Southwest Pennsylvania Vacations from $374
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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.
Hilton Garden Inn Pittsburgh University Place
Central Oakland
Price was $459, price is now $374 per person
$374
per person
Jun 9 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Great location to UPitt! Parking was $35.00 a day. Breakfast was $18.00 pp and it was the usual that we normally get for free. The bathroom tub was chipped and stained and the beds were very soft and uncomfortable. I saw water on the floor in the lobby and no one cleaned it up. Honestly, I was surprised with the condition considering it was a Hilton. Eli at the front desk was nice.
Reviewed on Apr 27, 2026
Stay Pittsburgh
Downtown Pittsburgh
Price was $634, price is now $460 per person
$460
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8/10 Very Good! (269 reviews)
Ideal spot for an event in the city! Great location, great place to stay! I will be back!
Reviewed on Apr 25, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $784, price is now $612 per person
$612
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (92 reviews)
Pros: cRoom was clean and nice size. Kitchen had everything we have it at home except for food. Bed was very comfortable. Staff and valet were very helpful. We arrived to town early and were checked in at 1pm which was nice, because we wanted to walk to the NFL draft.
Cons: one side of the hotel is next to train tracks, Friday night we counted four trains and could hear the trains loud and clear. We counted 4 trains pass by our room between 11 PM and 3:30 AM, so we didn’t sleep most of the night. The hotel has virtually no amenities, no restaurant, and no free breakfast.
Reviewed on Apr 26, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $777, price is now $624 per person
$624
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,002 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
Hotel Indigo Pittsburgh University-Oakland by IHG
Oakland
Price was $988, price is now $804 per person
$804
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
My Hotel stay overall was great. Only issue I encountered the first day was what looked to be a stained/dirty comforter. I brought it to the attention of housekeeping and she immediately took it and replaced with a clean one.
Staff is great here. Good location.
Reviewed on Apr 27, 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
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
University of Pittsburgh
Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Acrisure Stadium
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
What to do in Southwest Pennsylvania
Center City Philadelphia Food Tour with Reading Market
$59
per adult
88% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
$49
per adult
100% of travellers recommend
Southwest Pennsylvania Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $217 total per night from May 21 to May 22
$217 total
May 21 - May 22
Total with taxes and fees
8.2/10 Very Good! (3,506 reviews)
Mattress stains and no mat
Reviewed on Apr 27, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $267 total per night from May 10 to May 11
$267 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (2,005 reviews)
👍
Reviewed on Apr 27, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $150 total per night from Apr 29 to Apr 30
$150 total
Apr 29 - Apr 30
Total with taxes and fees
9.4/10 Exceptional! (1,655 reviews)
I absolutely enjoyed my stay. I was in town for the draft and will definitely book again. This was my first time staying at the property. My husband and i have been talking about this hotel and room since we stepped foot inside. Oh, showers are amazing. Bonus points for no shower curtain and having ...
Reviewed on Apr 28, 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.