Midway Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Midway

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 S$200 per night from 22 Jul to 23 Jul
S$200
22 Jul - 23 Jul
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is S$211 per night from 19 Jul to 20 Jul
S$211
19 Jul - 20 Jul
includes taxes & fees
9.4/10 Exceptional! (1,989 reviews)
"Amazing experience. Daughter used the gym and I loved the casino, a win all around."

Reviewed on 16 Jul, 2026

The Landing Hotel at Rivers Casino
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is S$199 per night from 2 Aug to 3 Aug
S$199
2 Aug - 3 Aug
includes taxes & fees
Courtyard by Marriott Pittsburgh University Center
See all 1,428 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 holiday 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 holiday 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 holiday packages. Travelling in quieter periods means you can typically find reduced prices on accommodation and flights.
How many days is enough for Midway?
Generally, a handful of days is enough to see the top sights during your Midway holiday. 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 holiday as a package?
Expedia holiday 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 customised Midway holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 holiday 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 personalised Midway holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.