Midway Vacations

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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 ₩171,456 per night from Jul 16 to Jul 17
₩171,456
₩195,474 total
Jul 16 - Jul 17
includes taxes & fees
8/10 Very Good! (2,886 reviews)
"Great stay. Location is really convenient."

Reviewed on Jul 11, 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 ₩197,209 per night from Jul 27 to Jul 28
₩197,209
₩224,819 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,533 reviews)
"It was a very cool experience staying at this historic hotel. It's in a great area. The lobby is stunning. The room we stayed in was spacious but nothing fancy. Our bed was very uncomfortable - it caved into the middle. The friendly staff gave offered us a breakfast credit for the bad sleep. Overall ..."

Reviewed on Jul 9, 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
Fully refundableReserve now, pay when you stay
The price is ₩174,417 per night from Jul 20 to Jul 21
₩174,417
₩198,835 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,326 reviews)
"Great customer service, friendly front desk agent , he upgraded us, highly recommend"

Reviewed on Jul 13, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,254 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.