Shadyside Vacations from S/ 961

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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

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG
Wyndham Grand Pittsburgh Downtown
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Omni William Penn Hotel
The Westin Pittsburgh, a Marriott Hotel

Where to stay in Shadyside

Find the best Shadyside areas and neighborhoods for the activities you enjoy most. Learn more about Shadyside

Shadyside Hotel Deals

Mansions on Fifth Hotel

Mansions on Fifth Hotel

4 out of 5
5105 Fifth Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,000 reviews)
"Hotel was easy to locate, very friendly staff, and comfortable, quiet accomodations."

Reviewed on 19 Aug, 2025

Mansions on Fifth Hotel
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (2,959 reviews)
"Hotel was ok. Staff was nice. Hotel needs to be modernized though."

Reviewed on 22 Aug, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,609 reviews)
"Beautiful historic hotel. Easy access to dozens of bus lines, making it easy to navigate Pittsburgh."

Reviewed on 22 Aug, 2025

Omni William Penn Hotel
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.

Discover the most popular places to visit in Shadyside

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.