Title: 5 Stars Hotels in South Side, Pittsburgh from CA $201 - Find Cheap South Side Hotels With 5 Stars | Expedia.ca [South Side Travel Guide](https://expedia.ca/South-Side.dx6343590)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d6343590.Travel-Guide-Hotels)[Vacation Rentals in South Side](https://expedia.ca/South-Side-Vacation-Rentals.d6343590.Travel-Guide-VacationRentals)[Flights to South Side](https://expedia.ca/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights)[Things to do in South Side](https://expedia.ca/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d6343590.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.ca/South-Side.d6343590.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473595-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in South Side, Pittsburgh from CA $201 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-09-27&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-09-28&endDate=2025-09-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side 5 Star Hotels ![Luxury Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/fd9c8c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/02f45549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/9a4423f4.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) ### 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.ca/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.ca/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.ca/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 CA $176 CA $201 total Oct 5 - Oct 6 includes taxes & fees 8.2/10 Very Good! (1,016 reviews) [](https://expedia.ca/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 CA $256 CA $292 total Oct 5 - Oct 6 includes taxes & fees 9/10 Wonderful! (1,701 reviews) [](https://expedia.ca/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 CA $262 CA $299 total Oct 5 - Oct 6 includes taxes & fees 8.6/10 Excellent! (997 reviews) [](https://expedia.ca/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.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=6343590&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=6343590&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%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 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](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&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 ## Five Star Hotels in South Side There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made South Side so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in South Side and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in South Side Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to South Side The results are in, and South Side 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in South Side! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in South Side today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in South Side? > There are a variety of pricing options for 5-star hotels in South Side on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare all of the available accommodations for your chosen dates and use our pricing and other filters to discover the perfect upscale stay. > > > > - Search for the lowest price per night from CA $201 ### What makes a hotel 5 stars in South Side? > From high-end restaurants and all-day gyms to pools and premium bedding, the 5-star experience in South Side is all about comfort and indulgence. But it takes more than just top-notch amenities to earn a 5-star rating. Hotels also have to offer superior guest-centric services like in-room beauty treatments, on-site dry cleaning and laundry and concierge services. ### Are there any 5-star all-inclusive resorts in South Side? > Our filters are the quickest way to find exactly what you're looking for. Select "All inclusive" and "5-star" to show the most luxurious properties in South Side where your room, meals, activities and entertainment are included in the upfront price. 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