Midway Vacation Packages

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Top Midway Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kasa South Side Pittsburgh

Kasa South Side Pittsburgh

4 out of 5
South Side Flats
per person
May 13 - May 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (72 reviews)
Everything was amazing with the minor exception of parking. Which was just inconvenient but not bad. Will stay again

Reviewed on Feb. 19, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
May 13 - May 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,004 reviews)
The hotel was very nice and a great location. Was a little disappointed when I reserved a king room and was not told at check in that I was given two queens instead. The makeup mirror light did not work and the body lotion bottle was full of water! Lol

Reviewed on Feb. 24, 2025

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
May 13 - May 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (1,001 reviews)
I liked everything its clean. Right across from the arena. Its my second time staying here. Will be back.

Reviewed on Feb. 24, 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
per person
May 15 - May 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
7.6/10 Good! (96 reviews)
I travel to visit family and chose to stay here with my 5 kids. The bnb we had was perfect and cute. We all fit and had enough space to have for our own. It was nice having a kitchen to cook in instead of wasting money on take out the whole trip. We were able to sit down together and eat. Plenty of space in the living room for all 6 of us to relax and watch a movie together. We all had our own bed. The best part ....... Two bathrooms!!! Both with showers. It was affordable and adorable. It was in great walking distance to the closes parking garage of only 1 min walk. A convent store across the street. Fun activities to go to use a 5 mins drive away. We felt very secure having our own code to get in. Only problem I had was my kids fighting over who gets what bed 😅 We will definitely be staying here again!

Reviewed on Feb. 15, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
May 13 - May 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8/10 Very Good! (2,791 reviews)
I was in their restaurant at the lobby and there was a mouse running around that says a lot

Reviewed on Feb. 28, 2025

Ready to book your vacation to Midway?

 

Choose your dates

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 CA $177 per night from Mar. 2 to Mar. 3
CA $177
CA $202 total
includes taxes & fees
Mar 2 - Mar 3
7.8/10 Good! (2,792 reviews)
"The room was nicely sized and fairly sound proof. There was a moderate amount of ambient noise that could be heard from either side of the room during the early hours of the morning and later at night, most likely as other guest got ready for the day or bed. The bathroom was fairly clean but there ..."

Reviewed on Feb. 20, 2025

Wyndham Grand Pittsburgh Downtown
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 CA $153 per night from Mar. 16 to Mar. 17
CA $153
CA $175 total
includes taxes & fees
Mar 16 - Mar 17
8.2/10 Very Good! (1,121 reviews)
"Good"

Reviewed on Feb. 24, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
The Landing Hotel at Rivers Casino
The Landing Hotel at Rivers Casino
2 out of 5
757 Casino Dr, Pittsburgh, PA
The price is CA $181 per night from Mar. 2 to Mar. 3
CA $181
CA $206 total
includes taxes & fees
Mar 2 - Mar 3
9.4/10 Exceptional! (413 reviews)
"Very nice hotel with comfortable living space. Staff was welcoming. Rotating hot breakfast was nice to start the morning to explore the city. Room cleaning staff is every other day. Drop off is confusing but after knowing the routine, it is OK. If you want self parking and not alone, drive through ..."

Reviewed on Feb. 24, 2025

The Landing Hotel at Rivers Casino
See all 1,217 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Midway vacation package cost?
You’ll find cheap prices from CA $1,298 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.