Shadyside Vacations from $387

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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
The Westin Pittsburgh, a Marriott Hotel
Omni William Penn Hotel
Placemakr Downtown Pittsburgh at The Pennsylvanian

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

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
$134 nightly
The price is $153 total per night from Aug 17 to Aug 18
$153 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (2,955 reviews)
"Nice place to stay, walking distance to PNC park!"

Reviewed on Aug 13, 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
$143 nightly
The price is $163 total per night from Aug 29 to Aug 30
$163 total
Aug 29 - Aug 30
Total includes taxes and fees
9/10 Wonderful! (1,600 reviews)
"Nice and great staff. Good location"

Reviewed on Aug 13, 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Aug 24 to Aug 25
$148 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (403 reviews)
"Great location"

Reviewed on Aug 10, 2025

Courtyard by Marriott Pittsburgh University Center
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.