Title: Book the Best Highland Park LUXURY Hotels - Upscale Hotels in Highland Park, Pittsburgh | Expedia.ca [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)[Highland Park Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Park.d804079224019959808.Car-Rental-Guide)[Highland Park Vacations](https://expedia.ca/Highland-Park.d804079224019959808.Destination-Travel-Guides) ![Pittsburgh Zoo and Aquarium showing signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/229000/229890-Pittsburgh-Zoo-And-Ppg-Aquarium.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Luxury Hotels in Highland Park, Pittsburgh ![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 Highland Park Luxury Hotels Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=804079224019959808&startDate=2025-09-26&endDate=2025-09-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=804079224019959808&startDate=2025-09-27&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=804079224019959808&startDate=2025-09-26&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=804079224019959808&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland Park Luxury Hotels ## Top Highland Park Hotel Reviews ![Wyndham Grand Pittsburgh Downtown](//images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "Hotel was in a great area and clean " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](//images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "Free drink and buffet from 5:30-7:00!" [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![Hyatt Regency Pittsburgh International Airport](//images.trvl-media.com/lodging/1000000/470000/464100/464013/1caa2404_y.jpg) ### Hyatt Regency Pittsburgh International Airport 10/10 Excellent "Clean room, convenient to the airport" [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) ![DoubleTree by Hilton Pittsburgh - Green Tree](//images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "What a great property in the Pittsburgh area it is very convenient to the airport and downtown if you’ve ever stayed here it’s a must!!" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![La Quinta Inn by Wyndham Pittsburgh Airport](//images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg) ### La Quinta Inn by Wyndham Pittsburgh Airport 10/10 Excellent "We stayed here because they allow dogs.We were greeted, as well as our dog from the minuite we walked thru the door." [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) ![Sheraton Pittsburgh Hotel at Station Square](//images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b_y.jpg) ### Sheraton Pittsburgh Hotel at Station Square 10/10 Excellent "Very nice hotel but they didn't tell us about the train that goes by all day and night long." [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](//images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 10/10 Excellent "Giant rooms, clean and comfortable." [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Courtyard by Marriott Pittsburgh University Center](//images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg) ### Courtyard by Marriott Pittsburgh University Center 10/10 Excellent "It was great for our reunion" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ![Hampton Inn Pittsburgh/Monroeville](//images.trvl-media.com/lodging/1000000/70000/67700/67685/d4fb34d9_y.jpg) ### Hampton Inn Pittsburgh/Monroeville 10/10 Excellent "." [](https://expedia.ca/Pittsburgh-Hotels-Hampton-Inn-PittsburghMonroeville.h67685.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury trip to Highland Park? > Expedia can help you arrange a flight to Pittsburgh Intl. Airport (PIT) airport or Latrobe, PA (LBE-Arnold Palmer Regional) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a vacation, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Highland Park has to offer. Highland Park has some interesting things to see and do including Three Rivers Heritage Trail, so you might want to take in the local sights during your visit. ### What's there to see and do in Highland Park? > Enjoy Highland Park with a stop at Three Rivers Heritage Trail, PPG Paints Arena, and PNC Park. 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