Middletown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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

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
Sep 10 - Sep 14
found 19 hours ago
Roundtrip non-stop flight included
Seattle (SEA) 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 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) 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

The Cheshire

The Cheshire

4 out of 5
per person
Sep 10 - Sep 14
found 19 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Bed and pillows where uncomfortable. Room and facilities were dirty. Parking was a joke due to there being 2 restaurants on the property as well so it was hard to find a spot as the hotel and restaurant shared the parking lot and garage but you had to pay to park if you stayed in the hotel.

Reviewed on Aug. 3, 2025

Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
per person
Sep 10 - Sep 14
found 19 hours ago
Roundtrip non-stop flight included
Seattle (SEA) 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

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
per person
Sep 10 - Sep 14
found 19 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to St. Louis (STL)
8.6/10 Excellent! (114 reviews)
It was very clean and nicely decorated. The house is a cool old building. The AC worked great (important, as it was super muggy outside.) I was only there for a couple nights but I think it would have worked well for a longer stay.

Reviewed on Jul. 9, 2025

Ready to book your vacation to Middletown?

 

Choose your dates

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 $135 per night from Aug 31 to Sep 1
CA $135
CA $155 total
Aug 31 - Sep 1
includes taxes & 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
The price is CA $208 per night from Aug 17 to Aug 18
CA $208
CA $238 total
Aug 17 - Aug 18
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 18 to Aug 19
CA $96
CA $110 total
Aug 18 - Aug 19
includes taxes & 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 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Middletown vacation package cost?
Offering great value package deals from CA $562 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.