Midway Vacations from $535
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The Latest Midway vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG
East Liberty
$535
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8/10 Very Good! (1,005 reviews)
The bed was not clean. The head of house keeping was supposed to come and fix but never showed up. The person I told left without fixing. It was the evening shift bartender that came up and changed my sheets. Her name was Lacey. She was great!!!
Reviewed on Oct 19, 2026
Stay Pittsburgh
Downtown Pittsburgh
$842
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Houston (IAH) to Pittsburgh (PIT)
8/10 Very Good! (334 reviews)
Check in was rough online only. I couldn't reach anyone by phone, granted it was 10pm, but it took me forever to get through the process and then wait for a code to get into my room. Make sure you check in right when you get the text or email message.
Reviewed on Oct 17, 2026
The Landing Hotel at Rivers Casino
North Side
$736
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
9.4/10 Exceptional! (2,376 reviews)
Had a blast. We wish we could've stayed a couple of more days. Definitely recommend the landing to all who are thinking about staying here.
Reviewed on Oct 19, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
$839
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Linda who checked me in on this Friday was sweet , helpful and the best
Reviewed on Oct 18, 2026
Midway Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Nov 8 - Nov 9
Total with taxes and fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$127 nightly
$144 total
Nov 15 - Nov 16
Total with taxes and fees
9.4/10 Exceptional! (2,465 reviews)
"Had a blast. We wish we could've stayed a couple of more days. Definitely recommend the landing to all who are thinking about staying here."
Reviewed on Oct 19, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$101 nightly
$115 total
Nov 8 - Nov 9
Total with taxes and fees
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 $535 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.
