Title: South Side Vacation Packages 2026 from $615 | Expedia.com

[South Side Travel Guide](https://expedia.com/South-Side.dx6343590)[Hotels in South Side](https://expedia.com/South-Side-Hotels.d6343590.Travel-Guide-Hotels)[Vacation Rentals in South Side](https://expedia.com/South-Side-Vacation-Rentals.d6343590.Travel-Guide-VacationRentals)[Flights to South Side](https://expedia.com/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights)[Things to do in South Side](https://expedia.com/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities)[Car Rentals in South Side](https://expedia.com/Car-Rentals-In-South-Side.d6343590.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6343589/4aa9fc8d-6a54-47bc-ab37-20ca38b4643c.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# South Side Vacations from $615

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Your South Side Vacation

Well known for its walking and culture, South Side draws visitors from near and far. Let our South Side vacation packages give you a peek into this neighborhood and everything it has to offer. Eager to head out and see the sights during your trip to South Side? Be sure to stop by nearby attractions like [Acrisure Stadium](https://www.expedia.com/Acrisure-Stadium-North-Shore.d6058087.Vacation-Attraction), [University of Pittsburgh](https://www.expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) and [PNC Park](https://www.expedia.com/PNC-Park-North-Shore.d6034814.Vacation-Attraction). Don't just dream it — do it! Book your ideal South Side vacation with Expedia and get to where you're going your way.

## The Latest South Side vacation packages

Price found within the past 48 hours. Click for updated prices.

![Stay Pittsburgh](https://images.trvl-media.com/lodging/78000000/77870000/77861900/77861820/7b586e0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Stay Pittsburgh

Downtown Pittsburgh

Save 100% on your flight

$615

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

7.8/10 Good! (203 reviews)

Clean and very cozy

Reviewed on Feb 1, 2026

![The Westin Pittsburgh, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

$687

per person

Apr 3 - Apr 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Pittsburgh (PIT)

8.6/10 Excellent! (1,003 reviews)

Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

![2 Bedroom 2 Bathroom The Heart of Pittsburgh](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376554/646a2b12_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 2 Bedroom 2 Bathroom The Heart of Pittsburgh

Downtown Pittsburgh

Save 100% on your flight

$2,266

per person

Apr 22 - Apr 25

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Pittsburgh (PIT)

No reviews

![2 Bedroom Downtown Apt City Views Park Walk](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376564/4306ae38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 2 Bedroom Downtown Apt City Views Park Walk

Downtown Pittsburgh

Save 100% on your flight

$1,028

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

No reviews

![2 Bedroom 2 Bath City Views](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376567/6869cff7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 2 Bedroom 2 Bath City Views

Downtown Pittsburgh

Save 100% on your flight

$1,022

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

No reviews

Don't see what you're looking for?

See all available trips from Columbus to South Side

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-27/2026-04-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6343590)

### Discover the most popular places to visit in South Side

![PNC Park showing a city](https://images.trvl-media.com/place/6034814/2a1c2913-9c06-4fae-9abc-1cb74729e1af.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### PNC Park

4.5/5(780 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

[](https://expedia.com/PNC-Park-North-Shore.d6034814.Vacation-Attraction)

![Mario Lemieux statue](https://images.trvl-media.com/place/2800/a1d63919-12b6-4170-9f84-3ebbdf3ed244.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### PPG Paints Arena

4.5/5(596 reviews)

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

[](https://expedia.com/PPG-Paints-Arena-Downtown-Pittsburgh.d6140367.Vacation-Attraction)

![University of Pittsburgh in Pittsburgh, PA ](https://images.trvl-media.com/place/6090505/783a779d-9b7b-411b-8978-ebc0679a7952.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### University of Pittsburgh

4.5/5(843 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area. 

