South Side Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in South Side

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

2.5 out of 5
20 S 10th St Pittsburgh PA
Fully refundable
The price is 2.138.402 ₫ per night from 5 Aug to 6 Aug
2.138.402 ₫
2.437.779 ₫ total
5 Aug - 6 Aug
includes taxes & fees
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works

3 out of 5
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is 3.131.485 ₫ per night from 9 Aug to 10 Aug
3.131.485 ₫
3.569.892 ₫ total
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (1,021 reviews)
"J"

Reviewed on 28 Jul 2026

SpringHill Suites by Marriott Pittsburgh Southside Works
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 3.531.523 ₫ per night from 9 Aug to 10 Aug
3.531.523 ₫
4.025.937 ₫ total
9 Aug - 10 Aug
includes taxes & fees
8.2/10 Very good! (3,661 reviews)
"the bathroom door would not close, but otherwise awesome facility and amenities!"

Reviewed on 28 Jul 2026

Wyndham Grand Pittsburgh Downtown
See all 2,037 properties in South Side
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.

Stay near popular South Side attractions

Rex Theater

6.0/10 (1 review)
You can make plans for a show at Rex Theater during your trip to Pittsburgh. Visit the shops and top-notch restaurants in this family-friendly area.
See properties

Frequently asked questions

How much does a South Side holiday package cost?
Much less than you might think — from only , actually! By combining hotels, flights and car rentals into a customized package, your getaway to South Side is just clicks away.
How do I get a cheap travel package to South Side?
Search for flights that suit your busy schedule, add a hotel to your booking and watch the savings grow with a South Side holiday package. It's as easy as that! From hotels and flights to rental cars and tours, Expedia is where your cheap getaway begins. And with more than 550 airlines and 1null000null000 properties around the world to select from, you won't be short of choice.
Where should I stay in South Side?
Travellers come from all over the world to experience Acrisure Stadium and PNC Park in South Side. Book a room near these must-see attractions to make sightseeing a breeze.
What are the top hotels in South Side?
If it's your first visit to South Side, lock in a room at Kasa South Side Pittsburgh or SpringHill Suites by Marriott Pittsburgh Southside Works. Both hotels offer friendly service and are favourites with lots of travellers.
How far in advance should I book my South Side holiday?
Reward yourself with the widest variety at the cheapest prices by booking your South Side holiday early. Airlines generally publish flight tickets around a year before departure, so reserve your spot as soon as you can. That said, Expedia is committed to providing you with the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia South Side travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on a few tours and activities and watch your savings stack up. When it comes to crafting your South Side break, you're in charge!
What should I know before booking a South Side travel package?
You'll score impressive savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste your time or money? Whether you're organising a ritzy romantic getaway or a low-cost family road trip, explore our package deals today.
Can I choose my airline with a South Side Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you want to fly to South Side in business or coach, simply pick from the available airline options. Expedia has access to over 550 partner airlines around the world.
If I'm not able to travel, can I cancel my South Side holiday package?
Your situation can change without warning, so yes, you can. You may be able to cancel or amend your South Side holiday package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may charge a fee. Need more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.