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

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Check availability on South Side Luxury Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for South Side luxury hotels

A modern bar area with a marble countertop, bar stools, and a bookshelf filled with books and decorative items.
A modern hotel lobby with a reception desk, a bar area, and a patterned floor.
A modern hotel with a prominent entrance, multiple floors, and a tall adjacent building.
A modern living room with a dark wood floor, a sectional sofa with decorative pillows, a round coffee table, and a fireplace.

1. The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
Oakland
  • Rooftop terrace luxury meets university charm at this Oakland hotel with upscale dining and modern comforts.
£175
includes taxes & fees
18 Oct - 19 Oct
The Oaklander Hotel, Autograph Collection
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.
A river with boats and a city skyline in the background.
A spacious lobby with a red carpet, ornate ceiling, and a staircase leading to upper floors.

2. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
  • Historic elegance meets modern luxury in this Pittsburgh gem, with opulent rooms and 3 restaurants.
£159
includes taxes & fees
5 Nov - 6 Nov
Omni William Penn Hotel
The entrance of the Hotel Monaco with a grand facade, a receptionist at the entrance, and a statue of a dog on the right.
A restaurant interior with wooden paneling, a map on the wall, and diners seated at tables.
A lobby with a yellow sofa, a chandelier, and birdcage decorations.
A rooftop terrace with round tables and chairs, string lights, and a city view.

3. Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG
Downtown Pittsburgh
  • Indulge in city centre luxury with pillowtop beds and evening receptions at this stylish Pittsburgh retreat.
£191
includes taxes & fees
18 Oct - 19 Oct
Kimpton Hotel Monaco Pittsburgh by IHG
A person in a dark dress seated at a bar with a martini glass, another person in a suit in the background, and a modern interior with a chandelier.
A modern hotel room with a sofa, a coffee table, a dining table with chairs, a painting on the wall, and a view of the city through the window.
A person sitting on a sofa by a window with a cityscape view.
A long dining table set with candles, glasses, and a centerpiece of white flowers.

4. Fairmont Pittsburgh

Fairmont Pittsburgh
Downtown Pittsburgh
  • Indulge in Pittsburgh elegance at this city centre hotel with a full-service spa, 24-hour health club, and two distinctive restaurants.
£249
includes taxes & fees
15 Oct - 16 Oct
Fairmont Pittsburgh
A modern kitchen with wooden cabinets, a tiled backsplash, and a coffee station.
A modern reception area with a wooden ceiling, a reception desk, and a seating area with tables and chairs.
A modern hotel entrance with a covered walkway, a sign for Springhill Suites by Marriott, and a parking area.
A hotel room with a sofa, a small table, a lamp, and a view of the outdoors through a window with curtains.

5. Springhill Suites Pittsburgh Airport

Springhill Suites Pittsburgh Airport
Coraopolis
£105
includes taxes & fees
25 Oct - 26 Oct
Springhill Suites Pittsburgh Airport
A spacious hotel lobby with multiple seating areas, a bar, and large windows allowing natural light.
A spacious lobby with multiple seating areas, a large TV screen, and a high ceiling with large windows.
A spacious lobby with high ceilings, large windows, and a variety of seating arrangements including sofas and chairs.
A swimming pool area with a glass ceiling, large windows, and outdoor seating.

6. DoubleTree by Hilton Pittsburgh - Cranberry

DoubleTree by Hilton Pittsburgh - Cranberry
Mars
£98
includes taxes & fees
18 Oct - 19 Oct
DoubleTree by Hilton Pittsburgh - Cranberry
A modern kitchen with dark cabinetry, a central island, and a built-in oven.
A large, two-story house with a grey shingled roof, a stone foundation, and a front porch with columns.
A spacious kitchen with dark blue cabinets, a central island, and a dining area with wooden chairs.
A two-story white house with a balcony, stone patio, and outdoor furniture.

7. Hickory House Bed & Breakfast

Hickory House Bed & Breakfast
Hickory
£161
includes taxes & fees
2 Nov - 3 Nov
Hickory House Bed & Breakfast
A spacious lobby with a stone fireplace, modern furniture, and a television mounted on the wall.
A restaurant with stone walls, a curved counter, and a cityscape mural.
A modern bar area with a long counter, stools, and a cityscape mural on the wall.
An outdoor patio area with seating arrangements, a small garden, and a paved walkway.

8. DoubleTree by Hilton Pittsburgh Airport

DoubleTree by Hilton Pittsburgh Airport
Coraopolis
£96
includes taxes & fees
8 Nov - 9 Nov
DoubleTree by Hilton Pittsburgh Airport
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Top South Side Hotel Reviews

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"All the eateries onsite are wonderful."
FRANK 2-night trip
Posted 12 hours ago
Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

8/10 Good
"Mediocre restaurant"
Robert 3-night trip
Posted 1 day ago
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

10/10 Excellent
"Matt the bartender always is welcoming & is excellent at his service"
Megan 1-night trip
Posted 1 day ago
Hyatt Regency Pittsburgh International Airport
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

10/10 Excellent
"Good"
Thaneshwor 3-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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