A park with autumn trees, a bridge, and a building labeled UPMC in the background.

South Side Hotel Guide - Luxury Hotels in South Side, Pittsburgh

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Check availability on South Side Luxury Hotels

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for South Side luxury hotels

Interior detail

Hickory House Bed & Breakfast

Hickory House Bed & Breakfast
4.0 star property
Hickory
10.0 out of 10, Exceptional, (35 reviews)
The price is €204
includes taxes & fees
5 Jul - 6 Jul
Hickory House Bed & Breakfast
Staircase

Villagio Boutique Hotel

Villagio Boutique Hotel
4.0 star property
North Side
9.4 out of 10, Exceptional, (133 reviews)
The price is €122
includes taxes & fees
26 Jul - 27 Jul
Villagio Boutique Hotel
Exterior

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.6 out of 10, Excellent, (141 reviews)
The price is €126
includes taxes & fees
30 Jun - 1 Jul
Placemakr Downtown Pittsburgh at The Pennsylvanian
Exterior

The Inn on Negley

The Inn on Negley
4.0 star property
Shadyside
10.0 out of 10, Exceptional, (218 reviews)
The price is €280
includes taxes & fees
29 Jun - 30 Jun
The Inn on Negley
Exterior

Mansions on Fifth Hotel

Mansions on Fifth Hotel
4.0 star property
Shadyside
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Restored Edwardian mansion offers opulent elegance with premium beds, hydromassage showers, and designer toiletries in Shadyside.
The price is €161
includes taxes & fees
1 Jul - 2 Jul
Mansions on Fifth Hotel
Interior detail

DoubleTree by Hilton Washington Meadow Lands Casino Area

DoubleTree by Hilton Washington Meadow Lands Casino Area
4.0 star property
Washington
7.8 out of 10, Good, (926 reviews)
The price is €87
includes taxes & fees
21 Jul - 22 Jul
DoubleTree by Hilton Washington Meadow Lands Casino Area
Exterior

Fairmont Pittsburgh

Fairmont Pittsburgh
4.5 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Indulge in Pittsburgh elegance at this city centre hotel with a full-service spa, 24-hour health club, and two distinctive restaurants.
The price is €290
includes taxes & fees
28 Jun - 29 Jun
Fairmont Pittsburgh
Lobby

Omni William Penn Hotel

Omni William Penn Hotel
4.0 star property
Downtown Pittsburgh
9.2 out of 10, Wonderful, (2,013 reviews)
  • cleanliness
    Historic elegance meets modern luxury in this Pittsburgh gem, with opulent rooms and 3 restaurants.
The price is €199
includes taxes & fees
6 Jul - 7 Jul
Omni William Penn Hotel
Property amenity

The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
4.5 star property
Oakland
9.2 out of 10, Wonderful, (788 reviews)
  • cleanliness
    Rooftop terrace luxury meets university charm at this Oakland hotel with upscale dining and modern comforts.
The price is €213
includes taxes & fees
1 Jul - 2 Jul
The Oaklander Hotel, Autograph Collection
Exterior

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG
4.5 star property
Downtown Pittsburgh
9.4 out of 10, Exceptional, (1,307 reviews)
  • cleanliness
    Indulge in city centre luxury with pillowtop beds and evening receptions at this stylish Pittsburgh retreat.
The price is €175
includes taxes & fees
28 Jun - 29 Jun
Kimpton Hotel Monaco Pittsburgh by IHG
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.
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Top South Side Hotel Reviews

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

10/10 Excellent
"The hotel was great. Easy to get to everything downtown. Staff was very friendly and outgoing, and willing to give recommendations and offer help. Cleaning staff was excellent and went above and beyond to tidy up and make sure we had what we needed every day of our stay. Everything was clean. We would definitely stay here again when in the area."
Andrew 4-night trip
Posted 2 hours ago
Joinery Hotel Pittsburgh, Curio Collection by Hilton

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