Shadyside Vacations from $261
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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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Save 100% on your flight
Price was $454, price is now $292 per person
$292
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,385 reviews)
Everything was great!
Reviewed on Dec 22, 2025
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $875, price is now $567 per person
$567
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
The hotel was beautiful, clean and the staff was super friendly.
Reviewed on Dec 18, 2025
Hilton Garden Inn Pittsburgh University Place
Central Oakland
Save 100% on your flight
Price was $466, price is now $326 per person
$326
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.8/10 Excellent! (1,004 reviews)
The front desk staff (and valet team) are truly amazing! Just minutes before I was leaving to go to my son’s graduation my glasses broke and the front desk staff were extremely helpful to find crazy glue and basically were just the nicest group ever! The hotel is convenient to everything “Pitt” and our room was wonderful and clean and we even lucked out with a view of the Cathedral of Learning which was a great treat! Highly recommend this hotel! They made Commencement Weekend so enjoyable (even during a snowy weekend when driving was a challenge)! The staff just cared and treated us like family! H2Pitt 💛💙
Reviewed on Dec 19, 2025
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
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Jan 18 to Jan 19
$141 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
8.2/10 Very Good! (3,288 reviews)
Clean room, amazing view!! And the staff was so wonderful!
Reviewed on Dec 21, 2025
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $177 total per night from Dec 24 to Dec 25
$177 total
Dec 24 - Dec 25
Total with taxes and fees
9/10 Wonderful! (1,846 reviews)
Beautiful but a bit dirty
Reviewed on Dec 21, 2025
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from Dec 26 to Dec 27
$127 total
Dec 26 - Dec 27
Total with taxes and fees
8/10 Very Good! (1,059 reviews)
Location is awesome
Reviewed on Dec 19, 2025
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
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
$102
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
Pittsburgh: Beauty of the Burgh Bike Tour
$59
per adult
94% of travellers recommend
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- Pittsburgh Hotels
- Hotels near UPMC Shadyside
- Hotels near Carnegie Mellon University
- Hotels near Walnut Street
- Hotels near Gallerie CHIZ
- Hotels near Chatham University
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- Hotels near Carnegie Museum of Natural History
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- Hotels with Connecting Rooms in East Liberty
- Historic Hotels in East Liberty
- Hotels near Cathedral of Learning
- Hotels near Phipps Conservatory
- Hotels near Bakery Square
- Hotels near Soldiers and Sailors Memorial Hall and Museum
- Hotels near Oakland
- Hotels near Mellon Park
- Hotels near Schenley Park
- Hotels near Manor Theatre
- Hotels near Central Oakland
- Walnut Street
- Carnegie Mellon University
- Chatham University
- Hunt Institute for Botanical Documentation
- Carnegie Museum of Natural History
- Carnegie Museum of Art
- Cathedral of Learning
- Heinz Memorial Chapel
- Kelly Strayhorn Theater
- University of Pittsburgh
- Phipps Conservatory
- Temple Sinai
- Schenley Park
- Soldiers and Sailors Memorial Hall and Museum
- Visit Squirrel Hill
- Bakery Square
- Manor Theatre
- University of Pittsburgh Medical Center
- The Nationality Rooms
- Visit Bloomfield
- Visit East Liberty
- Homewood Cemetery
- Petersen Events Center
- Visit Oakland
- Car rentals near Pittsburgh
- Car rentals near UPMC Shadyside
- Car rentals near Gallerie CHIZ
- Car rentals near Carnegie Mellon University
- Premium Car Rentals near Carnegie Mellon University
- Car rentals near Squirrel Hill
- Enterprise Rental Cars in Squirrel Hill
- Premium Car Rentals in Squirrel Hill
- Car rentals near Heinz Memorial Chapel
- Car rentals near East Liberty
- Car rentals near Temple Sinai
- Hertz Rental Cars in East Liberty
- Car rentals near Bloomfield
- Budget Rental Cars in East Liberty
- Car rentals near Phipps Conservatory
- Car rentals near Bakery Square
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.