
Shadyside Holidays
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Your Shadyside Holiday
Booking a Shadyside holiday package is a wonderful way to get to know the ins and outs of this unique neighbourhood. From its renowned sites to its lesser-known treasures, a world of discovery is waiting. Start your trip to Shadyside by checking out nearby attractions such as University of Pittsburgh, Carnegie Mellon University and PPG Paints Arena. Whatever your travel plans or budget, booking your perfect Shadyside holiday has never been easier with Expedia.
Our guide on where to stay in Shadyside

Downtown Pittsburgh
Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Benedum Center might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.
Our pick of the best Shadyside Hotel Deals

Wyndham Grand Pittsburgh Downtown
The walls were paper thin and the valet workers got in a physical altercation moments after taking my car
Reviewed on 15 Apr 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
A beautiful hotel with great views. The staff was attentive and everything was very clean. Great stay and convenient location.
Reviewed on 15 Apr 2026

Omni William Penn Hotel
People were great
Reviewed on 14 Apr 2026
Frequently asked questions
Activities

Pittsburgh: Museum of Illusions Entrance Ticket

Best of the Burgh Walking Tour of Pittsburgh















