Penn Hills Vacations from $568
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Your Penn Hills Vacation
The hassle-free way to experience this exciting city is with a customized Penn Hills vacation package. Stay in the neighborhood of Squirrel Hill South, which is great for cycling, golfing and dining or choose someplace else — our package deals are all about you. If taking in sights is on the agenda during your trip to Penn Hills, stop by major attractions like Carnegie Mellon University, Kennywood and Pittsburgh Zoo and PPG Aquarium. Check out Expedia's extensive range of travel options and start organizing your perfect vacation to Penn Hills today.
The Latest Penn Hills Vacation Packages
Etage Executive Living
Reviewed on Sep 26, 2026
Oakmont Inn
Reviewed on Jul 5, 2026
Where to stay in Penn Hills
Downtown Pittsburgh
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.
North Shore
Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations.
Oakland
Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation.
Strip District
Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months.
Shadyside
Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible.
Penn Hills Hotel Deals
Wyndham Grand Pittsburgh Downtown
"Overall a great experience. Check in was fast and easy. Rooms were nice. Parking was easy."
Reviewed on Sep 27, 2026
Pittsburgh Marriott City Center
"Buen ambiente y todo que a distancia de 15 minutos caminando."
Reviewed on Sep 26, 2026
The Landing Hotel at Rivers Casino
Stay near popular Penn Hills attractions
Sri Venkateswara Temple
Things to do
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Steelers Football Game at Acrisure Stadium
Pittsburgh: Pasta Making Class With Local Chef
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- Grandview Overlook
- Carnegie Museum of Art
- Carnegie Museum of Natural History
- National Aviary
- Pnc Park
- Byham Theater
- North Shore Vacations
- Monroeville Vacations
- Roberto Clemente Bridge
- Va Hospital H.J. Heinz Campus
- Point State Park
- University of Pittsburgh
- Edgewood Town Center
- Heinz Memorial Chapel
- Monroeville Convention Center
- Schenley Park
- Pittsburgh Vacations
- Acrisure Stadium
- Monroeville Mall
- Visit Downtown Pittsburgh
- Carnegie Science Center
- Lighthouse ArtSpace Pittsburgh
- Duquesne Incline
- U.s. Steel Tower
- Photo Antiquities Museum of Photographic History
- Market Square
- Oakmont Vacations
- Where to stay in Pittsburgh
- Carnegie Mellon University
- Three Rivers Heritage Trail
- Cathedral of Learning
- Strip District Vacations
- Rachel Carson Bridge
- Kennywood
- Visit Pittsburgh
- Andy Warhol Museum
- Phipps Conservatory
- Sri Venkateswara Temple
- Children's Museum of Pittsburgh