
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 $1,294, price is now CA $1,103 per person
CA $1,103
per person
Jun 29 - Jul 3
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.4/10 Very Good! (100 reviews)
Beautiful building, friendly staff, gym was great. It has everything you need. Walking distance to everything and the valet service is top notch. So quiet inside the apartment too, you don't hear any neighbors or noise from upstairs. Thanks again, we will stay here again when visiting Pittsburgh.
Reviewed on May 18, 2026

Hampton Inn & Suites Pittsburgh-Downtown
Downtown Pittsburgh
Price was CA $2,068, price is now CA $1,715 per person
CA $1,715
per person
Jun 29 - Jul 3
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,325 reviews)
Staff was friendly, rooms were clean.
Reviewed on May 19, 2026

Embassy Suites By Hilton Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,960, price is now CA $1,635 per person
CA $1,635
per person
Jun 29 - Jul 3
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
As soon as we arrived, we were greeted by the valet drivers. They were very kind and very informative. We were able to check in quickly and early. The room was fantastic. The bathroom is HUGE and everything was very clean. The only downside to our stay was that there were only two functioning elevators ( they reported a recent flood took out the rest). Breakfast was subpar. Overall would highly recommend the hotel for the rooms, the convenience and the friendliness of the staff.
Reviewed on May 18, 2026

Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was CA $1,387, price is now CA $1,190 per person
CA $1,190
per person
Jun 29 - Jul 3
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.2/10 Very Good! (1,222 reviews)
friendly staff, great bar nice place to stay but rooms a little outdated, but overall a great location!
Reviewed on May 22, 2026

Fairmont Pittsburgh
Downtown Pittsburgh
Price was CA $1,776, price is now CA $1,552 per person
CA $1,552
per person
Jun 29 - Jul 3
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,003 reviews)
The room was beautiful and clean ! Very spacious and comfortable. The bathroom was very clean , very big and also bright ! Lighting was very good !
Reviewed on May 22, 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! (1,001 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 25 to May 26
CA $169
CA $193 total
May 25 - May 26
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! (3,552 reviews)
"We had a great time and the hotel and staff were great. The location is perfect. Easy walk to PNC, Market Square, subway and right at Point State Park. Valet parking was great, I've used private decks staying here before but pay a little extra for valet here, especially if you plan to drive anywhere. ..."
Reviewed on May 23, 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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- 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.








