Southwest Pennsylvania Vacation Packages
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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 Centre. 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.
Top Southwest Pennsylvania Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
CA $1,719
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,673 reviews)
The stay started with our room not being ready at check in. Once we got to the room all seating areas had disturbing stains on them. We proceeded to walk through the room where for 2 people there were only enough towels and bathroom items for one. I called the front desk to get extra towels, toilet paper, and a spare blanket to place on the couch, because it was very dirty. I waited for the items to come up to the room and after an hour or more passed I decided to go to the lobby to retrieve the items myself. Later on in the stay I had to get some ice and use the microwave. The ice machine on the floor we were staying on was broken. Then there was only one microwave in the entire hotel. The microwave was very small, very dirty, and when I opened it, the smell that came out of it was so bad I lost my appetite. One evening we got back to the hotel room it smelled horrible of marijuana. Lastly every night no matter how many gnats we swatted at and killed there was always gnats in our room and it was just all around gross. I don’t know how this hotel ever got a high rating because our stay was absolutely horrendous. I would never recommend and absolutely never go back.
Reviewed on Oct 5, 2026
Omni William Penn Hotel
Downtown Pittsburgh
CA $1,688
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,987 reviews)
We had a great hotel stay. The hotel is beautiful and the staff are welcoming. We loved the location . The Fitness room was amazing
Reviewed on Oct 5, 2026
Where 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.
Strip District
Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months.
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.
Ready to book your vacation to Southwest Pennsylvania?
Southwest Pennsylvania Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
CA $176
CA $201 total
Oct 22 - Oct 23
includes taxes & fees
8.4/10 Very good! (3,835 reviews)
"Very good location and beautiful view."
Reviewed on Oct 5, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
CA $191
CA $218 total
Oct 26 - Oct 27
includes taxes & fees
9.4/10 Exceptional! (2,396 reviews)
"The front desk staff were welcoming and courteous throughout my stay. The convenience of accessing the casino without having to go outdoors was a definite plus. However, guests who self‑park should be aware that reaching the hotel requires walking down multiple flights of stairs, which may be challenging ..."
Reviewed on Oct 5, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
CA $155
CA $177 total
Nov 3 - Nov 4
includes taxes & 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.
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.
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.
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.
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.
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.
Sri Venkateswara Temple
8.8/10 (187 reviews)
After visiting Sri Venkateswara Temple, make a plan to see the other sights and activities in Pittsburgh. Check out the shops and top-notch restaurants in this family-friendly area.
What to do in Southwest Pennsylvania
Center City Philadelphia Food Tour with Reading Market
CA $83
per adult
88% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
CA $83
per adult
82% of travellers recommend
Museum of Illusions Philadelphia Admission Ticket
CA $41
per adult
94% of travellers recommend
Frequently asked questions
How much does a Southwest Pennsylvania vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Southwest Pennsylvania from just CA $1,060. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Southwest Pennsylvania?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you a few dollars too. A Southwest Pennsylvania vacation package makes it a breeze to organize your ideal trip. With more than 550 airlines around the world to choose from, finding convenient flights that suit your schedule won't be a hassle. Not only that, we've got over 1,000,000 hotels globally to select from. Now that's choice! No matter who you are, Expedia can show you the world.
Where should I stay in Southwest Pennsylvania?
You'll love Pittsburgh. Popular sights, such as Acrisure Stadium and PNC Park, will keep you entertained in this lively city.
What are the top hotels in Southwest Pennsylvania?
Have a look at Club Quarters Hotel Rittenhouse Square, Philadelphia and Wyndham Grand Pittsburgh Downtown. They're top picks for many travelers to Pittsburgh. If Champion features in your travel itinerary, Wingate by Wyndham Uniontown and Holiday Inn Express & Suites Uniontown, an IHG Hotel are two welcoming options.
How far in advance should I book my Southwest Pennsylvania vacation?
It all depends on the airline, but you can usually browse through international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers will sometimes nab a cheaper seat only weeks before departure dates.
What does an Expedia Southwest Pennsylvania travel package include?
It's up to you! You can select from a variety of Southwest Pennsylvania packages, such as a rental car, hotel and flight. You can also book a flight with a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your dream Southwest Pennsylvania trip looks like, get ready to save!
What should I know before booking a Southwest Pennsylvania travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've created your package, add on fun stuff like activities or sightseeing tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Southwest Pennsylvania Expedia vacation package?
With a vacation package, you're always in charge. Whether you'd like to fly to Southwest Pennsylvania in coach or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Southwest Pennsylvania vacation package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Southwest Pennsylvania vacation package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We'll help you each step of the way.
Explore a world of travel with Expedia
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- Flights from Vancouver (YVR) to Pittsburgh (PIT)
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- Duquesne Incline
- Monroeville Mall
- Cathedral of Learning
- Carnegie Museum of Art
- Point State Park
- Carnegie Science Center
- Pnc Park
- Monongahela Incline
- The Waterfront
- Sri Venkateswara Temple
- Mount Washington Vacations
- Visit Turtle Creek
- Pittsburgh Vacations
- Senator John Heinz Regional History Centre
- Rivers Casino
- Children's Museum of Pittsburgh
- Acrisure Stadium
- Roberto Clemente Bridge
- Carnegie Mellon University
- Heinz Hall
- Irwin Vacations
- Visit Carrick
- Visit Downtown Pittsburgh
- Kennywood
- Schenley Park
- Ppg Paints Arena
- Phipps Conservatory
- Visit West Homestead
- Visit Pittsburgh
- Andy Warhol Museum
- National Aviary
- Carnegie Museum of Natural History
- Market Square
- Visit Southwest Pennsylvania
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
