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

Find Historic Hotels in South Side, PA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Historic Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for South Side historic hotels

A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A spacious lobby with a red carpet, ornate ceiling, and a staircase leading to upper floors.
A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.
A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.

1. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
United Kingdom
Dale
NT$7,272
NT$8,290 total
includes taxes & fees
Oct 12 - Oct 13
Omni William Penn Hotel
A hotel room with a television, a desk, a chair, a lamp, and a door.
A hotel room with a large bed, a desk with a lamp, a chair, a TV, and a view of the city.
A conference room with a long table, six chairs, a flat-screen TV, and a window with blinds.
A hotel room with a large bed, bedside tables, a desk, a chair, and a television.

2. The Atterbury Hotel, Autograph Collection

The Atterbury Hotel, Autograph Collection
Downtown Pittsburgh
United States
Linda
NT$7,271
NT$8,289 total
includes taxes & fees
Oct 16 - Oct 17
The Atterbury Hotel, Autograph Collection
View all properties

Top South Side Hotel Reviews

Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore

10/10 Excellent
"Overall it was great stay."
Lulzim 2-night trip
Posted 12 hours ago
Springhill Suites by Marriott Pittsburgh North Shore
Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent
"Staff, Front Desk was awesome!"
Michael 1-night trip
Posted 14 hours ago
Hilton Garden Inn Pittsburgh Downtown
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

10/10 Excellent
"Good room, free breakfast"
William 3-night trip
Posted 17 hours ago
Hyatt House Pittsburgh/Bloomfield/Shadyside
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Older hotel but well kept up and in a prime location! Great buffet, nice indoor pool and outdoor patio. Only thing lacking was the micro sized fitness center. This location is walkable to several museums, the Strip, PNC ball park….."
Susan 3-night trip
Posted 18 hours ago
Drury Plaza Hotel Pittsburgh Downtown
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

8/10 Good
"one night stay, one great experience"
Marcos 1-night trip
Posted 22 hours ago
DoubleTree by Hilton Pittsburgh - Green Tree
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

10/10 Excellent
"We had a very enjoyable stay! Everyone was polite, professional. Special thanks to Ebony who went out of her way to assist us when needed and went above and beyond to make sure we had a great experience at the hotel!"
Richard 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Explore a world of travel with Expedia