
Shadyside Vacations
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Where to stay in Shadyside
Find the best Shadyside areas and neighborhoods for the activities you enjoy most. Learn more about Shadyside

Downtown Pittsburgh
2 out of top 10 points of interest in this area
4.5/5(2,251 area reviews)
Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.
Shadyside Hotel Deals

Mansions on Fifth Hotel
5105 Fifth Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (999 reviews)
Beautifully restored historic buildings. Very convenient to Oakland area of Pittsburgh. Off-street parking, very safe neighborhood.
Reviewed on Jan 1, 2026

Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ¥25,138 per night from Jan 25 to Jan 26
¥25,138
¥28,656 total
Jan 25 - Jan 26
includes taxes & fees
9/10 Wonderful! (1,920 reviews)
Beautiful historic hotel. Great pub. Staff was excellent.
Reviewed on Jan 11, 2026

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ¥17,167 per night from Feb 12 to Feb 13
¥17,167
¥19,571 total
Feb 12 - Feb 13
includes taxes & fees
8.2/10 Very Good! (3,349 reviews)
Great location. Would stay there again. Rooms very clean and well maintained facility. $44 per day for parking at hotel. You can park right around the corner in Stanewicz (sp?) for $32 per day. Have fun in the Burgh!!
Reviewed on Jan 11, 2026
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.
Frequently asked questions
Discover the most popular places to visit in Shadyside
UPMC Shadyside
Though UPMC Shadyside might be what brings you to town, perhaps you'll have a chance to explore more of Pittsburgh while you are here.
Walnut Street
During your trip to Pittsburgh, you can find the perfect gifts to bring home at Walnut Street. Savor the area's restaurants and bars.
Things to do

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
¥15,142
per adult

Pittsburgh: Beauty of the Burgh Bike Tour
¥9,238
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




