South Side Vacations from $505
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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.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
$1,310
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
The staff at the Westin was extremely helpful and proactive. The initial room they gave us had some issues, including a smoke-like smell (not cigarette smoke). As soon as we notified reception, someone handled it extremely professionally, and within minutes we were moved to a much better room.
Reviewed on Aug 3, 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 Pirates Baseball Game at PNC Park
$48
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
90% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
$33
per adult
South Side Hotel Deals
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
20 S 10th St Pittsburgh PA
Fully refundable
$87 nightly
$99 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,009 reviews)
"The staff was courteous and helpful"
Reviewed on Aug 7, 2026
SpringHill Suites by Marriott Pittsburgh Southside Works
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
$105 nightly
$119 total
Aug 23 - Aug 24
Total with taxes and fees
8.6/10 Excellent! (1,017 reviews)
"Great property in a great location!"
Reviewed on Aug 6, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Sep 1 - Sep 2
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.
