South Side Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 $1,255, price is now CA $1,050 per person
CA $1,050
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (100 reviews)
It was a little tricky finding the parking lot but once I was there the apartment was beautiful, well stocked, and very comfortable.
Reviewed on May 12, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was CA $1,662, price is now CA $1,338 per person
CA $1,338
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.
Reviewed on Apr 10, 2026
Omni William Penn Hotel
Downtown Pittsburgh
Price was CA $1,477, price is now CA $1,192 per person
CA $1,192
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
9.2/10 Wonderful! (2,011 reviews)
Perfectly located. The rooms are spacious. Beds and linens are comfortable. Appreciate the professionalism of the staff at all the Omni hotels.
Reviewed on May 10, 2026
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,379, price is now CA $1,150 per person
CA $1,150
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,066 reviews)
Parking was terrible! No parking on site. They do offer shady valet parking. I refused to do valet parking based on how the works sped off in other people’s cars. Required underground parking deck parking. Not easily accessible to hotel. Which you were also changed for parking and no voucher received.
Reviewed on May 17, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was CA $1,365, price is now CA $1,153 per person
CA $1,153
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,222 reviews)
Love Pittsburgh, super busy weekend with graduation and the marathon. Walked everywhere, weather was cool but mostly dry. Peddle pusher was a blast! Highly recommend!
Reviewed on May 14, 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 $114 per night from May 25 to May 26
CA $114
CA $130 total
May 25 - May 26
includes taxes & fees
7.6/10 Good! (1,014 reviews)
Perfect place for those in town that need a great bed, quiet rooms and a fantastic breakfast. Accommodating staff make furthering stays a breeze. Two thumbs up. Perfect place for thrifty Duquesne parent.
Reviewed on May 15, 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 $180 per night from May 31 to Jun 1
CA $180
CA $206 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
The staff were very nice and helpful.
Reviewed on May 17, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from May 31 to Jun 1
CA $261
CA $298 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (3,534 reviews)
The hotel was clean...a bit dated. Great location
Reviewed on May 17, 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.
University of Pittsburgh
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.
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
New! Black & Gold Sports History Tour for Sports Fans
CA $45
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
Explore a world of travel with Expedia
- 5 Star Hotels in Arlington
- 5 Star Hotels in Knoxville
- 5 Star Hotels in St. Clair
- Hotels near Acrisure Stadium
- B&B in Allegheny County
- Cabin Rentals in Allegheny County
- Inns in Allegheny County
- Beach Hotel Hotels in Allentown
- Boutique Hotels in Allentown
- Golf Hotels in Allentown
- Historic Hotels in Allentown
- Hotels with Bar in Allentown
- Hotels with Hot Tubs in Allentown
- Hotels with Kitchenettes in Allentown
- Hotels with smoking rooms in Allentown
- Pet-Friendly Hotels in Allentown
- Spa Hotels in Allentown
- Waterpark Hotels in Allentown
- Allentown Hotels
- Hotel Wedding Venues Hotels in Arlington
- Bluff Hotels
- Crawford-Roberts Hotels
- Family Hotels in Allegheny County
- Golf Hotels in Allegheny County
- Historic Hotels in Allegheny County
- Hotels with Free Airport Shuttle in Allegheny County
- Hotels with Free Breakfast in Allegheny County
- Hotels with Hot Tubs in Allegheny County
- Luxury Hotels in Allegheny County
- Pet-Friendly Hotels in Allegheny County
- Ski Hotels in Allegheny County
- Spa Hotels in Allegheny County
- Allegheny County Hotels
- Downtown Pittsburgh Hotels
- Hotels near Duquesne University
- Hotels near First Avenue Station
- Hotels with Hot Tubs in Knoxville
- Hotels with an Indoor Pool in Knoxville
- Hotels with Kitchenettes in Knoxville
- Pet-Friendly Hotels in Knoxville
- Knoxville Hotels
- Golf Hotels in Mount Oliver
- Luxury Hotels in Mount Oliver
- Mount Oliver Hotels
- Hotels near PNC Park
- Hotels near PPG Paints Arena
- Cheap Hotels in Pittsburgh
- Pittsburgh Hotels
- Hotels near Rex Theater
- South Oakland Hotels
- Cheap Hotels in South Side Flats
- Hotels with Early Check-in in South Side Flats
- Hotels with Waterslides in South Side Flats
- Pet-Friendly Hotels in South Side Flats
- Spa Hotels in South Side Flats
- 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.
