Southwest Pennsylvania Vacations from $439
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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
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was $693, price is now $439 per person
$439
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.2/10 Very Good! (3,459 reviews)
Did not eat there
Bar not inviting
Room clean
Parking situation a mess and expensive
Disappointed that window had screen put over for an event and was not able to enjoy river view which I had paid more for. Not offered any discount when explained change
In room coffee service was not complete with creamer etc..
Reviewed on Apr 13, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $1,176, price is now $752 per person
$752
per person
May 23 - May 25
found 23 hours ago
Roundtrip flight included
New York (LGA) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.
Reviewed on Apr 10, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Save 100% on your flight
Price was $1,588, price is now $1,117 per person
$1,117
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (81 reviews)
The bed was very comfortable, the kitchen was great, the TV was nice but no local channels, I didn't use the washer/dryer but nice to have in the room. The only issue was road noise came through the large windows.
Reviewed on Mar 31, 2026
Hilton Garden Inn Pittsburgh University Place
Central Oakland
Price was $1,044, price is now $788 per person
$788
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (1,006 reviews)
Great place to stay when visiting the University of Pittsburgh. Perfect location!
Reviewed on Apr 13, 2026
Don't see what you're looking for?
See all available trips from Columbus to Southwest Pennsylvania
View all tripsWhere to stay in Southwest Pennsylvania
Find the best Southwest Pennsylvania areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Pennsylvania
Downtown Pittsburgh
2 out of top 10 points of interest in this area
4.5/5(2,278 area reviews)
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.
Discover the most popular places to visit in Southwest Pennsylvania
PNC Park
4.5/5(790 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
Acrisure Stadium
4.5/5(1,014 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
PPG Paints Arena
4.5/5(607 reviews)
Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
What to do in Southwest Pennsylvania
Philadelphia: The Franklin Institute Entry Ticket
$29
per adult
Southwest Pennsylvania Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
$154 nightly
The price is $175 total per night from Apr 21 to Apr 22
$175 total
Apr 21 - Apr 22
Total with taxes and fees
8.2/10 Very Good! (3,475 reviews)
Did not eat there Bar not inviting Room clean Parking situation a mess and expensive Disappointed that window had screen put over for an event and was not able to enjoy river view which I had paid more for. Not offered any discount when explained change In room coffee service was not complete with ...
Reviewed on Apr 13, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies Pittsburgh PA
$151 nightly
The price is $172 total per night from Apr 27 to Apr 28
$172 total
Apr 27 - Apr 28
Total with taxes and fees
8.4/10 Very Good! (1,484 reviews)
Everything was perfect.
Reviewed on Apr 12, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
$175 nightly
The price is $200 total per night from Apr 30 to May 1
$200 total
Apr 30 - May 1
Total with taxes and fees
9.2/10 Wonderful! (1,985 reviews)
The location of this hotel is fantastic, but there are many hotels in the area. We paid extra to enjoy the luxury of this hotel and did not receive the best service. The coffee pods in our room were not replaced nor was the water. One occasion as we passed by our room the housekeeper asked us to ...
Reviewed on Apr 13, 2026
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.
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