[](https://expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction)

### What to do in South Side

![Pittsburgh Pirates Baseball Game at PNC Park](https://mediaim.expedia.com/localexpert/47588434/46caf93c-4ad7-4691-b0b3-50be180a65d4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh Pirates Baseball Game at PNC Park

$70

per adult

[](https://expedia.com/things-to-do/pittsburgh-pirates-baseball-game-at-pnc-park.a47588434.activity-details)

![Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena](https://mediaim.expedia.com/localexpert/47588438/9191c759-53fb-49fa-8583-0093ee671ca3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

$92

per adult

[](https://expedia.com/things-to-do/pittsburgh-penguins-ice-hockey-game-at-ppg-paints-arena.a47588438.activity-details)

![Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl](https://mediaim.expedia.com/localexpert/697587/fb378b65-03b5-422b-84c6-ec829fe06b75.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13

per adult

[](https://expedia.com/things-to-do/pittsburgh-bar-hunt-party-through-pittsburgh-bar-crawl.a697587.activity-details)

[See all activities in South Side](https://expedia.com/things-to-do/search?rid=6343590)

## South Side Hotel Deals

![Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

20 S 10th St Pittsburgh PA

Fully refundable

$75 nightly

$86 total

Mar 16 - Mar 17

Total with taxes and fees

7.4/10 Good! (1,017 reviews)

Super clean rooms, very helpful staff

Reviewed on Feb 24, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F16%2F2026&endDate=3%2F17%2F2026&selected=914423&PinnedHotelID=914423&HadPinnedHotel=true&regionId=6343590)

![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$107 nightly

$122 total

Mar 22 - Mar 23

Total with taxes and fees

8.2/10 Very Good! (3,418 reviews)

Yes everything was lovely clean

Reviewed on Feb 26, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=25509&PinnedHotelID=25509&HadPinnedHotel=true&regionId=6343590)

![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

$159 nightly

$182 total

Mar 1 - Mar 2

Total with taxes and fees

9.2/10 Wonderful! (1,952 reviews)

Great location.

Reviewed on Feb 24, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=2998&PinnedHotelID=2998&HadPinnedHotel=true&regionId=6343590)

[See all 1,938 properties in South Side](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026&regionId=6343590)

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.

## Find the Best South Side Vacation Packages

## South Side Essential Information

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

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- [Marriott Hotels & Resorts in Pittsburgh ](https://www.expedia.com/Pittsburgh-Hotels-Marriott-Hotels-Resorts.0-0-d601717--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Pittsburgh ](https://www.expedia.com/Pittsburgh-Hotels-Romantic-Hotel.0-0-d601717-tRomanticHotel.Travel-Guide-Filter-Hotels)
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- [Hotels near David L Lawrence Convention Center ](https://www.expedia.com/David-L-Lawrence-Convention-Center-Hotels.0-l6161782-0.Travel-Guide-Filter-Hotels)
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- [Flights to Pittsburgh ](https://www.expedia.com/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)
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- [Flights to Allegheny County ](https://www.expedia.com/Destinations-In-Allegheny-County.d553248635083907360.Flight-Destinations)

