South Side Vacations from $582
Book a Hotel + Flight or Car together to unlock savings
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.
Stay Pittsburgh
Downtown Pittsburgh
$679
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8/10 Very Good! (334 reviews)
Check in was rough online only. I couldn't reach anyone by phone, granted it was 10pm, but it took me forever to get through the process and then wait for a code to get into my room. Make sure you check in right when you get the text or email message.
Reviewed on Oct 17, 2026
Stay near popular South Side attractions
Rex Theater
6.0/10 (1 review)
You can get tickets for a performance at Rex Theater on your trip to Pittsburgh. Check out the shops and top-notch restaurants in this family-friendly area.
What to do in South Side
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
86% of travellers recommend
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
$95 total
Nov 16 - Nov 17
Total with taxes and fees
8/10 Very Good! (1,028 reviews)
"Great stay for a football game."
Reviewed on Oct 16, 2026
SpringHill Suites by Marriott Pittsburgh Southside Works
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
$122 nightly
$139 total
Nov 2 - Nov 3
Total with taxes and fees
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Nov 2 - Nov 3
Total with taxes and fees
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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- University of Pittsburgh
- National Aviary
- Ppg Paints Arena
- Carnegie Science Center
- West End-Elliott Overlook Park
- Phipps Conservatory
- Where to stay in Pittsburgh
- Point State Park
- Carnegie Museum of Natural History
- Andy Warhol Bridge
- Carnegie Mellon University
- Carnegie Museum of Art
- Heinz Memorial Chapel
- Strip District Vacations
- Downtown Pittsburgh Vacations
- Kennywood
- Roberto Clemente Bridge
- Schenley Park
- David L Lawrence Convention Center
- Children's Museum of Pittsburgh
- Visit Downtown Pittsburgh
- Rachel Carson Bridge
- Cathedral of Learning
- Fort Pitt Block House
- Mount Washington Vacations
- North Shore Vacations
- Senator John Heinz Regional History Centre
- Andy Warhol Museum
- Pittsburgh Vacations
- Photo Antiquities Museum of Photographic History
- Lighthouse ArtSpace Pittsburgh
- Acrisure Stadium
- Duquesne Incline
- Market Square
- Grandview Overlook
- Byham Theater
- U.s. Steel Tower
- Monongahela Incline
- Pnc Park
- Visit Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.