South Side Vacations from $397
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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.
Hotel Indigo Pittsburgh East Liberty by IHG
East Liberty
Price was $478, price is now $397 per person
$397
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pittsburgh (PIT)
16/10 Exceptional! (1,004 reviews)
Their breakfast deal was a wonderful meal at their in house restaurant.
Reviewed on Nov 7, 2025
DoubleTree by Hilton Pittsburgh - Green Tree
Price was $508, price is now $421 per person
$421
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pittsburgh (PIT)
16.4/10 Exceptional! (1,000 reviews)
Staff at bar was rude, staff at check in did a poor job of telling us where to go to get to our room
Reviewed on Nov 15, 2025
Residence Inn by Marriott Pittsburgh North Shore
North Shore
Price was $600, price is now $500 per person
$500
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pittsburgh (PIT)
16.8/10 Exceptional! (1,005 reviews)
The check inn staff was rude and kept walking away and talking to other people while i was being checked in. Didnt tell me about breakfast or how parking worked.
Reviewed on Nov 15, 2025
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was $519, price is now $434 per person
$434
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pittsburgh (PIT)
16.4/10 Exceptional! (3,128 reviews)
It was very quiet. Checking in and out was very easy. The valet parking was convenient.
Reviewed on Nov 14, 2025
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $529, price is now $446 per person
$446
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pittsburgh (PIT)
16.8/10 Exceptional! (1,383 reviews)
Loved the lobby and unique decor. Server at Millhouse was exceptional.
Reviewed on Nov 11, 2025
Discover the most popular places to visit in South Side
Acrisure Stadium
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
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.
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 Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
Pittsburgh: Beauty of the Burgh Bike Tour
$59
per adult
94% of travellers recommend
South Side Hotel Deals
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
20 S 10th St Pittsburgh PA
Fully refundable
$83 nightly
The price is $95 total per night from Nov 23 to Nov 24
$95 total
Nov 23 - Nov 24
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
Very helpful staff, great rooms.
Reviewed on Nov 14, 2025
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $118 total per night from Dec 16 to Dec 17
$118 total
Dec 16 - Dec 17
Total with taxes and fees
8/10 Very Good! (3,126 reviews)
Great.
Reviewed on Nov 11, 2025
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $133 total per night from Nov 23 to Nov 24
$133 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (1,383 reviews)
Good stay
Reviewed on Nov 10, 2025
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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- Pittsburgh Vacations
- Visit South Side Slopes
- Market Square
- Visit Pittsburgh
- Duquesne University
- University of Pittsburgh
- Visit South Side Flats
- PPG Paints Arena
- Visit Bluff
- U.S. Steel Tower
- Allegheny County Courthouse
- Roberto Clemente Bridge
- The Nationality Rooms
- Petersen Events Center
- Monongahela Incline
- Station Square
- Downtown Pittsburgh Vacations
- University of Pittsburgh Medical Center
- Senator John Heinz Regional History Centre
- Cathedral of Learning
- Western Pennsylvania Sports Museum
- Where to stay in Pittsburgh
- Benedum Center
- David L Lawrence Convention Center
- Soldiers and Sailors Memorial Hall and Museum
- Carnegie Museum of Natural History
- Phipps Conservatory
- Visit Downtown Pittsburgh
- Point State Park
- Cabaret at Theatre Square
- Visit Allegheny County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
