Highland Park Holidays
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Where to stay in Highland Park
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.
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.
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.
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.
Shadyside
Unique features of Shadyside include the restaurants and shopping. Make a stop by Walnut Street or Gallerie CHIZ while you're exploring the area.
Top hotels in Highland Park
Wyndham Grand Pittsburgh Downtown
"There's no microwave in the room. Can't warm any food in the room"
Reviewed on 29 Sept 2026
Pittsburgh Marriott City Center
"All the staff was helpful and friendly. We enjoyed our stay and will be returning again!"
Reviewed on 30 Sept 2026
The Landing Hotel at Rivers Casino
Stay near popular Highland Park attractions
Three Rivers Heritage Trail
Things to do
Black & Gold Pittsburgh History Tour for Sports Fans
Pittsburgh: Museum of Illusions Entrance Ticket
