Southwest Pennsylvania Vacations from $471
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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 $629, price is now $471 per person
$471
per person
May 7 - May 10
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (3,459 reviews)
Perfect for what I needed. Property is updated and clean. Bed was comfortable and shower was hot. I will stay again.
Reviewed on Apr 6, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $1,287, price is now $833 per person
$833
per person
Jun 10 - Jun 14
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.
Reviewed on Jan 10, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Save 100% on your flight
Price was $997, price is now $688 per person
$688
per person
Jun 10 - Jun 14
found 16 hours 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
Holiday Inn Express & Suites Pittsburgh North Shore by IHG
North Shore
Save 100% on your flight
Price was $1,167, price is now $852 per person
$852
per person
Jun 10 - Jun 14
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,398 reviews)
Room was clean and comfortable. Front desk was friendly and helpful with any questions. Breakfast area could have been kept cleaner. Convenient property for PNC park! Would stay again.
Reviewed on Apr 5, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was $714, price is now $533 per person
$533
per person
Jun 10 - Jun 14
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (1,186 reviews)
Everything was great Desk staff was especially helpful.
Reviewed on Apr 5, 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.
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.
University of Pittsburgh
4.5/5(856 reviews)
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.
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
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $153 total per night from Apr 19 to Apr 20
$153 total
Apr 19 - Apr 20
Total with taxes and fees
8.2/10 Very Good! (3,467 reviews)
CONVENIENT LOCATION
Reviewed on Apr 6, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $213 total per night from Apr 30 to May 1
$213 total
Apr 30 - May 1
Total with taxes and fees
9.2/10 Wonderful! (1,982 reviews)
Absolutely gorgeous hotel. Incredibly clean and quiet, and all around amazing. My only complaint is that the "bouncer" for the speakeasy was rude. He at one point told the lady next to me that we needed to "calm down" because we were laughing. It was saint Patrick's day weekend and the other guests ...
Reviewed on Apr 6, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $183 total per night from Apr 27 to Apr 28
$183 total
Apr 27 - Apr 28
Total with taxes and fees
8.4/10 Very Good! (1,485 reviews)
We’ve stayed here many times. Always great
Reviewed on Apr 4, 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.