
Shadyside Vacations from $531
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Your Shadyside Vacation
Booking a Shadyside vacation package is a wonderful way to get to know the ins and outs of this unique neighborhood. 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 vacation has never been easier with Expedia.
The Latest Shadyside Vacation Packages



Fairmont Pittsburgh
Reviewed on Nov 8, 2026

DoubleTree by Hilton Pittsburgh - Green Tree
Reviewed on Nov 10, 2026
Where to stay in Shadyside

Downtown Pittsburgh
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

Wyndham Grand Pittsburgh Downtown
"The cost of parking at the hotel was rediculous $44.00/night"
Reviewed on Nov 9, 2026

DoubleTree by Hilton Pittsburgh - Green Tree
"Had good time. The staff gave a us a very good room (floor, location) without even asking. Clean, new rooms and hard-working dedicated cleaning staff. No bad smell, no noise. The gym, pool and whirlpool were all well maintained and accessible. Interesting diverse groups of travelers, all were kind ..."
Reviewed on Nov 10, 2026

The Landing Hotel at Rivers Casino
Stay near popular Shadyside attractions
Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh: Pasta Making Class With Local Chef
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- Visit Pittsburgh
- Byham Theater
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- Visit Downtown Pittsburgh
- Roberto Clemente Bridge
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- Walnut Street
- Andy Warhol Museum
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- Senator John Heinz Regional History Centre
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- Carnegie Science Center
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- Carnegie Museum of Art
- Carnegie Library of Pittsburgh
- National Aviary
- U.s. Steel Tower
- Point State Park
- Hunt Institute for Botanical Documentation
- Manor Theatre
- Rachel Carson Bridge
- Duquesne Incline
- Carnegie Museum of Natural History
- Children's Museum of Pittsburgh
- Where to stay in Pittsburgh
- University of Pittsburgh
- Andy Warhol Bridge
- Schenley Park
- Kennywood
- Heinz Memorial Chapel
- Market Square
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- Carnegie Mellon University
- Pnc Park
- Soldiers and Sailors Memorial Hall and Museum
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