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

Find 5 Star Hotels in South Side, PA from ￥18,382

  • 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

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for South Side 5-star hotels

A breakfast bar with various food items and a sign that says "Egg-Xactly The Start You Need".
A hotel reception desk with a modern design, a large blue geometric wall art piece, and a wooden partition.
A modern dining area with high tables and chairs, large windows, and artwork on the walls.
A hotel room with two beds, a desk, and a chair.

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

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
South Side Flats
United States
Gustavo
￥13,911
￥15,858 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
A modern dining area with a round table, chairs, and a sofa. There are large windows providing natural light and a view of the outdoors.
A multi-story hotel with a brick facade and a flat roof.
A hotel room with a bed, desk, chair, and a small table with a tray.
A hotel reception area with a blue-lit counter, hanging pendant lights, and a refrigerator stocked with beverages.

2. SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works
South Side Flats
United States
Kevin
￥16,554
￥18,872 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites by Marriott Pittsburgh Southside Works
An outdoor seating area with wicker furniture and a view of a river and buildings in the background.
A modern outdoor seating area with tables and chairs, a bar with shelves of bottles, and a view of buildings in the background.
A multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.
A modern indoor swimming pool with clear glass walls, a blue-tiled edge, and a view of trees and buildings outside.

3. HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
South Side Flats
United States
Sharon
￥20,076
￥22,887 total
includes taxes & fees
Nov 2 - Nov 3
HYATT house Pittsburgh-South Side
A spacious living room with a wooden ceiling, large windows with curtains, a leather sofa, a dining table, and a kitchen area.
A room with wooden paneling, a fireplace, a mirror, and a wardrobe.
A brick building with a wooden door labeled "Southside Traveler's Rest."
A room with a bed, a chair, a table, a lamp, and a fireplace.

4. Traveler's Rest Hotel

Traveler's Rest Hotel
South Side Flats
United States
Amber
￥16,361
￥18,651 total
includes taxes & fees
Nov 2 - Nov 3
Traveler's Rest Hotel
Terrace/patio
Exterior detail
Exterior detail
Interior entrance

5. Morning Glory Inn

Morning Glory Inn
South Side Flats
United States
Darla
Morning Glory Inn
Save an average of 15% on thousands of hotels when you're signed in

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
￥28,298
￥32,260 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (2,005 reviews)
Omni William Penn Hotel
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
￥16,124
￥18,382 total
Nov 8 - Nov 9
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
￥20,786
￥24,170 total
Oct 29 - Oct 30
includes taxes & fees
Joinery Hotel Pittsburgh, Curio Collection by Hilton
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.
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.

See all hotels in South Side
Large stainless steel brewing tanks with logos and text, set against a building with arched windows and a brick facade.

Top South Side Hotel Reviews

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 ￥18,382
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.

Explore a world of travel with Expedia