Title: 5 Stars Hotels in Shadyside, Pittsburgh from CA $151 - Find Cheap Shadyside Hotels With 5 Stars | Expedia.ca [Shadyside Travel Guide](https://expedia.ca/Pittsburgh-Shadyside.dx6156339)[Vacation Rentals in Pittsburgh](https://expedia.ca/Pittsburgh-Vacation-Rentals.d601717.Travel-Guide-VacationRentals)[Flights to Pittsburgh](https://expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Shadyside Car Rentals](https://expedia.ca/Car-Rentals-In-Shadyside.d6156339.Car-Rental-Guide)[Shadyside Vacations](https://expedia.ca/Shadyside.d6156339.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c39807358559baee6b6d0f04b71891a6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Hayley Gallagher # 5 Stars Hotels in Shadyside, Pittsburgh from CA $151 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Shadyside 5 Star Hotels Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-11-02&endDate=2025-11-03&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-11-03&endDate=2025-11-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-11-14&endDate=2025-11-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shadyside 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, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/513c1038.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) ### The Elliott Hotel at Highland Park Highland Park 4.0/10 (20) "The location and cleanliness was key takeaways... so I will tell all my veterans, friends, and family members if you are visiting Pittsburgh this is a GREAT place for a day trip/overnight stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reginald [](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-Shadyside-Pittsburgh-Hotels.s50-n6156339-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Shadyside-Pittsburgh-Hotels.s50-n6156339-0.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 Shadyside. ![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 $145 CA $165 total Nov 24 - Nov 25 includes taxes & fees 8.2/10 Very Good! (1,032 reviews) [](https://expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Pittsburgh - Green Tree 500 Mansfield Avenue, Pittsburgh, PA CA $132 CA $151 total Nov 23 - Nov 24 includes taxes & fees 8.2/10 Very Good! (1,010 reviews) [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.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 $234 CA $267 total Nov 16 - Nov 17 includes taxes & fees 9/10 Wonderful! (1,737 reviews) [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) Still don't see what you're looking for? [See all properties in Shadyside.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=6156339&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=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=6156339&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=6156339&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=6156339&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=6156339&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=6156339&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. ## Top Shadyside Hotel Reviews ## Find out more about Shadyside ## Five Star Hotels in Shadyside 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 Shadyside 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 Shadyside and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Shadyside 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 Shadyside The results are in, and Shadyside 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 Shadyside! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Shadyside today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Shadyside? > Unwind in lavish surroundings at [The Elliott Hotel At Highland Park](https://www.expedia.ca/Pittsburgh-Hotels-The-Elliott-Hotel-At-Highland-Park.h96532268.Hotel-Information). Loved by our customers for its premium level of opulence and comfort, this 5-star hotel located around the Pittsburgh neighbourhood of Shadyside is in a league of its own. ### How much does it cost to stay in a 5-star hotel in Shadyside? > You can find a range of pricing options for 5-star hotels in Shadyside on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare all of the available properties for your desired dates and use our pricing and other filters to discover the perfect upscale stay. > > > > - Search for the lowest price per night from CA $151 ### What makes a hotel 5 stars in Shadyside? > Impeccable guest service is at the heart of every 5-star hotel in Shadyside. From the minute you step through the door, staff ensure your every need is met, whether arranging valet parking or providing a nightly turn-down service. Also, hotels must offer top-rate conveniences to be entitled to a 5-star rating. 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[Squirrel Hill Hotels](https://www.expedia.ca/Squirrel-Hill-Pittsburgh-Hotels.0-n6343591-0.Travel-Guide-Filter-Hotels) - [Hotels near UPMC Shadyside](https://www.expedia.ca/UPMC-Shadyside-Hotels.0-l6269693-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh](https://www.expedia.ca/University-Of-Pittsburgh-Hotels.0-l6090505-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh Medical Center](https://www.expedia.ca/University-Of-Pittsburgh-Medical-Center-Hotels.0-l6333442-0.Travel-Guide-Filter-Hotels) - [Hotels near Walnut Street](https://www.expedia.ca/Walnut-Street-Hotels.0-l553248633862333415-0.Travel-Guide-Filter-Hotels) - [Carnegie Mellon University](https://www.expedia.ca/Carnegie-Mellon-University-Squirrel-Hill.d6090503.Vacation-Attraction) - [Carnegie Museum of Art](https://www.expedia.ca/Carnegie-Museum-Of-Art-Oakland.d6078685.Vacation-Attraction) - [Carnegie Museum of Natural History](https://www.expedia.ca/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction) - [Cathedral of Learning](https://www.expedia.ca/Cathedral-Of-Learning-Oakland.d6269525.Vacation-Attraction) - [Manor Theatre](https://www.expedia.ca/Manor-Theatre-Squirrel-Hill-South.d553248621532660405.Vacation-Attraction) - [Phipps Conservatory](https://www.expedia.ca/Phipps-Conservatory-Central-Oakland.d6078683.Vacation-Attraction) - [Visit East Liberty](https://www.expedia.ca/Pittsburgh-East-Liberty.dx6343585) - [Visit Friendship](https://www.expedia.ca/Pittsburgh-Friendship.dx553248632556594132) - [Visit Upper Hill](https://www.expedia.ca/Pittsburgh-Upper-Hill.dx804080657100279808) - [Schenley Park](https://www.expedia.ca/Schenley-Park-Squirrel-Hill-South.d6078717.Vacation-Attraction) - [Upmc Shadyside](https://www.expedia.ca/UPMC-Shadyside-Shadyside.d6269693.Vacation-Attraction) - [University of Pittsburgh](https://www.expedia.ca/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) - [Car rentals near Carnegie Mellon University](https://www.expedia.ca/Car-Rentals-In-Carnegie-Mellon-University.d6090503.Car-Rental-Guide) - [Things to do in Pittsburgh](https://www.expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities) - [Book Hotels in Shadyside on Expedia.com](https://www.expedia.com/5Star-Shadyside-Pittsburgh-Hotels.s50-n6156339-0.Travel-Guide-Filter-Hotels)