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Compare and book 5 Star hotels in South Side, Pittsburgh

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Check availability on South Side 5 Star 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 5-star hotels

Deluxe Apartment | Living area
Luxury Apartment, 1 Bedroom
Front of property
Deluxe Apartment | Living area

1. The Elliott Hotel at Highland Park

The Elliott Hotel at Highland Park
Highland Park
United States
Deanna
The Elliott Hotel at Highland Park
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in South Side.
Omni William Penn Hotel

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA
£167
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (2,052 reviews)
Omni William Penn Hotel
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
£81
8 Sept - 9 Sept
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies Pittsburgh PA
£98
30 Aug - 31 Aug
includes taxes & fees
Joinery Hotel Pittsburgh, Curio Collection by Hilton
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Learn more about South Side

Stroll along East Carson Street, where vibrant murals and eclectic shops showcase the neighborhood's artistic spirit. Catch a show at the historic Rex Theatre or savour Pittsburgh's famous 'fries on sandwiches' at Primanti Bros.

See all hotels in South Side
A park with autumn trees, a bridge, and a building labeled UPMC in the background.

Top South Side Hotel Reviews

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in South Side?
The amount you pay for a 5-star hotel in South Side depends on things such as when you plan to go and the length of your trip. Our top tip for scoring the best deal? Use our pricing filters to compare the available options for your chosen dates.
  • Search for the lowest price per night from £81
What makes a hotel 5 stars in South Side?
From fine dining restaurants and all-day fitness centres to pools and luxury bedding, the 5-star experience in South Side is all about comfort and luxury. But it takes more than just upscale perks to earn a 5-star rating. Hotels also have to deliver outstanding guest-centric services like in-room massage treatments, laundry and dry cleaning and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in South Side?
Use Expedia's filter tool to find a luxurious retreat in South Side where everything you need is included. Next, refine your results for resorts that have a rating of 5 stars and are listed as "All inclusive." The main thing on the schedule at these stays? Pure relaxation and indulgence.

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