- [Pittsburgh Vacations ](https://www.expedia.com/Pittsburgh.d601717.Destination-Travel-Guides)
- [Visit South Side Slopes ](https://www.expedia.com/Pittsburgh-South-Side-Slopes.dx6343588)
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- [Visit Pittsburgh ](https://www.expedia.com/Pittsburgh.dx601717)
- [Duquesne University ](https://www.expedia.com/Duquesne-University-Bluff.d553248633895441360.Vacation-Attraction)
- [University of Pittsburgh ](https://www.expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction)
- [Visit South Side Flats ](https://www.expedia.com/Pittsburgh-South-Side-Flats.dx6343589)
- [Ppg Paints Arena ](https://www.expedia.com/PPG-Paints-Arena-Downtown-Pittsburgh.d6140367.Vacation-Attraction)
- [Visit Bluff ](https://www.expedia.com/Pittsburgh-Bluff.dx553248634333003951)
- [U.s. Steel Tower ](https://www.expedia.com/US-Steel-Tower-Downtown-Pittsburgh.d553248621563220655.Vacation-Attraction)
- [Allegheny County Courthouse ](https://www.expedia.com/Allegheny-County-Courthouse-Downtown-Pittsburgh.d6078705.Vacation-Attraction)
- [Roberto Clemente Bridge ](https://www.expedia.com/Roberto-Clemente-Bridge-Pittsburgh.d6078721.Vacation-Attraction)
- [The Nationality Rooms ](https://www.expedia.com/The-Nationality-Rooms-Oakland.d553248621532660400.Vacation-Attraction)
- [Petersen Events Center ](https://www.expedia.com/Petersen-Events-Center-Oakland.d6269545.Vacation-Attraction)
- [Monongahela Incline ](https://www.expedia.com/Monongahela-Incline-South-Shore.d6078693.Vacation-Attraction)
- [Station Square ](https://www.expedia.com/Station-Square-South-Shore.d6078709.Vacation-Attraction)
- [Downtown Pittsburgh Vacations ](https://www.expedia.com/Downtown-Pittsburgh.d6057662.Destination-Travel-Guides)
- [University of Pittsburgh Medical Center ](https://www.expedia.com/University-Of-Pittsburgh-Medical-Center-Oakland.d6333442.Vacation-Attraction)
- [Senator John Heinz Regional History Centre ](https://www.expedia.com/Senator-John-Heinz-Regional-History-Centre-Downtown-Pittsburgh.d6078699.Vacation-Attraction)
- [Cathedral of Learning ](https://www.expedia.com/Cathedral-Of-Learning-Oakland.d6269525.Vacation-Attraction)
- [Western Pennsylvania Sports Museum ](https://www.expedia.com/Western-Pennsylvania-Sports-Museum-Downtown-Pittsburgh.d553248621532660543.Vacation-Attraction)
- [Where to stay in Pittsburgh ](https://www.expedia.com/Pittsburgh.dx601717.Where-To-Stay)
- [Benedum Center ](https://www.expedia.com/Benedum-Center-Downtown-Pittsburgh.d6167232.Vacation-Attraction)
- [David L Lawrence Convention Center ](https://www.expedia.com/David-L-Lawrence-Convention-Center-Downtown-Pittsburgh.d6161782.Vacation-Attraction)
- [Soldiers and Sailors Memorial Hall and Museum ](https://www.expedia.com/Soldiers-And-Sailors-Memorial-Hall-And-Museum-Oakland.d553248621532660398.Vacation-Attraction)
- [Carnegie Museum of Natural History ](https://www.expedia.com/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction)
- [Phipps Conservatory ](https://www.expedia.com/Phipps-Conservatory-Central-Oakland.d6078683.Vacation-Attraction)
- [Visit Downtown Pittsburgh ](https://www.expedia.com/Pittsburgh-Downtown-Pittsburgh.dx6057662)
- [Point State Park ](https://www.expedia.com/Point-State-Park-Downtown-Pittsburgh.d6078711.Vacation-Attraction)
- [Cabaret at Theatre Square ](https://www.expedia.com/Cabaret-At-Theatre-Square-Downtown-Pittsburgh.d6167240.Vacation-Attraction)
- [Visit Allegheny County ](https://www.expedia.com/Allegheny-County.dx553248635083907360)

- [Car rentals near Pittsburgh ](https://www.expedia.com/Car-Rentals-In-Pittsburgh.d601717.Car-Rental-Guide)
- [Car rentals near Duquesne University ](https://www.expedia.com/Car-Rentals-In-Duquesne-University.d553248633895441360.Car-Rental-Guide)
- [Car rentals near Mount Oliver ](https://www.expedia.com/Car-Rentals-In-Mount-Oliver.d553248634999123400.Car-Rental-Guide)
- [Car rentals near PPG Paints Arena ](https://www.expedia.com/Car-Rentals-In-PPG-Paints-Arena.d6140367.Car-Rental-Guide)
- [Van Car Rentals in Pittsburgh ](https://www.expedia.com/Van-Car-Rentals-In-Pittsburgh.d601717-tVan.Car-Rental-Guide-Class)

- [Pittsburgh Vacation Rentals ](https://www.expedia.com/Pittsburgh-Vacation-Rentals.d601717.Travel-Guide-VacationRentals)

- [Things to do in Pittsburgh ](https://www.expedia.com/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)

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