Title: The 10 Best 5 Star Hotels in South Side - 2025 Updated Prices | Expedia.co.uk [South Side Travel Guide](https://expedia.co.uk/South-Side.dx6343590)[Hotels in South Side](https://expedia.co.uk/South-Side-Hotels.d6343590.Travel-Guide-Hotels)[Holiday Rentals in South Side](https://expedia.co.uk/South-Side-Holiday-Rentals.d6343590.Travel-Guide-HolidayRentals)[Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights)[Things to do in South Side](https://expedia.co.uk/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d6343590.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d6343590.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473595-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Compare and book 5 Star hotels in South Side, Pittsburgh ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on South Side 5 Star Hotels Tonight [22 Sept - 23 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2025-09-22&endDate=2025-09-23&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [23 Sept - 24 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2025-09-23&endDate=2025-09-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2025-09-26&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side 5 Star Hotels ## Our top choices for South Side 5-star hotels ![Luxury Apartment, 1 Bedroom | Living area | 55-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/fd9c8c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/daa0c586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/02f45549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 1 Bedroom | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/513c1038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Elliott Hotel at Highland Park Highland Park 4.0/10 (20) "Beautiful vintage property that has been updated and close to everything but still very quiet and private! " [](https://www.expedia.co.uk/Pittsburgh-Hotels-The-Elliott-Hotel-At-Highland-Park.h96532268.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-South-Side-Hotels.s50-0-d6343590.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-South-Side-Hotels.s50-0-d6343590.Travel-Guide-Filter-Hotels) ## 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 Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown One Bigelow Square, Pittsburgh, PA £107 29 Sept - 30 Sept includes taxes & fees 8.2/10 Very Good! (1,013 reviews) [](https://expedia.co.uk/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Omni William Penn Hotel 530 William Penn Place, Pittsburgh, PA £156 29 Sept - 30 Sept includes taxes & fees 9/10 Wonderful! (1,675 reviews) [](https://expedia.co.uk/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![The Westin Pittsburgh, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Pittsburgh, a Marriott Hotel 1000 Penn Ave, Pittsburgh, PA £159 5 Oct - 6 Oct includes taxes & fees 8.6/10 Excellent! (995 reviews) [](https://expedia.co.uk/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.Hotel-Information) Still don't see what you're looking for? [See all properties in South Side.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=6343590&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=WATER_PARK) 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 Bars, live music and sights like Rex Theater—discover it all in South Side. [See all hotels in South Side](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&adults=2®ionId=6343590) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473595-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top South Side Hotel Reviews ## Find out more about South Side ## 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 £107 ### 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? 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Steel Tower](https://www.expedia.co.uk/US-Steel-Tower-Downtown-Pittsburgh.d553248621563220655.Attraction) - [University of Pittsburgh](https://www.expedia.co.uk/University-Of-Pittsburgh-Oakland.d6090505.Attraction) - [Car hire near Downtown Pittsburgh](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Pittsburgh.d6057662.Car-Hire-Guide) - [Car hire near North Side](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-North-Side.d6346454.Car-Hire-Guide) - [Car hire near Oakland](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Oakland.d183908.Car-Hire-Guide) - [Car hire near Pittsburgh](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsburgh.d601717.Car-Hire-Guide) - [Hertz Rental Cars in Pittsburgh](https://www.expedia.co.uk/Hertz-Car-Rentals-In-Pittsburgh.d601717-c40.Car-Rental-Guide-Suppliers) - [Mini Car Hire in North Side](https://www.expedia.co.uk/Mini-Car-Rentals-In-North-Side.d6346454-tMini.Car-Rental-Guide-Class) - [Pittsburgh Holiday Rentals](https://www.expedia.co.uk/Pittsburgh-Holiday-Rentals.d601717.Travel-Guide-HolidayRentals) - [Things to do in Pittsburgh](https://www.expedia.co.uk/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities) - [Book 5 Star Hotels in South Side on Expedia.com](https://www.expedia.com/5Star-South-Side-Hotels.s50-0-d6343590.Travel-Guide-Filter-Hotels)