Shadyside

Pittsburgh

A courtyard with a fountain, brick walls, and trees.
A greenhouse with geometrically shaped flower beds and statues.

Stay near popular Shadyside attractions

Walnut Street

During your trip to Pittsburgh, you can search for that perfect souvenir at Walnut Street. Savour the area's restaurants and bars.
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Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

S$37
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

S$17
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

S$62
per adult
100% of travellers recommend
Whiskey Rebellion & Prohibition Tour
Pittsburgh: Pasta Making Class With Local Chef

Pittsburgh: Pasta Making Class With Local Chef

S$95
per adult
Pittsburgh: Pasta Making Class With Local Chef
Happy hour cruiser

2 Hour Private Sightseeing Charter Boat Cruise

S$494
per traveller
2 Hour Private Sightseeing Charter Boat Cruise
Pittsburgh Segway Tour

Pittsburgh Segway Tour

S$74
per adult
Pittsburgh Segway Tour
See all activities in Pittsburgh

Top hotels in Shadyside

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
The price is S$180 per night from 22 Oct to 23 Oct
S$180
22 Oct - 23 Oct
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean ...
8.4/10 Very good! (3,784 reviews)
"Valet parking is limited during concerts so be prepared to park your own car in another garage and walk a little ways to the hotel"

Reviewed on 24 Sept, 2026

Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
The price is S$221 per night from 22 Oct to 23 Oct
S$221
22 Oct - 23 Oct
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness centre and valet parking (surcharge). Our guests praise the ...
Pittsburgh Marriott City Center
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue Pittsburgh PA
The price is S$158 per night from 25 Oct to 26 Oct
S$158
25 Oct - 26 Oct
includes taxes & fees
Stay at this hotel in Pittsburgh. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (1,214 reviews)
"The internet was out the whole weekend of my stay from the time of check in Friday 4pm-11am check out on Sunday very inconvenient and if you can help it steer clear of Ms. R that works the front desk her customer service skills are lacking 😓😭"

Reviewed on 23 Sept, 2026

DoubleTree by Hilton Pittsburgh - Green Tree
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
The price is S$195 per night from 18 Oct to 19 Oct
S$195
18 Oct - 19 Oct
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Acrisure Stadium and PNC Park are ...
The Landing Hotel at Rivers Casino
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
The price is S$320 per night from 25 Oct to 26 Oct
S$320
25 Oct - 26 Oct
includes taxes & fees
Stay at this luxury hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Omni William Penn Hotel
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

4 out of 5
745 Grant Street Pittsburgh PA
The price is S$187 per night from 18 Oct to 19 Oct
S$187
18 Oct - 19 Oct
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (2,372 reviews)
"Staff was very helpful and amenities were excellent!"

Reviewed on 23 Sept, 2026

Drury Plaza Hotel Pittsburgh Downtown
See all 2,030 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.

Where to stay in Shadyside

Find the best Shadyside areas for the activities you enjoy most.
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Benedum Center might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.

A city skyline at dusk with illuminated buildings, a prominent bridge, and a river.
Photo by TM
Open Photo by TM

North Shore

Visitors often come to North Shore for its stunning river views, but many stay to explore sights like PNC Park and Acrisure Stadium. Getting around the area on the metro is easy if you take a ride at North Side Station.

A dinosaur statue in front of a historic building with inscriptions.

Oakland

Oakland is known for its ample dining options, and you can make a stop by Petersen Events Center and Carnegie Museum of Natural History while in the area.

A vintage Heinz food truck with large white wheels and red branding, displayed indoors with brick walls and windows in the background.

Strip District

Strip District is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to The Terminal or Senator John Heinz Regional History Centre.

A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

North Side

While you're in North Side, take in top sights like PNC Park or Acrisure Stadium, and hop on the metro to see more of the city at North Side Station or Allegheny Station.

Shadyside