
South Side Vacations from $349
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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

Hotel Indigo Pittsburgh East Liberty by IHG
Reviewed on Aug 11, 2025

The Westin Pittsburgh, a Marriott Hotel
Reviewed on Jun 22, 2025

Wyndham Grand Pittsburgh Downtown
Reviewed on Aug 11, 2025


Discover the most popular places to visit in South Side

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

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.

Acrisure Stadium
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
What to do in South Side

Private City Kickstart Tour: Tokyo

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh: Beauty of the Burgh Bike Tour
South Side Hotel Deals

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Reviewed on Aug 9, 2025

SpringHill Suites by Marriott Pittsburgh Southside Works
Reviewed on Aug 2, 2025

Wyndham Grand Pittsburgh Downtown
Reviewed on Aug 10, 2025
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