Find 5 Star Hotels in South Side, PA from ￥16,767

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Check availability on South Side 5 Star Hotels

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Our top choices for South Side 5-star hotels

Luxury Apartment, 1 Bedroom | Living area | 55-inch Smart TV with cable channels, Netflix, Hulu
The Elliott Hotel at Highland Park

The Elliott Hotel at Highland Park

The Elliott Hotel at Highland Park
5.0 star property
Highland Park
4.0 out of 10, (20)
"Beautiful vintage property that has been updated and close to everything but still very quiet and private! "
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.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
The price is ￥14,708 per night from Jan 25 to Jan 26
￥14,708
￥16,767 total
Jan 25 - Jan 26, 2026
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
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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.

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 Theater or savor Pittsburgh's famous 'fries on sandwiches' at Primanti Bros.

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South Side Flats showing a garden

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in South Side?
How much you pay for a 5-star hotel in South Side depends on factors such as when you plan to go and the length of your stay. Our insider tip for bagging an awesome deal? Use our pricing filters to check out the available options for your chosen dates.

  • Search for the lowest price per night from ￥16,767

What makes a hotel 5 stars in South Side?
From gourmet dining venues and 24-hour fitness centers to pools and deluxe bedding, the 5-star experience in South Side is all about comfort and indulgence. But it requires more than just top-notch amenities to receive a 5-star rating. Accommodations must also offer remarkable services like massage treatments, on-site dry cleaning and laundry and 24/7 room service.
Are there any 5-star all-inclusive resorts in South Side?
Use Expedia's filter tool to find an upmarket retreat in South Side where most of what you need is included. From there, refine your results for properties that have a 5-star rating and are described as "All inclusive." The most important thing on the schedule at these stays? Pure enjoyment and indulgence.

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