymont by Wyndham Warrenton
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 ￥10,170 per night from Jul 17 to Jul 18
￥10,170
￥11,642 total
Jul 17 - Jul 18
includes taxes & fees
7.4/10 Good! (558 reviews)
"Stayed here many times and love it!!! Will stay here again!"

Reviewed on Jun 12, 2025

Super 8 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
The price is ￥19,141 per night from Jul 27 to Jul 28
￥19,141
￥21,911 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (493 reviews)
"Attended a high school graduation party with relatives. Hadn’t seen some for years! Since party started before check in time I called during the celebration to confirm I was still on list for a room with 2 queen beds. Affirmation was given which put my mind at ease. Check in went with a breeze. The ..."

Reviewed on Jun 30, 2025

Holiday Inn Express Warrenton by IHG
See all 56 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 from ￥63,024 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.