South Side Hotel Guide - 5 Stars Hotels in South Side, Pittsburgh

  • 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 5 Star Hotels

Our top choices for South Side 5-star hotels

Deluxe Apartment | Living area | 55-inch Smart TV with cable channels, Netflix, Hulu

The Elliott Hotel at Highland Park

The Elliott Hotel at Highland Park
5.0 star property
Highland Park
4.0 out of 10, (20 reviews)
"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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies Pittsburgh PA
The price is Rp1.776.563 per night from 29 Mar to 30 Mar
Rp1.776.563
Rp2.065.812 total
29 Mar - 30 Mar
includes taxes & fees
8.4/10 Very Good! (1,479 reviews)
Still don't see what you're looking for?
See all properties in South Side.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 Theatre or savour Pittsburgh's famous 'fries on sandwiches' at Primanti Bros.

See all hotels in South Side
South Side Flats showing a garden

Top South Side Hotel Reviews

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 Rp2.065.812

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.