South Side Vacation Packages
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Top South Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Etage Executive Living
Downtown Pittsburgh
Price was CA $2,560, price is now CA $2,054 per person
CA $2,054
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,604 reviews)
I really enjoyed my stay here. The room was exactly as pictured & was very clean. The game room was nice but it sucks it was only open til 9pm. Check in was smooth but one of the cleaning ladies were extremely rude to us during our time in the game room. But overall a good stay!
Reviewed on Mar 2, 2026
Melwood Suites Unit 107 Studio
Oakland
Price was CA $7,633, price is now CA $6,140 per person
CA $6,140
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.6/10 Exceptional! (38 reviews)
The studio itself was very nice! The only annoying thing was the outside door pin pad takes multiple tries. The room facing the street was kind of noisy in the evenings.
Reviewed on Dec 2, 2025
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 $102 per night from Mar 16 to Mar 17
CA $102
CA $117 total
Mar 16 - Mar 17
includes taxes & fees
7.4/10 Good! (1,007 reviews)
The staff was very friendly and professional. The room was clean and met our expectations. The only small thing was that the door to our room stuck and at times we had difficulty getting in.
Reviewed on Mar 3, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Mar 22 to Mar 23
CA $146
CA $167 total
Mar 22 - Mar 23
includes taxes & fees
8.2/10 Very Good! (3,427 reviews)
The staff was very responsive and respectful. The hotel itself is beautiful and very cleaned. I will be booking again during the tattoo convention
Reviewed on Mar 1, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Mar 21 to Mar 22
CA $217
CA $248 total
Mar 21 - Mar 22
includes taxes & fees
9.2/10 Wonderful! (1,962 reviews)
Beautiful Lobby, convenient to many walkable venues, restaurants and coffee shops. We walked to the Incline from here and the point park.
Reviewed on Mar 4, 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.
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.
What to do in South Side
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
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.
