South Side Vacation Packages
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Top South Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport
Price was CA $1,033, price is now CA $916 per person
CA $916
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
6.6/10 (1,007 reviews)
Room was clean , close to airport . Staff very friendly.
Reviewed on May 21, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was CA $1,250, price is now CA $1,056 per person
CA $1,056
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
8.4/10 Very Good! (1,510 reviews)
The place was great, and we loved Pittsburgh!
Reviewed on May 24, 2026
DoubleTree by Hilton Pittsburgh Airport
Price was CA $1,045, price is now CA $982 per person
CA $982
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Very happy with the ease of checking in and the friendliness of staff.
Room was big and very clean!!
Overall a wonderful experience!
Reviewed on May 24, 2026
Hilton Garden Inn Pittsburgh Airport
Price was CA $1,084, price is now CA $1,025 per person
CA $1,025
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
Rooms were clean, staff was excellent and pool was awesome. Elevators during our stay broke; we were actually 4 of the individuals stuck in it for 5-7 minutes. Breakfast is minimal, and non complimentary. No complaints otherwise. Close to airport and convenient
Reviewed on May 24, 2026
Holiday Inn Express & Suites Pittsburgh SW - Southpointe by IHG
Price was CA $1,085, price is now CA $1,034 per person
CA $1,034
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,009 reviews)
Rooms were large and clean
Breakfast had freshly ground coffee and food selection was wonderful.
Reviewed on May 24, 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 $120 per night from Jun 1 to Jun 2
CA $120
CA $137 total
Jun 1 - Jun 2
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"I had to find a place to stay that was close to the hospital. I came upon this hotel and was so thankful we did! They were more than nice at the front desk. Very friendly people. The bed was the most comfortable bed ever!"
Reviewed on May 21, 2026
SpringHill Suites by Marriott Pittsburgh Southside Works
2950 S Water St Pittsburgh PA
The price is CA $169 per night from May 26 to May 27
CA $169
CA $193 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Clean room. Nice staff."
Reviewed on May 20, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Jun 21 to Jun 22
CA $234
CA $266 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (3,557 reviews)
"It was a very clean hotel."
Reviewed on May 24, 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.
Discover the most popular places to visit in South Side
PNC Park
4.5/5(69 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
University of Pittsburgh
4.5/5(36 reviews)
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.
PPG Paints Arena
5/5(81 reviews)
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.
What to do in South Side
Pittsburgh: Museum of Illusions Entrance Ticket
CA $40
per adult
80% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
CA $81
per adult
94% of travellers recommend
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- St. Clair Hotels
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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.
