South Side Vacation Packages
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Top South Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Pittsburgh Cranberry Township
Price was CA $977, price is now CA $758 per person
CA $758
per person
Jun 5 - Jun 7
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
9.2/10 Wonderful! (435 reviews)
Great spot with full kitchen in room
Reviewed on Apr 5, 2026
Stay Pittsburgh
Downtown Pittsburgh
Price was CA $2,053, price is now CA $1,534 per person
CA $1,534
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8/10 Very Good! (255 reviews)
It is so good and affordable, and I would like to come back one day!
Reviewed on Apr 6, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $2,652, price is now CA $1,986 per person
CA $1,986
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (81 reviews)
The bed was very comfortable, the kitchen was great, the TV was nice but no local channels, I didn't use the washer/dryer but nice to have in the room. The only issue was road noise came through the large windows.
Reviewed on Mar 31, 2026
Hilton Garden Inn Pittsburgh University Place
Central Oakland
Price was CA $1,865, price is now CA $1,507 per person
CA $1,507
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.8/10 Excellent! (1,006 reviews)
Loved the location just that it was a LOUD hotel. Not sure if we were next to the service elevator but heard bangs, opening closing of doors all night!
Reviewed on Apr 6, 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 $133 per night from Apr 27 to Apr 28
CA $133
CA $151 total
Apr 27 - Apr 28
includes taxes & fees
7.6/10 Good! (1,013 reviews)
all was good
Reviewed on Apr 12, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Apr 21 to Apr 22
CA $197
CA $224 total
Apr 21 - Apr 22
includes taxes & fees
8.2/10 Very Good! (3,467 reviews)
The property was clean but our room was definitely on the old side and could use some upgrades. Great location and great views. Good restaurant and bar area!
Reviewed on Apr 12, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies Pittsburgh PA
The price is CA $241 per night from Apr 26 to Apr 27
CA $241
CA $280 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (1,483 reviews)
Everything was perfect.
Reviewed on Apr 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.
Discover the most popular places to visit in South Side
PNC Park
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
PPG Paints Arena
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.
Acrisure Stadium
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
What to do in South Side
Pittsburgh: Museum of Illusions Entrance Ticket
CA $40
per adult
80% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
Explore a world of travel with Expedia
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- South Side Flats Hotels
- Hotels with Bar in South Side Slopes
- Hotels with smoking rooms in South Side Slopes
- Romantic Hotels in South Side Slopes
- Waterpark Hotels in South Side Slopes
- South Side Slopes Hotels
- St. Clair Hotels
- Terrace Village Hotels
- 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.
