Name: Omni William Penn Hotel
Price range: $182 total
Rating: 9

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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, University of Pittsburgh and PNC Park. 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.

Mountaineer Casino Resort

$318

per person

Apr 17 - Apr 20

found 5 hours ago

Roundtrip flight included

New York (JFK) to Pittsburgh (PIT)

7.8/10 Good! (1,004 reviews)

room needs updated especially the bathroom overall not bad

Reviewed on Feb 7, 2026

Fairmont Pittsburgh

Downtown Pittsburgh

Save 100% on your flight

$879

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

8.8/10 Excellent! (1,002 reviews)

It was amazing !! The staff was incredible. Definitely would come back again to stay.

Reviewed on Feb 1, 2026

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

$713

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

The Colonial Mt. Lebanon by Luxe PGH

Mount Lebanon

$705

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Pittsburgh (PIT)

2/10 (2 reviews)

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Discover the most popular places to visit in South Side

PPG Paints Arena

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.

University of Pittsburgh

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.

PNC Park

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

What to do in South Side

Pittsburgh Pirates Baseball Game at PNC Park

$70

per adult

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13

per adult

Pittsburgh: Beauty of the Burgh Bike Tour

$59

per adult

94% of travellers recommend

See all activities in South Side

South Side Hotel Deals

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

20 S 10th St Pittsburgh PA

Fully refundable

$79 nightly

$90 total

Mar 4 - Mar 5

Total with taxes and fees

7.2/10 Good! (1,008 reviews)

Staff was amazing, room was extremely clean & Breakfast was delicious

Reviewed on Feb 5, 2026

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$124 nightly

$142 total

Feb 12 - Feb 13

Total with taxes and fees

8.2/10 Very Good! (3,412 reviews)

Staff were outstanding, and very helpful. Pool and hot tub was nice to have, especially the hot tub. Food in the hotel restaurant was OK, but nothing spectacular.

Reviewed on Feb 6, 2026

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

$159 nightly

$182 total

Feb 18 - Feb 19

Total with taxes and fees

9/10 Wonderful! (1,938 reviews)

Check-in was the quickest I have ever experienced at a hotel.

Reviewed on Feb 3, 2026

See all 1,909 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.