Name: Wyndham Grand Pittsburgh Downtown
Price range: ￥17,036
Rating: 8.2

The Latest South Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Pittsburgh University Place

Central Oakland

￥58,042

per person

Feb 15 - Feb 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pittsburgh (PIT)

8.8/10 Excellent! (1,004 reviews)

I wish there was a continental breakfast.

Reviewed on Jan 9, 2026

The Landing Hotel at Rivers Casino

North Side

￥64,667

per person

Feb 15 - Feb 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pittsburgh (PIT)

9.4/10 Exceptional! (1,211 reviews)

The room was great!

Reviewed on Jan 11, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

￥59,198

per person

Feb 15 - Feb 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pittsburgh (PIT)

7.6/10 Good! (37 reviews)

Nice rooms, beautiful building, good value, great location.

Reviewed on Jan 4, 2026

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

￥58,336

per person

Feb 15 - Feb 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pittsburgh (PIT)

8.2/10 Very Good! (3,142 reviews)

Great location. Would stay there again. Rooms very clean and well maintained facility. $44 per day for parking at hotel. You can park right around the corner in Stanewicz (sp?) for $32 per day. Have fun in the Burgh!!

Reviewed on Jan 11, 2026

Omni William Penn Hotel

Downtown Pittsburgh

￥69,405

per person

Feb 15 - Feb 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pittsburgh (PIT)

9.2/10 Wonderful! (1,767 reviews)

Beautiful historic hotel. Great pub. Staff was excellent.

Reviewed on Jan 11, 2026

Find the Best South Side Vacation Packages

South Side Hotel Deals

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

20 S 10th St Pittsburgh PA

Fully refundable

￥11,210

￥12,780 total

Jan 19 - Jan 20

includes taxes & fees

7.2/10 Good! (1,010 reviews)

Breakfast to be hotel buffet was pretty darn good!

Reviewed on Jan 5, 2026

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

￥25,138

￥28,656 total

Jan 23 - Jan 24

includes taxes & fees

9/10 Wonderful! (1,898 reviews)

Clean room, bed was very comfortable, breakfast very good, close to rail system, courteous staff, efficient check-in and check-out

Reviewed on Jan 5, 2026

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

￥17,036

￥19,422 total

Feb 3 - Feb 4

includes taxes & fees

8.2/10 Very Good! (3,338 reviews)

Elevators were small and the wait time was long

Reviewed on Jan 8, 2026

See all 1,816 properties in South Side

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

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.

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

The Gates Hillman Center is a unique building that houses the computer science program and research. I love how outside the box the building is #StunningStructures

Carnegie Mellon University

Take a campus tour or just explore the area of Carnegie Mellon University, during your trip to Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.