Middletown Vacation Packages

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Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aloft St. Louis Cortex

Aloft St. Louis Cortex

3 out of 5
Central West End
per person
Nov 3 - Nov 5
found 5 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Louis (STL)
8.6/10 Excellent! (717 reviews)
We loved everything about the property.

Reviewed on Aug. 2, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
per person
Oct 3 - Oct 5
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9.2/10 Wonderful! (1,558 reviews)
The bed was horrific. The amount of mildew on the shower head was pretty crazy as well. To take a good shower, you'd have to be about 5 foot 5 inches with how low the shower head hung

Reviewed on Aug. 6, 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
per person
Oct 3 - Oct 5
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.8/10 Excellent! (1,000 reviews)
great hotel clean and staff was fantasic

Reviewed on Aug. 3, 2025

Hilton Garden Inn St. Louis/O'Fallon MO

Hilton Garden Inn St. Louis/O'Fallon MO

3 out of 5
per person
Oct 3 - Oct 5
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.8/10 Excellent! (690 reviews)
The food in the restaurant was terrable. I had the meat balls and I could not eat them

Reviewed on Jun. 30, 2025

DoubleTree by Hilton St. Louis Forest Park

DoubleTree by Hilton St. Louis Forest Park

4 out of 5
Central West End
per person
Nov 3 - Nov 5
found 5 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Louis (STL)
8.2/10 Very Good! (1,000 reviews)
Close to Barnes, access to wnter hotel had only one area, had to have key cards redone as wouldnt access room or car parking. Good staff, clean room, quiet even tho in busy area.

Reviewed on Jul. 31, 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
The price is CA $141 per night from Aug 31 to Sep 1
CA $141
CA $161 total
Aug 31 - Sep 1
includes taxes & fees
7.2/10 Good! (987 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
The price is CA $207 per night from Aug 24 to Aug 25
CA $207
CA $237 total
Aug 24 - Aug 25
includes taxes & 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
The price is CA $96 per night from Aug 17 to Aug 18
CA $96
CA $110 total
Aug 17 - Aug 18
includes taxes & fees
7.4/10 Good! (576 reviews)
"I always like to stay at this property. The staff are very nice and extremely helpful. My room is always clean, good tv, comfortable bed. I will definitely stay here again!"

Reviewed on Jul. 16, 2025

Super 8 by Wyndham Warrenton
See all 57 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?
Offering great value package deals from CA $478 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 — perfect for travellers wishing to save money.
How many days is enough for Middletown?
The ideal length for your Middletown vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to check out all the top attractions and discover some hidden treasures along the way.
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.