South Side Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in South Side

HYATT house Pittsburgh-South Side
HYATT house Pittsburgh-South Side
3 out of 5
2795 S Water St, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is S$220 per night from 1 Dec to 2 Dec
S$220
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (1,003 reviews)
"Everything was great except for one thing , we had booked online, then decided to stay a couple extra days the website would not let me add on the days without it, charging an astronomical price. It was cheaper to make two reservations. Loved location."

Reviewed on 20 Nov,2024

HYATT house Pittsburgh-South Side
Holiday Inn Express Hotel & Suites Pittsburgh-South Side, an IHG Hotel
Holiday Inn Express Hotel & Suites Pittsburgh-South Side, an IHG Hotel
2.5 out of 5
20 S 10th St, Pittsburgh, PA
Fully refundable
The price is S$139 per night from 1 Dec to 2 Dec
S$139
includes taxes & fees
1 Dec - 2 Dec
7/10 Good! (1,003 reviews)
Has potential to be a 5 star hotel
"Service was good. Staff was helpful and professional. Linens seemed clean and bedding was comfortable. Room was in need of some general maintenance. Paint, wallpaper, grout and caulking needs replaced or repaired. This hotel has potential to be 5 star with some attention to details."

Reviewed on 17 Nov,2024

Holiday Inn Express Hotel & Suites Pittsburgh-South Side, an IHG Hotel
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$220 per night from 26 Nov to 27 Nov
S$220
includes taxes & fees
26 Nov - 27 Nov
7.8/10 Good! (2,794 reviews)
"Staff friendly, good price, nice hotel, central location"

Reviewed on 24 Nov,2024

Wyndham Grand Pittsburgh Downtown
See all 1,645 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.

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.

Popular places to visit

Carnegie Science Center which includes interior views and climbing as well as a large group of people

Carnegie Science Center

4/5(1 review)

Create a ruckus with some robots, float in zero gravity like a real astronaut and take a tour of a wartime submarine at Pittsburgh's most-visited museum.

Carnegie Science Center

What to do in South Side

Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers

Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers

S$27
Per adult
Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers
Pittsburgh Steelers Football Game at Acrisure Stadium

Pittsburgh Steelers Football Game at Acrisure Stadium

S$608
Per adult
Pittsburgh Steelers Football Game at Acrisure Stadium
Admire astonishing Tokyo views in your private tour

Private City Kickstart Tour: Tokyo

S$164
Per adult
Private City Kickstart Tour: Tokyo
See all activities in South Side

* 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.