South Side Holidays
Book a Hotel + Flight or Car together to unlock savings
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South Side Holiday
Our pick of the best South Side Hotel Deals
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
20 S 10th St Pittsburgh PA
Fully refundable
NZ$173
19 Oct - 20 Oct
includes taxes & fees
8/10 Very good! (1,011 reviews)
"Hotel and location is ideal and clean BUT every night until the Thursday of my stay I had to keep getting my key activated come to find out i was book in a different room and was checked out it was corrected but room was never cleaned and then Friday it wasn't cleaned at all. I had to go twice to ..."
Reviewed on 19 Sept 2026
SpringHill Suites by Marriott Pittsburgh Southside Works
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
NZ$244
21 Sept - 22 Sept
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
NZ$246
12 Oct - 13 Oct
includes taxes & fees
8.4/10 Very good! (3,797 reviews)
"No USB outlets in rooms, expensive breakfast, Hallways look old and dingy,Expensive valet, problems with wall mounted with Ac at various times, Rooms reflect older hotels from many years ago with scratched up furniture.Bright spot is best view river side of the hotel in Pittsburgh"
Reviewed on 20 Sept 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.
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.
What to do in South Side
Half day Kayak and Bike Adventure, Bethlehem PA & Lehigh River
NZ$151
per adult
100% of travellers recommend
Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers
NZ$33
per traveller
Pittsburgh: Museum of Illusions Entrance Ticket
NZ$49
per adult
94% of travellers recommend
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 1 000 000 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.
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- Roberto Clemente Bridge
- Andy Warhol Bridge
- Ross Park Mall
- Millvale Holidays
- Pittsburgh Water Steps
- Verona Holidays
- Kennywood
- Carnegie Science Center
- Mr. Rogers' Memorial Statue
- The Waterfront
- U.s. Steel Tower
- Ppg Paints Arena
- Petersen Events Center
- Cathedral of Learning
- Allegheny General Hospital
- Duquesne Incline
- Pittsburgh Holidays
- Three Rivers Heritage Trail
- Acrisure Stadium
- Schenley Park
- Heinz Hall
- Carnegie Museum of Natural History
- Sandcastle Water Park
- Senator John Heinz Regional History Centre
- Pnc Park
- O'hara Township Holidays
- Andy Warhol Museum
- Station Square
- University of Pittsburgh
- National Aviary
- Visit North Shore
- Visit Greenfield
- Visit Point Breeze
- Visit Pittsburgh
- Visit South Side
- Visit East Allegheny
- Visit Bloomfield
- Visit South Side Flats
- Visit Downtown Pittsburgh
- Visit Lawrenceville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
