Shadyside Travel Guide

Tourist Guide

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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Activities

Picture 4 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

AU$41
per adult
86% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Best of the Burgh Walking Tour of Pittsburgh

Best of the Burgh Walking Tour of Pittsburgh

AU$46
per adult
100% of travellers recommend
Best of the Burgh Walking Tour of Pittsburgh
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

AU$18
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh Steelers Football Game at Acrisure Stadium

Pittsburgh Steelers Football Game at Acrisure Stadium

AU$430
per adult
Pittsburgh Steelers Football Game at Acrisure Stadium
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

AU$69
per adult
100% of travellers recommend
Whiskey Rebellion & Prohibition Tour
Pittsburgh Segway Tour

Pittsburgh Segway Tour

AU$81
per adult
Pittsburgh Segway Tour
See all activities in Pittsburgh

Our pick of the best Shadyside Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
The price is AU$202 per night from 10 Nov to 11 Nov
AU$202
10 Nov - 11 Nov
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 ...
Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
The price is AU$208 per night from 8 Nov to 9 Nov
AU$208
8 Nov - 9 Nov
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 ...
9.4/10 Exceptional! (2,436 reviews)
"Lovely size room and view!"

Reviewed on 13 Oct 2026

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

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue Pittsburgh PA
The price is AU$166 per night from 8 Nov to 9 Nov
AU$166
8 Nov - 9 Nov
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 ...
DoubleTree by Hilton Pittsburgh - Green Tree
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
The price is AU$302 per night from 8 Nov to 9 Nov
AU$302
8 Nov - 9 Nov
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 ...
9.2/10 Wonderful! (2,011 reviews)
"Great experience. Great place to stay"

Reviewed on 13 Oct 2026

Omni William Penn Hotel
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 9 Nov to 10 Nov
AU$235
9 Nov - 10 Nov
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 ...
8.2/10 Very good! (1,357 reviews)
"We stayed there for penguins game and run it was amazing! Bartender in the back that night was amazing don’t remember her name!"

Reviewed on 13 Oct 2026

Pittsburgh Marriott City Center
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

4 out of 5
745 Grant Street Pittsburgh PA
The price is AU$210 per night from 2 Nov to 3 Nov
AU$210
2 Nov - 3 Nov
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! (2,407 reviews)
"Staff at front desk, housekeeping, valet, bar and food service were outstanding! Pretty basic property. Nice free breakfast, dinner and drinks. Valet parking was slow due to full house but attendants were working their tails off."

Reviewed on 13 Oct 2026

Drury Plaza Hotel Pittsburgh Downtown
See all 1,993 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.

Our guide on 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 building with a large sign reading 'THE TERMINAL' and storefronts for 'posman books' and 'solidcore.'
Photo by TM
Open Photo by TM

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 Travel Guide

Choose two or more items and save on your trip: