South Side Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in South Side

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 S$130 per night from 29 Jun to 30 Jun
S$130
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (923 reviews)
Great Stay
"Service and accommodations are top notch."

Reviewed on 9 Jun, 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
Fully refundableReserve now, pay when you stay
The price is S$217 per night from 18 Jun to 19 Jun
S$217
18 Jun - 19 Jun
includes taxes & fees
8/10 Very Good! (2,890 reviews)
"Such a wonderful stay friendly, clean and perfect location to walk around grab a bite to eat and see the site for a quick stop in Pittsburgh."

Reviewed on 14 Jun, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel
Omni William Penn Hotel
4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is S$221 per night from 13 Jul to 14 Jul
S$221
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (1,496 reviews)
GREAT STAY
"Great location first of all. Not far from the Pointe. The Market. And walking distance to PNC Park. And the on off bus that takes you around. And a tour guide tells you about different buildings attractions ect. Stops right at the hotel. AWESOME LOBBY. My room was clean. The staff all were friendly. ..."

Reviewed on 13 Jun, 2025

Omni William Penn Hotel
See all 1,787 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

Robert Morris University

Enjoy the student vibe at Robert Morris University during your stay in Moon Township. Stroll along the riverfront or attend a sporting event in this quaint area.

Robert Morris University

UPMC Passavant Hospital

If UPMC Passavant Hospital is what brings you to town, hopefully you'll have a chance to explore more of McCandless Township.

UPMC Passavant Hospital

What to do in South Side

Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers

Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers

S$26
per traveller
Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

S$170
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Love in the City: Pittsburgh’s Enchanting Romantic Walk

Love in the City: Pittsburgh’s Enchanting Romantic Walk

S$294
per adult
Love in the City: Pittsburgh’s Enchanting Romantic Walk
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.