Southwest Pennsylvania Vacations from $418
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Your Southwest Pennsylvania Vacation
Make the most out of your next break with a tailor-made vacation package to Southwest Pennsylvania. Acquaint yourself with the rich history and all the other things that make this destination an unforgettable experience. With so much to see and do on a trip to Southwest Pennsylvania, it can be hard to know where to start. Kick off your travels in Pittsburgh at Great Allegheny Passage and Kennywood — two popular attractions here. Another great city to add to your itinerary is Washington. Be sure not to miss Hollywood Casino at the Meadows and Tanger Outlet Center. From the instant you book your Southwest Pennsylvania vacation to when you get back home, Expedia will be with you every step of the way.
The Latest Southwest Pennsylvania vacation packages
Where to stay in Southwest Pennsylvania
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.
North Side
If you're spending time in North Side, check out sights like PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station.
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.
Stay near popular Southwest Pennsylvania attractions
Acrisure Stadium
PPG Paints Arena
PNC Park
David L Lawrence Convention Center
Rivers Casino
Ohiopyle State Park
Seven Springs Mountain Resort
The Mall at Robinson
What to do in Southwest Pennsylvania
BYOB Historically Hilarious Trolley Tour of Philadelphia
Philadelphia Haunted Halloween Tour: Terror Beyond the Walls
Southwest Pennsylvania Hotel Deals
Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino
"Great experience all around and make sure you leave some time to enjoy the breakfast buffet!"
Reviewed on Oct 21, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
Find the Best Southwest Pennsylvania Vacation Packages
Southwest Pennsylvania Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
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- West Mifflin Vacations
- U.s. Steel Tower
- Acrisure Stadium
- Visit Downtown Pittsburgh
- Rachel Carson Bridge
- University of Pittsburgh
- Photo Antiquities Museum of Photographic History
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- Children's Museum of Pittsburgh
- Lighthouse ArtSpace Pittsburgh
- Andy Warhol Museum
- Mckeesport Little Theater
- Kennywood
- Point State Park
- Heinz Memorial Chapel
- Carnegie Mellon University
- Andy Warhol Bridge
- Strip District Vacations
- Market Square
- Grandview Overlook
- Cathedral of Learning
- Pnc Park
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- Roberto Clemente Bridge
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- Byham Theater
- Duquesne Incline
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- Phipps Conservatory
- National Aviary
- Carnegie Museum of Art
- Carnegie Science Center
- Visit Pittsburgh
- Where to stay in Pittsburgh
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- Bulgarian Macedonian National Educational and Cultural Center
