Southwest Pennsylvania Vacations from $413
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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.
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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.
North Shore
2 out of top 10 points of interest in this area
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
1 out of top 10 points of interest in this area
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
1 out of top 10 points of interest in this area
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
9.2/10 (3,391 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
PNC Park
9.4/10 (3,076 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
PPG Paints Arena
9.2/10 (2,088 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.
Photo by Kathy Mckissick
David L Lawrence Convention Center
8.4/10 (705 reviews)
Learn about the events happening at David L Lawrence Convention Center during your trip to Pittsburgh. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.
Rivers Casino
8.6/10 (1,596 reviews)
Why not try your luck with a visit to Rivers Casino during your travels in Pittsburgh? Amble around this vibrant area's riverfront or experience its acclaimed theater scene.
Ohiopyle State Park
9.2/10 (431 reviews)
Hike, bike, kayak, whitewater raft or cross-country ski in this beautiful state park located south of Pittsburgh at the gateway to the Laurel Highlands.
Seven Springs Mountain Resort
9.0/10 (329 reviews)
Hit the slopes in Champion with a visit to Seven Springs Mountain Resort. Take in the art scene and countryside in this romantic area.
The Mall at Robinson
8.6/10 (518 reviews)
During your trip to Pittsburgh, you can do some window-shopping at The Mall at Robinson. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
What to do in Southwest Pennsylvania
BYOB Historically Hilarious Trolley Tour of Philadelphia
$49
per adult
94% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
$59
per adult
88% of travellers recommend
Southwest Pennsylvania Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$164 nightly
$186 total
Oct 1 - Oct 2
Total with taxes and fees
8.4/10 Very Good! (3,740 reviews)
"Perfect location for being in town for a Steelers game. Easy walk or train ride to the stadium. Plenty of places to eat in that area or the strip district."
Reviewed on Sep 4, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$108 nightly
$123 total
Sep 20 - Sep 21
Total with taxes and fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$118 nightly
$135 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (2,273 reviews)
"Located nearby baseball and football venues (and directly adjacent to Rivers Casino). Excellent included breakfast. Free in and out parking, except on specified event dates. No need to gamble to benefit from reasonable rate through Expedia at high quality hotel."
Reviewed on Sep 3, 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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- 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.
