Southwest Pennsylvania Vacations from $423
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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.
Stay Pittsburgh
Downtown Pittsburgh
Price was $738, price is now $525 per person
$525
per person
Dec 31 - Jan 3
found 1 hour ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
8/10 Very Good! (339 reviews)
The building and unit were very clean and the unit we stayed seemed newly renovated with new furniture. Very spacious and had everything we needed.
Reviewed on Oct 26, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $972, price is now $805 per person
$805
per person
Jan 11 - Jan 14
found 9 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
My go to hotel when I’m in Pittsburgh. Easy to get to, parking garage right below the hotel, and great location with a ton of places within walking distance.
Reviewed on Oct 25, 2026
Fairmont Pittsburgh
Downtown Pittsburgh
Price was $852, price is now $710 per person
$710
per person
Jan 11 - Jan 14
found 9 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Pittsburgh (PIT)
8.8/10 Excellent! (1,004 reviews)
Great location, attentive staff, clean and quiet rooms.
Reviewed on Oct 26, 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
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.
Stay near popular Southwest Pennsylvania attractions
What to do in Southwest Pennsylvania
BYOB Historically Hilarious Trolley Tour of Philadelphia
$49
per adult
94% of travellers recommend
Philadelphia Haunted Halloween Tour: Terror Beyond the Walls
$65
per adult
Southwest Pennsylvania Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Nov 16 to Nov 17
$141 total
Nov 16 - Nov 17
Total with taxes and fees
8.4/10 Very Good! (3,895 reviews)
"The room was clean but out dated. Room in general had an odd smell."
Reviewed on Oct 29, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Nov 29 to Nov 30
$141 total
Nov 29 - Nov 30
Total with taxes and fees
9.4/10 Exceptional! (2,498 reviews)
"I had a wonderful experience staying in this suite! The room was beautiful, comfortable, and well-maintained. Everything was great, and the overall experience made my stay special. The breakfast was also delicious and fresh, which made the experience even better. The only small suggestion I would ..."
Reviewed on Oct 28, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Nov 8 to Nov 9
$115 total
Nov 8 - Nov 9
Total with taxes and fees
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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- West Mifflin Vacations
- U.s. Steel Tower
- Acrisure Stadium
- Visit Downtown Pittsburgh
- Rachel Carson Bridge
- University of Pittsburgh
- Photo Antiquities Museum of Photographic History
- Munhall Vacations
- 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
- North Shore Vacations
- Roberto Clemente Bridge
- Rivers of Steel National Heritage Area Museum
- Sandcastle Water Park
- Pittsburgh Vacations
- Schenley Park
- Byham Theater
- Duquesne Incline
- Homestead Vacations
- Carnegie Museum of Natural History
- Phipps Conservatory
- National Aviary
- Carnegie Museum of Art
- Carnegie Science Center
- Visit Pittsburgh
- Where to stay in Pittsburgh
- Monongahela Incline
- Bulgarian Macedonian National Educational and Cultural Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
