Midway Vacations from $423

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The Latest Midway vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Pittsburgh North Shore by IHG

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

2.5 out of 5
North Shore
Price was $505, price is now $423 per person
$423
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,318 reviews)
Friendly staff and clean room

Reviewed on Feb 3, 2026

SpringHill Suites by Marriott Pittsburgh Washington

SpringHill Suites by Marriott Pittsburgh Washington

3 out of 5
Price was $773, price is now $593 per person
$593
per person
Apr 22 - Apr 26
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
7.8/10 Good! (940 reviews)
Charge you for everything after paying so much

Reviewed on Jan 13, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $867, price is now $692 per person
$692
per person
Apr 3 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

My Place Hotel - Pittsburgh North/Monaca, PA

My Place Hotel - Pittsburgh North/Monaca, PA

2.5 out of 5
Price was $899, price is now $745 per person
$745
per person
Apr 22 - Apr 26
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
8.4/10 Very Good! (388 reviews)
This was a basic hotel. Many trucks in the parking lot. Many workers. Except for for someone talking on get phone in hallway in Spanish for quite a while, it was not really noisy when the fan was on full.

Reviewed on Oct 22, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was $929, price is now $775 per person
$775
per person
Apr 17 - Apr 20
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
8.8/10 Excellent! (1,002 reviews)
It was amazing !! The staff was incredible. Definitely would come back again to stay.

Reviewed on Feb 1, 2026

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Midway Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $132 total per night from Feb 12 to Feb 13
$132 total
Feb 12 - Feb 13
Total with taxes and fees
8.2/10 Very Good! (3,391 reviews)
The room was very clean and all the staff was top notch for service. The valet parking was nothing more than organized chaos. There was a dance event at the hotel so that added to the loads of cars stacking up in front, but I guess if that’s all I have to point out then it wasn’t that bad. We’ll ...

Reviewed on Feb 1, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $182 total per night from Feb 9 to Feb 10
$182 total
Feb 9 - Feb 10
Total with taxes and fees
9/10 Wonderful! (1,935 reviews)
Staff was great. Check in was easy. Room was beautiful

Reviewed on Jan 26, 2026

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Feb 10 to Feb 11
$126 total
Feb 10 - Feb 11
Total with taxes and fees
8.4/10 Very Good! (1,427 reviews)
Excellent

Reviewed on Jan 29, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,365 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
Pittsburgh Intl. Airport (PIT)
Population
890
Top Sights
Raccoon Creek State Park, Hillman State Park and C.T. Miller Vineyard

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Frequently asked questions

How much does a Midway vacation package cost?
You'll find cheap prices from $423 on Expedia for your Midway break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Midway costs.
What are the cheapest months to go to Midway?
December, January and February are the best times to search for cheap Midway vacation packages. Choosing to travel in quieter months means you can generally find lower prices on hotels and flights.
How many days is enough for Midway?
With a well-planned schedule, you can easily tick off the main Midway attractions in a few days. But if you prefer to discover hidden spots or go on day trips, think about booking your Midway vacation for longer.
How to find the best Midway package deals?
Start your search for a Midway package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Midway package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Midway adventure underway.
Is it cheaper to book a Midway vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still get the flexibility to create a customized Midway vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Midway?
Score incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Midway escape.
Does Expedia offer Book Now, Pay Later Midway vacation packages?
Your Midway break should be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a bit more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.