South Side Vacation Packages
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Top South Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $1,061, price is now CA $904 per person
CA $904
per person
Jul 24 - Jul 27
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.4/10 Very Good! (122 reviews)
good location, perfect for family travel
Reviewed on Jun 3, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was CA $1,131, price is now CA $953 per person
CA $953
per person
Jul 24 - Jul 27
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,527 reviews)
Super decorative, cozy, and the rooms were super clean! Valet was quick and convenient!
Reviewed on Jun 8, 2026
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,591, price is now CA $1,369 per person
CA $1,369
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to Pittsburgh (PIT)
8.2/10 Very Good! (1,065 reviews)
Front desk is awesome! Sink barely drained water and there were hairs in bathtub and on most of the bath towels... other than that it was great.
Reviewed on Jun 11, 2026
Renaissance Pittsburgh Hotel
Downtown Pittsburgh
Price was CA $1,634, price is now CA $1,434 per person
CA $1,434
per person
Sep 3 - Sep 6
found 16 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to Pittsburgh (PIT)
9/10 Wonderful! (1,009 reviews)
Corner suite with river view was awesome! There was a baseball game and you can see the stadium. Very happy with the stay would definitely come back! Very convenient location since we were going to show at Byham theater was able to walk everywhere for food and drinks. Lots of good options nearby.
Reviewed on May 30, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was CA $1,023, price is now CA $905 per person
CA $905
per person
Jul 24 - Jul 27
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very Good! (1,233 reviews)
I wish there were vending machines instead of the expensive gift shop
Reviewed on Jun 11, 2026
South Side Hotel Deals
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
20 S 10th St Pittsburgh PA
Fully refundable
The price is CA $128 per night from Jul 6 to Jul 7
CA $128
CA $146 total
Jul 6 - Jul 7
includes taxes & fees
7.8/10 Good! (1,018 reviews)
"Glitch at checkout, when I checked in After 6 o'clock, he claimed my room wasn't cleaned/ready. So he put me in a two bed queen, i had paid (months before) March 3rd fixed SSA income $284.00 2 nights suite king + Sofa bed. Girl at checkout, try to explain to me $355.Total. i got my deposit back after ..."
Reviewed on Jun 11, 2026
SpringHill Suites by Marriott Pittsburgh Southside Works
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jun 28 to Jun 29
CA $146
CA $167 total
Jun 28 - Jun 29
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"lovely,spacious suite"
Reviewed on Jun 9, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jul 9 to Jul 10
CA $208
CA $237 total
Jul 9 - Jul 10
includes taxes & fees
8.2/10 Very Good! (3,627 reviews)
"Kind staff and very central location"
Reviewed on Jun 12, 2026
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.
Stay near popular South Side attractions
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- Acrisure Stadium
- Andy Warhol Museum
- Carnegie Mellon University
- Carnegie Museum and Library
- Carnegie Museum of Art
- Carnegie Museum of Natural History
- Carnegie Science Center
- Cathedral of Learning
- Children's Museum of Pittsburgh
- Duquesne Incline
- Heinz Hall
- Kennywood
- Manor Theatre
- Market Square
- Monongahela Incline
- Mount Washington Vacations
- National Aviary
- North Side Vacations
- Pnc Park
- Ppg Paints Arena
- Phipps Conservatory
- Visit Bluff
- Visit Downtown Pittsburgh
- Visit South Side Flats
- Visit Terrace Village
- Pittsburgh Vacations
- Visit Pittsburgh
- Point State Park
- Roberto Clemente Bridge
- Schenley Park
- Senator John Heinz Regional History Centre
- Southwest Pennsylvania Vacations
- The Waterfront
- Upmc Shadyside
- University of Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
