
South Side Vacation Packages
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Top South Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,153, price is now CA $826 per person
CA $826
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (3,593 reviews)
The hotel could use some updating. Parking is bit ridiculous.
Reviewed on Jul 18, 2026

Stay Pittsburgh
Downtown Pittsburgh
Price was CA $1,413, price is now CA $1,065 per person
CA $1,065
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (302 reviews)
I traveled to Pittsburgh for a Pirates game with a friend back in June. This place was perfect for us. We rented 3D. It was a clean, a two bedroom, two bath apartment, and six twin beds with an easy 15-minute walk to the PNC Park. Crossing the Roberto Clemente bridge was a blast with all the fans. Also Stay Pittsburgh is walking distance to the Monongahela Incline (drops you off in Mount Washington) and the Market Square where I relaxed with a Primanti Bros sandwich.
The price was way better than a single hotel room. Truth be told it’s not a Ritz Carlton but like I said it’s walking distance to everything.
Some issues we experienced – their “About this property” promotes Street parking available, so we thought FREE street parking. This is not the case, just an FYI you can park on the street but it’s very expensive. They should update their “About this property” to state PAID street parking available or state there are many parking garages in the area that you can park for $25-$30 dollars a night which is not bad but people should know.
Although the place is clean, and an awesome location, things like the towels and pots and pans seem like they are from the 1970s. Also, some aging towel racks and faucets. I didn’t mind just something you should beware.
Overall, if I ever return to Pittsburgh I would definitely stay there again even with my wife, of course with an apartment that does not have twin beds. Remember location, location, location is key!
Reviewed on Jul 13, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was CA $1,475, price is now CA $1,218 per person
CA $1,218
per person
Aug 18 - Aug 21
found 18 hours ago
Roundtrip flight included
Edmonton (YEA) to Pittsburgh (PIT)
8.6/10 Excellent! (1,551 reviews)
The room was TINY, could barely move around. Nowhere to hang longer clothes because a refrigerator was directly under the hanging bar. One low chair by a fold-down wooden slat for a "desk," but couldn't walk around to the side of the bed with the chair out to the "desk." Breakfast (extra $20 per night) was good. Lunch cost us $61 for 2 sandwiches, which we had to wait 35 minutes for, and the grilled cheese was a cold slab of cheese. Had to send back to the kitchen to get it grilled/melted.
Reviewed on Jul 17, 2026

Hilton Garden Inn Pittsburgh University Place
Central Oakland
Price was CA $1,568, price is now CA $1,334 per person
CA $1,334
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Pittsburgh (PIT)
8.8/10 Excellent! (1,024 reviews)
Great location!
Reviewed on Jul 17, 2026

Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was CA $1,266, price is now CA $1,104 per person
CA $1,104
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (1,283 reviews)
Let me start off by saying that I expect more from a Marriott hotel. I had a severely molded pillow, I didn't realize it until morning when I flipped the pillow. The following night I noticed a bed bug on the sheet as I was covered with it. Although we took off all blankets and mattress covers and didn't notice any others. Definitely won't be staying there again.
Reviewed on Jul 16, 2026
South Side Hotel Deals

SpringHill Suites by Marriott Pittsburgh Southside Works
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Aug 3 to Aug 4
CA $147
CA $167 total
Aug 3 - Aug 4
includes taxes & fees

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
20 S 10th St Pittsburgh PA
Fully refundable
The price is CA $111 per night from Aug 3 to Aug 4
CA $111
CA $127 total
Aug 3 - Aug 4
includes taxes & fees

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Aug 9 to Aug 10
CA $179
CA $204 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very good! (3,640 reviews)
"The hotel could use some updating. Parking is bit ridiculous."
Reviewed on Jul 18, 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
What to do in South Side

Pittsburgh Pirates Baseball Game at PNC Park
CA $79
per adult

Pittsburgh: Museum of Illusions Entrance Ticket
CA $41
per adult
90% of travellers recommend

Whiskey Rebellion & Prohibition Tour
CA $70
per adult
100% of travellers recommend
Frequently asked questions
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- Flights from Ottawa (YOW) to Pittsburgh (PIT)
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- Roberto Clemente Bridge
- Ppg Paints Arena
- Kennywood
- Visit Strip District
- Market Square
- Mount Washington Vacations
- Pittsburgh Vacations
- Andy Warhol Museum
- Pnc Park
- Sri Venkateswara Temple
- Visit South Side Flats
- Visit Pittsburgh
- The Waterfront
- Visit Downtown Pittsburgh
- Carnegie Museum of Natural History
- Rivers Casino
- National Aviary
- Heinz Hall
- Carnegie Mellon University
- Carnegie Science Center
- Phipps Conservatory
- Visit North Shore
- Duquesne Incline
- Monongahela Incline
- Monroeville Mall
- Schenley Park
- Acrisure Stadium
- Cathedral of Learning
- Children's Museum of Pittsburgh
- Point State Park
- Senator John Heinz Regional History Centre
- Carnegie Museum of Art
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







