South Side Holidays from £616

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Your South Side Holiday

Well known for its walking and culture, South Side attracts visitors from all over the globe. Let our South Side holiday packages give you a glimpse into this neighbourhood and everything it has to offer. Your trip to South Side wouldn't be complete without stopping by popular attractions nearby such as PNC Park, Acrisure Stadium and University of Pittsburgh. Expedia can help you turn your dream South Side holiday into reality, no matter your travel plans or budget.

Top South Side Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was £823, price is now £616 per person
£616
per person
3 Sept - 8 Sept
found 21 hours ago
Return flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.6/10 Excellent! (1,551 reviews)
Check in could have went better.

Reviewed on 12 Jul 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was £2,644, price is now £1,898 per person
£1,898
per person
26 Sept - 3 Oct
found 4 hours ago
Return flight included
London (LON) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
Great location! Convenient to everything in town.

Reviewed on 12 Jul 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was £1,931, price is now £1,457 per person
£1,457
per person
26 Sept - 3 Oct
found 4 hours ago
Return flight included
London (LON) to Pittsburgh (PIT)
8/10 Very good! (302 reviews)
Affordable

Reviewed on 4 Jul 2026

The Atterbury Hotel, Autograph Collection

The Atterbury Hotel, Autograph Collection

4 out of 5
Downtown Pittsburgh
Price was £1,061, price is now £860 per person
£860
per person
3 Sept - 8 Sept
found 21 hours ago
Return flight included
Charlotte (CLT) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
Parking nearby, convenient location for baseball/football games. Modern, clean, parking across the street for reasonable cost. Staff very pleasant and accommodating

Reviewed on 11 Jul 2026

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Price was £1,849, price is now £1,528 per person
£1,528
per person
26 Sept - 3 Oct
found 4 hours ago
Return flight included
London (LON) to Pittsburgh (PIT)
8.2/10 Very good! (1,283 reviews)
Clean comfortable rooms and great staff

Reviewed on 12 Jul 2026

South Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)

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 £89 per night from 2 Aug to 3 Aug
£89
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"Great location on the south side. Would stay here again when rates are reasonable."

Reviewed on 12 Jul 2026

SpringHill Suites by Marriott Pittsburgh Southside Works
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 £74 per night from 2 Aug to 3 Aug
£74
2 Aug - 3 Aug
includes taxes & fees
7.8/10 Good! (1,014 reviews)
"Good"

Reviewed on 11 Jul 2026

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
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 £114 per night from 19 Jul to 20 Jul
£114
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (3,636 reviews)
"Great lication to stadium"

Reviewed on 12 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.
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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

What to do in South Side

Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers

Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers

£15
per traveller
Adventurous Scavenger Hunt in Bethlehem by Zombie Scavengers
Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

£35
per adult
100% of travellers recommend
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

£22
per adult
90% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
See all activities in South Side

Frequently asked questions

Why should I book my South Side holiday with Expedia?
Expedia has you covered for all aspects of your upcoming South Side trip. You'll always get the best deals, but when you bundle your accommodation, airfares and/or car hire into a holiday package, you'll score even more savings. Keen to truly make the most of your escape? Add a few fun tours and activities to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to stress if your plans change. Head over to our Customer Service Portal link to discover more.
What are the top hotels for my holiday in South Side?
If you're keen to stay close to South Side, lock in a room at Kasa South Side Pittsburgh or SpringHill Suites by Marriott Pittsburgh Southside Works. Both properties will make you feel at home and are favourites with many travellers.
How do I get a cheap holiday to South Side?
Booking a South Side holiday with Expedia is a simple way to save. We offer access to over 400 air carriers and 321,000 hotels globally. With such a wonderful range to choose from, you'll have no hassles creating your perfect holiday. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my South Side holiday?
Offering major attractions such as Acrisure Stadium and University of Pittsburgh, a holiday in South Side is filled with exciting places to visit. PNC Park and Carnegie Mellon University are a couple of other sights worth exploring.
What is the best area to stay in when on holiday in South Side?
South Side has many interesting places to explore, including Rex Theatre. Book accommodation nearby and make sightseeing easier.
Do I need a visa for my South Side holiday?
Check the most up-to-date information on official government websites. Your nationality and whether you're travelling for leisure, study or business will determine if you need a visa for South Side. Get familiar with the application process, including the required documentation, fees and turnaround times. Start your application well in advance to allow plenty of time for processing. Some visas can take weeks or even months to go through, depending on the country.
What should I wear on my South Side holiday?
Think about the type of activities planned during your trip to South Side and select versatile pieces that you can mix and match. For fashion inspiration or information on any dress codes, look up a few style blogs or relevant social media accounts.
What does an Expedia South Side holiday include?
With Expedia, you can select any combination of car hires, hotels and flights to create your perfect South Side package. Once you've made your booking, simply add on all the fun stuff like tours and activities. Remember — the more you bundle, the more cash you'll save! Expedia has a wide selection of properties in South Side, providing you with the freedom and flexibility to tailor your holiday experience. Private holiday homes and apartments are two of the most popular options for our guests here.
Does Expedia offer Book Now, Pay Later South Side holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can jet away on that well-deserved holiday now.
  • No-deposit holidays: When you come across an awesome deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a South Side Expedia holiday?
Yes, and with over 400 airlines to pick from globally, you have plenty of choice. Search the available options and find out which airline suits your budget and needs.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.