Name: Omni William Penn Hotel
Price range: $250 total
Rating: 9.2

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.

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

Downtown Pittsburgh

$340

per person

Jul 11 - Jul 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

8.2/10 Very Good! (1,058 reviews)

Perfect place to stay downtown !! Walking distance to everything! Wonderful staff! Highly recommend!

Reviewed on May 5, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

$803

per person

Jun 5 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

8.4/10 Very Good! (97 reviews)

Pros: cRoom was clean and nice size. Kitchen had everything we have it at home except for food. Bed was very comfortable. Staff and valet were very helpful. We arrived to town early and were checked in at 1pm which was nice, because we wanted to walk to the NFL draft. Cons: one side of the hotel is next to train tracks, Friday night we counted four trains and could hear the trains loud and clear. We counted 4 trains pass by our room between 11 PM and 3:30 AM, so we didn’t sleep most of the night. The hotel has virtually no amenities, no restaurant, and no free breakfast.

Reviewed on Apr 26, 2026

Crowne Plaza Suites Pittsburgh South by IHG

$526

per person

Jun 5 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

8.8/10 Excellent! (1,004 reviews)

The stay was perfect.

Reviewed on May 6, 2026

TownePlace Suites by Marriott Pittsburgh Cranberry Township

$475

per person

Jun 5 - Jun 7

found 4 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

9.2/10 Wonderful! (442 reviews)

Great spot with full kitchen in room

Reviewed on Apr 5, 2026

Hyatt Regency Pittsburgh International Airport

$615

per person

Jun 5 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

9/10 Wonderful! (1,644 reviews)

Clean room friendly staff.

Reviewed on May 4, 2026

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(2,278 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

$165 nightly

$188 total

May 25 - May 26

Total with taxes and fees

8.2/10 Very Good! (3,532 reviews)

Room was run down/old. Shower head was coming out of the wall and couldnt get the water hot. The phone in the room was making a loud buzzing noise so I just disconnected the cord. Rest of venue and area was super.l, staff was friendly. Room was clean. Easy access.to a late.checkout that was ...

Reviewed on May 6, 2026

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

Fully refundableReserve now, pay when you stay

$135 nightly

$154 total

May 10 - May 11

Total with taxes and fees

9.4/10 Exceptional! (1,683 reviews)

Not many breakfast options

Reviewed on May 6, 2026

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

$219 nightly

$250 total

May 10 - May 11

Total with taxes and fees

9.2/10 Wonderful! (2,003 reviews)

Staff were nice and the rooms are clean.

Reviewed on May 5, 2026

See all 2,055 properties in Shadyside

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.