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 2.390.752 ₫ per night from 8 Sept to 9 Sept
2.390.752 ₫
2.725.457 ₫ total
8 Sept - 9 Sept
includes taxes & fees
7/10 Good! (1,001 reviews)
"It was very nice. Always love hoilday in express"

Reviewed on 15 Aug 2025

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 3.126.368 ₫ per night from 31 Aug to 1 Sept
3.126.368 ₫
3.564.059 ₫ total
31 Aug - 1 Sept
includes taxes & fees
8.4/10 Very Good! (972 reviews)
"Clean and well maitained room."

Reviewed on 2 Aug 2025

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
The price is 3.523.075 ₫ per night from 20 Aug to 21 Aug
3.523.075 ₫
4.016.306 ₫ total
20 Aug - 21 Aug
includes taxes & fees
8/10 Very Good! (2,975 reviews)
"Great staff and cozy bed just what i was needing."

Reviewed on 16 Aug 2025

Wyndham Grand Pittsburgh Downtown
See all 1,753 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.

Popular places to visit

PNC Park featuring a city

PNC Park

Catch an event at PNC Park during your trip to Pittsburgh. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.

PNC Park
Acrisure Stadium

Acrisure Stadium

Catch an event at Acrisure Stadium during your trip to Pittsburgh. Stroll along the riverfront or attend a sporting event in the area.

Acrisure Stadium
PPG Paints Arena

PPG Paints Arena

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.

PPG Paints Arena

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.