Midway Vacations

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    Save up to ￥45,448 when you book a flight and hotel together*
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Find the Best Midway Vacation Packages

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
The price is ￥22,350 per night from Aug 27 to Aug 28
￥22,350
￥25,480 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (2,959 reviews)
"Hotel was ok. Staff was nice. Hotel needs to be modernized though."

Reviewed on Aug 22, 2025

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
The price is ￥23,393 per night from Sep 10 to Sep 11
￥23,393
￥26,668 total
Sep 10 - Sep 11
includes taxes & fees
9/10 Wonderful! (1,609 reviews)
"Beautiful historic hotel. Easy access to dozens of bus lines, making it easy to navigate Pittsburgh."

Reviewed on Aug 22, 2025

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
The price is ￥18,610 per night from Aug 31 to Sep 1
￥18,610
￥21,637 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,339 reviews)

Reviewed on Aug 21, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,203 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.

Frequently asked questions

How much does a Midway vacation package cost?
You'll find cheap prices 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?
January, February and March are the best times to look for cheap Midway vacation packages. Traveling in quieter periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Midway?
Generally, a handful of days is enough to see the top sights during your Midway vacation. But if you'd like to have some time to relax or take day trips, think about extending your trip.
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.
How to plan a trip to Midway?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the type of activities available will also help you decide when to vacation in Midway.
  2. Set your budget: Consider costs like flights, transportation and food when working out how much to put aside for your trip to Midway. Then, pick a hotel that fits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to experience in Midway. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Midway vacation package.

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