Title: Book the Best Shadyside LUXURY Hotels - Upscale Hotels in Shadyside, Pittsburgh | 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) ![PITTSBURGH, PENNSYLVANIA, USA 4-30-2018 Mellon Park. Designed in 1929 and later donated to the city by Richard Mellon as part of his estate in the Shadyside neighborhood of the the City](https://images.trvl-media.com/place/6156339/b2f1141a-234f-4e0d-9662-7e5f7d7d28a0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6156339/b2f1141a-234f-4e0d-9662-7e5f7d7d28a0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Luxury Hotels Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2026-01-24&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2026-01-25&endDate=2026-01-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Shadyside luxury hotels ![Exterior](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/2df82a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/06c4157d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/0cd59c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/ee73444e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansions on Fifth Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) Shadyside 8.8/10 Excellent (1,001 reviews) "Beautiful place. Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ryan [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09®ionId=6156339&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Shadyside ### Shadysideand its attractions for luxury travelers In the heart of Shadyside, luxury travellers will find a delightful blend of upscale boutiques and cultural experiences. Start your day with a visit to the renowned Shadyside Farmers Market, where local vendors offer fresh produce and artisanal goods, perfect for a leisurely morning stroll. Art enthusiasts can immerse themselves in the vibrant local scene at the nearby Andy Warhol Museum, which highlights the iconic pop artist's life and works, making for an inspiring afternoon. For relaxation, the lush expanses of Frick Park provide a serene escape, ideal for a family picnic or a casual walk surrounded by nature. Dining in Shadyside is a treat, with establishments like the elegant Butcher and the Rye, known for its innovative American cuisine and extensive whiskey selection, ensuring a memorable culinary experience. After a day of exploration, retreat to one of the luxurious hotels in the area, where you can expect personalised service and exquisite amenities. Picture unwinding in a plush suite with stunning views, a spa-like bathroom, and perhaps a complimentary bottle of wine waiting for you—perfect after a day of adventure. Shadyside's blend of culture, dining, and nature ensures that every moment of your stay is filled with quality and comfort, making it an attractive choice for discerning travellers. ### Find the best luxury hotels and resorts in Shadyside For those seeking an opulent retreat in Shadyside, Pittsburgh, these two hotels offer exceptional luxury amenities and exquisite service, ensuring a memorable stay. [**The Inn on Negley**](https://www.expedia.ca/Pittsburgh-Hotels-The-Inn-On-Negley.h1154383.Hotel-Information) - **Why it's great for a luxury retreat:** The Inn on Negley stands as a pinnacle of luxury with an outstanding guest review rating of 10.0, making it an ideal choice for those looking for an intimate and exquisite experience. This Victorian hotel features premium bedding and bathrobes, complemented by designer toiletries that elevate the overall comfort. Guests can indulge in couples dining with a private chef, along with personalised champagne service, creating a truly romantic atmosphere. - **Other amenities:** Additional offerings include a serene garden and a terrace for peaceful outdoor relaxation. Guests enjoy complimentary breakfast options and the chance to unwind with onsite spa services, including Swedish and deep tissue massages. With early check-in and late check-out options, as well as in-room mini-refrigerators, The Inn on Negley ensures a luxurious and accommodating stay. - **Neighborhood:** Shadyside - **Nearby attractions:** UPMC Shadyside - 1 km, Bakery Square - 1.8 km, Carnegie Mellon University - 2.3 km [**Mansions on Fifth Hotel**](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) - **Why it's great for a luxury retreat:** The Mansions on Fifth Hotel is a stunning representation of luxury and elegance, a remarkable guest review rating of 8.8\. This Edwardian hotel offers a unique charm, with premium bedding, designer toiletries, and plush bathrobes that create a sophisticated atmosphere for travelers. The attentive concierge service is always on hand to assist with personalised requests, ensuring that every aspect of your stay is catered to perfection. - **Other amenities:** Guests can enjoy a range of additional features, including 24-hour fitness facilities for those looking to maintain their workout routine. The hotel also offers hydromassage showerheads for a touch of relaxation, as well as off-street parking for added convenience. With beautiful terraces and daily housekeeping, every detail is covered to enhance comfort and luxury throughout your visit. - **Neighborhood:** Shadyside - **Nearby attractions:** Carnegie Museum of Natural History - 1.4 km, UPMC Shadyside - 1.5 km, Carnegie Mellon University - 1.1 km ## Top Shadyside Hotel Reviews ![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg) ### La Quinta Inn by Wyndham Pittsburgh Airport 10/10 Excellent "Nice clean room and very courteous staff. Perfect stay for early flight out!" [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) ![Hyatt Regency Pittsburgh International Airport](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/1caa2404_y.jpg) ### Hyatt Regency Pittsburgh International Airport 10/10 Excellent "The front desk staff was very helpful. They explained the shuttle service very clearly. The hotel is very clean and comfortable. We had a nice dinner on sight which was very convenient." [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "The people, staff and location!! This is our second stay here and will always recommend it!" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "The room was clean, the breakfast was good, location was great, valet parking was convent but I was honked at by an employee while trying to load my car and children to leave. The valet is a bit pricy too. " [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "The room was perfect, spacious and clean with full size bottles of shampoo, conditioner and body wash. Room was cleaned while we were out and the hot chocolate chip cookies were the best touch. Hot tub at the end of the day was amazing. The staff, especially Malaysia at the front desk was awesome. Breakfast was a bit disappointing, but not terrible a little pricey though. You do need a rental car here though, nothing is in walking distance but we found driving in Pittsburgh fairly easy. We liked the location to the Penguins Arena and to many of the sites!! Would definitely recommend and will stay there again!!" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![Hyatt House Pittsburgh/Bloomfield/Shadyside](https://images.trvl-media.com/lodging/10000000/9710000/9708000/9707925/f987c707_y.jpg) ### Hyatt House Pittsburgh/Bloomfield/Shadyside 10/10 Excellent "The room had everything I needed and was perfect for my son with disabilities. The bathroom was clean and I appreciated the handicapped support bars. I wished there were more and heavier blankets for us. We were cold at night. " [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.Hotel-Information) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "We liked the historic, comfortable hotel. The location was great, with many things we wanted to see within walking distance. The staff was professional and courteous. The hotel amenities were terrific. " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Pittsburgh Marriott City Center](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4_y.jpg) ### Pittsburgh Marriott City Center 10/10 Excellent "The staff member who checked me in was so sweet and helpful! " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg) ### Courtyard by Marriott Pittsburgh University Center 10/10 Excellent "Excellent " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Shadyside? ### What's there to see and do in Shadyside? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Oakland ](https://www.expedia.ca/4Star-Oakland-Pittsburgh-Hotels.s40-n183908-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in East Liberty ](https://www.expedia.ca/5Star-East-Liberty-Pittsburgh-Hotels.s50-n6343585-0.Travel-Guide-Filter-Hotels) - [Hotels near Bakery Square ](https://www.expedia.ca/Bakery-Square-Hotels.0-l553248633862330379-0.Travel-Guide-Filter-Hotels) - 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