Midway Vacations from $696

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The Latest Midway vacation packages

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

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,232, price is now $696 per person
$696
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,663 reviews)
We were welcomed by a lovely person named Genna at the front desk who was so kind. The room was great - very clean and spacious. The grounds and building seem very well taken care of. This was a blind find on our way through the area. We sure lucked out with such a fantastic stay!

Reviewed on Jun 29, 2026

The Cheshire

The Cheshire

4 out of 5
Price was $1,130, price is now $824 per person
$824
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.8/10 Excellent! (1,000 reviews)
I appreciated the open coffee bar and snacks.

Reviewed on Jun 29, 2026

Landing Amazing 1bd, Yoga Studio, Gym

Landing Amazing 1bd, Yoga Studio, Gym

3 out of 5
DeBaliviere Place
Price was $1,317, price is now $1,021 per person
$1,021
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
No reviews
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $885, price is now $698 per person
$698
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.4/10 Very Good! (830 reviews)
Good all around place to stay nothing exceptional or wowing

Reviewed on Jun 19, 2026

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was $897, price is now $710 per person
$710
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.8/10 Excellent! (1,074 reviews)
Should have earlier check in

Reviewed on Jun 29, 2026

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Midway Hotel Deals

Comfort Inn Edwardsville - St. Louis

Comfort Inn Edwardsville - St. Louis

2.5 out of 5
3080 S State Route 157 Edwardsville IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Jul 26 to Jul 27
$100 total
Jul 26 - Jul 27
Total with taxes and fees
8.4/10 Very Good! (881 reviews)
"Love the view, you can see the Saint Louis Missouri Arch."

Reviewed on Jun 29, 2026

Comfort Inn Edwardsville - St. Louis
Drury Inn & Suites St. Louis Collinsville

Drury Inn & Suites St. Louis Collinsville

3 out of 5
602 N Bluff Rd Collinsville IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Jul 5 to Jul 6
$122 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (1,011 reviews)
"The pool was warm and clean, great breakfast"

Reviewed on Jun 30, 2026

Drury Inn & Suites St. Louis Collinsville
Super 8 by Wyndham Troy IL/St. Louis Area

Super 8 by Wyndham Troy IL/St. Louis Area

2 out of 5
910 Edwardsville Rd Troy IL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Jul 1 to Jul 2
$80 total
Jul 1 - Jul 2
Total with taxes and fees
8/10 Very Good! (1,010 reviews)
"Room well maintained and clean. Breakfast limited."

Reviewed on Jun 30, 2026

Super 8 by Wyndham Troy IL/St. Louis Area
See all 99 properties in Midway
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.

Find the Best Midway Vacation Packages

Midway Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Top Sights
National Great Rivers Museum, The Winery at Shale Lake and CP Pinball

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Frequently asked questions

How much does a Midway vacation package cost?
Offering great value package deals from $696 on Expedia, you'll be thrilled with how little a vacation to Midway costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Midway?
If you'd like to book a cheap Midway vacation package, consider planning a trip in December, January and February. You'll usually find better rates on hotels and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Midway?
With a well-planned itinerary, you can easily tick off the most popular Midway attractions in a handful of days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Midway vacation for longer.
How to find the best Midway package deals?
Use Expedia's filters to find some fabulous Midway package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Midway 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 typically best to book your vacation package as soon as possible.
Is it cheaper to book a Midway vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can customize your Midway trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Midway?
If you're planning a spontaneous Midway vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Midway vacation packages?
If you're like us, you love traveling the world but are not a fan of the big 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 break down the total cost of your Midway trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.