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.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
CA $863
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (3,678 reviews)
We only stayed one night. Staff at check in and check out were helpful.
Had a guy ask for money the morning of our early am check out. That wasn’t great. Not a great look, but hard to fault hotel staff.
Reviewed on Aug 11, 2026
Stay Pittsburgh
Downtown Pittsburgh
CA $937
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (314 reviews)
Some confusion on my end with paying the deposit, as I thought I was paying for my room a second time, but the host was quick to clear it up. Another pleasant stay at this clean and quiet property.
Reviewed on Aug 9, 2026
Hyatt House Pittsburgh/Bloomfield/Shadyside
Bloomfield
CA $1,073
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,012 reviews)
While the location is prime, the property itself is showing its age and the front desk staff are not fully engaged with the guest experience. For the price we paid, we expected cleaner common areas, more thoughtful communication, and daily housekeeping.
Reviewed on Aug 11, 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.
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.
Mount Washington
Consider a visit to Ohio River Valley and take some time to enjoy the abundant dining options during your time in Mount Washington. If you want to see more of the city, jump on the metro at South Hills Junction Station or Palm Garden Station.
Ready to book your vacation to Southwest Pennsylvania?
Southwest Pennsylvania Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $172
CA $197 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very good! (3,753 reviews)
"We only stayed one night. Staff at check in and check out were helpful. Had a guy ask for money the morning of our early am check out. That wasn’t great. Not a great look, but hard to fault hotel staff."
Reviewed on Aug 11, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
CA $166
CA $189 total
Aug 23 - Aug 24
includes taxes & fees
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
CA $298
CA $340 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (2,069 reviews)
"."
Reviewed on Aug 10, 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.
Stay near popular Southwest Pennsylvania attractions
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.
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.
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 entertainment choices.
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.
Kennywood
8.6/10 (231 reviews)
Spend a fun-filled day making your way between over 30 rides and attractions in one of the oldest continually running amusement parks in the United States.
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.
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
Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions
CA $83
per adult
76% 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 $735. 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
- Beach Hotel Hotels in West Mifflin
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- Wingate by Wyndham Pittsburgh/West Mifflin
- Hotels near PPG Paints Arena
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- Flights from Vancouver (YVR) to Pittsburgh (PIT)
- Flights from Calgary (YYC) to Pittsburgh (PIT)
- Flights from Toronto (YYZ) to Pittsburgh (PIT)
- Flights to Pittsburgh
- Flights from Buffalo (BUF) to Pittsburgh (PIT)
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- Flights to Southwest Pennsylvania
- Flights from Ottawa (YOW) to Pittsburgh (PIT)
- Flights from Halifax (YHZ) to Pittsburgh (PIT)
- 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.
