Midway Vacations from ￥230,896
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Midway Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
￥260,201
per person
Oct 23 - Oct 27
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.6/10 Excellent! (228 reviews)
Literally would not stay anywhere else if I go back to Pittsburgh. The staff was so nice. The accommodations were beautiful and spacious. The cost is so affordable for what you get. It’s unreal. And the gym was more than just a few treadmills.
Reviewed on Sep 5, 2026
Find the Best Midway Vacation Packages
Midway Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
￥25,291
￥28,832 total
Sep 21 - Sep 22
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
￥16,640
￥18,968 total
Sep 20 - Sep 21
includes taxes & fees
8.6/10 Excellent! (1,183 reviews)
"Great place to stay for a few nights, everything was great. The only issue is that it is a bit far away from the city and you have to arrange a way to get to city for other activities but overall it was an awesome stay."
Reviewed on Sep 4, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
￥16,290
￥18,570 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (2,281 reviews)
"great place to stay"
Reviewed on Sep 5, 2026
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 from ￥230,896 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?
- 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.
- 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.
- 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.
- 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.
