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
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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 living room with a dark wood floor, a sectional sofa with decorative pillows, a round coffee table, and a fireplace.
A modern hotel lobby with a reception desk, a bar area, and a patterned floor.
A modern rooftop lounge with large windows, blue seating, and a city view.

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.
£160
includes taxes & fees
23 Aug - 24 Aug
The Oaklander Hotel, Autograph Collection
A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.
A hotel room with a large bed, a television, two framed pictures on the wall, and a patterned carpet.
An outdoor patio area with wicker furniture and a view of city buildings.
A spacious hotel lobby with multiple dining tables and booths, a large cityscape mural on the wall, and a high ceiling with decorative moldings.

2. Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown
Downtown Pittsburgh
  • Pittsburgh sanctuary offers historical sophistication with rooftop views, indoor pool, and hot tub.
£100
includes taxes & fees
30 Aug - 31 Aug
Drury Plaza Hotel Pittsburgh Downtown
A hotel with a modern facade, illuminated signage, and a covered entrance.
A modern hotel lobby with a reception desk, seating area with sofas and chairs, and a large window providing natural light.
A hotel room with two beds, a desk, a lamp, a TV, and large windows offering city views.
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

3. DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
£121
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.
A river with boats and a city skyline in the background.
A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.

4. 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.
£167
includes taxes & fees
7 Sept - 8 Sept
Omni William Penn Hotel
A rooftop terrace with outdoor seating, a city skyline view, and a clear sky.
A conference room with multiple tables, chairs, and large windows offering a city view.
A modern hotel lobby with a blue sofa, two armchairs, a patterned rug, and wooden paneling.
A hotel room with two beds, a sofa, a lamp, and framed pictures on the wall.

5. Comfort Inn & Suites Pittsburgh-Northshore

Comfort Inn & Suites Pittsburgh-Northshore
North Side
£81
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Pittsburgh-Northshore
The entrance to the Hotel Monaco with a glass facade, a prominent sign, and a staircase leading up to the entrance.
A restaurant interior with wooden paneling, a map on the wall, and diners seated at tables.
A restaurant with long tables and chairs, a bar area with bottles, and a large illuminated window.
A lobby with a black and white checkered floor, a yellow sofa, and a chandelier.

6. 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.
£155
includes taxes & fees
30 Aug - 31 Aug
Kimpton Hotel Monaco Pittsburgh by IHG

7. 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.
£242
includes taxes & fees
24 Aug - 25 Aug
Fairmont Pittsburgh
A rooftop lounge with seating and a view of the cityscape at dusk.
A modern hotel lobby with a reception desk, seating area, and a staircase.
A spacious lobby with a grand staircase, seating areas, and a mezzanine level.
A cozy living room with a brown leather sofa, a wooden chair, and a coffee table. There is a bookshelf filled with books and decorative items.

8. Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
  • Boutique luxury in city centre Pittsburgh offers pillowtop beds, designer toiletries, and record players.
£98
includes taxes & fees
30 Aug - 31 Aug
Joinery Hotel Pittsburgh, Curio Collection by Hilton
A cityscape with high-rise buildings, including a prominent Westin hotel.
A coffee shop interior with shelves of coffee beans, a counter with a menu, and baskets of items on stools.
A modern hotel lobby with a sectional sofa, ottomans, armchairs, a wooden bookshelf, and a patterned carpet.
A room with large arched windows, multiple round tables with brown tablecloths, and vases with white flowers.

9. The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
£178
includes taxes & fees
30 Aug - 31 Aug
The Westin Pittsburgh, a Marriott Hotel
A large stone building with a central entrance, multiple windows, and a symmetrical facade.
A dark interior with multiple stained glass windows.
A dark, ornate room with stained glass windows, a wooden bench, and a chandelier.
A spacious living room with high ceilings and wooden paneling, featuring two armchairs, a coffee table, and a fireplace.

10. Mansions on Fifth Hotel

Mansions on Fifth Hotel
Shadyside
  • Restored Edwardian mansion offers opulent elegance with premium beds, hydromassage showers, and designer toiletries in Shadyside.
£135
includes taxes & fees
25 Aug - 26 Aug
Mansions on Fifth Hotel
View all properties

Top South Side Hotel Reviews

Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

10/10 Excellent
"Real nice hotel - a lot of value for money ; pool is nonexistent, but other amenities are just as advertised. Clean rooms. Friendly service. Good food. What more could you want?"
Brian 4-night trip
Posted less than an hour ago
Crowne Plaza Suites Pittsburgh South by IHG
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

10/10 Excellent
"Comfortable room right by the concert venue - great stay!"
Becky 3-night trip
Posted less than an hour ago
Pittsburgh Marriott City Center
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

10/10 Excellent
"Clean room, and very good indoor and outdoor pool"
Jong-Liang 4-night trip
Posted less than an hour ago
DoubleTree by Hilton Pittsburgh - Green Tree
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

10/10 Excellent
"my only issue was that we had no shampoo and 3 bottles of conditioner. Also, the refridgerator had not been cleaned out from the previous guests and their beverages were still in there. Other than that the stay & the view were far above expectations."
Susann 1-night trip
Posted less than an hour ago
Wyndham Grand Pittsburgh Downtown
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

10/10 Excellent
"The staff was absolutely amazing and friendly!"
Damien 1-night trip
Posted 1 hour ago
Hyatt Regency Pittsburgh International Airport
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

10/10 Excellent
"Very satisfied!"
Xiaoning 2-night trip
Posted 2 hours ago
Hyatt House Pittsburgh/Bloomfield/Shadyside
Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Beautiful building and decor"
Alison 2-night trip
Posted 4 hours ago
Omni William Penn Hotel
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"The only downside was that you had to park offsite or pay $40 to have them park your vehicle offsite."
Sean 1-night trip
Posted 7 hours ago
Drury Plaza Hotel Pittsburgh Downtown
Cambria Hotel Pittsburgh - Downtown

Cambria Hotel Pittsburgh - Downtown

10/10 Excellent
"Great time, get there early so you can get checked in quicker"
Kevin 2-night trip
Posted 1 day ago
Cambria Hotel Pittsburgh - Downtown

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