Southwest Pennsylvania Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Americas Best Value Inn Pittsburgh Airport
CA $610
per person
Dec 10 - Dec 14
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pittsburgh (PIT)
6.6/10 (1,005 reviews)
The attendant was on a private call the entire time she checked us in. Very outdated and not so clean.
Reviewed on Oct 21, 2026
Stay Pittsburgh
Downtown Pittsburgh
CA $1,163
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (334 reviews)
Check in was rough online only. I couldn't reach anyone by phone, granted it was 10pm, but it took me forever to get through the process and then wait for a code to get into my room. Make sure you check in right when you get the text or email message.
Reviewed on Oct 17, 2026
The Landing Hotel at Rivers Casino
North Side
CA $711
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Pittsburgh (PIT)
9.4/10 Exceptional! (2,376 reviews)
Not easy to get to property. Elevator from parking to hotel out of service. Accessing hotel from self park was many flights of outside stairs. The casino was excellent for slots.
Reviewed on Oct 22, 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.
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.
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 $174
CA $198 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very good! (3,864 reviews)
"Great location, clean rooms. Hotel was beautiful and staff was friendly. Excellent especially for the price."
Reviewed on Oct 22, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $157
CA $179 total
Oct 26 - Oct 27
includes taxes & fees
9.4/10 Exceptional! (2,473 reviews)
"Not easy to get to property. Elevator from parking to hotel out of service. Accessing hotel from self park was many flights of outside stairs. The casino was excellent for slots."
Reviewed on Oct 22, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $142
CA $162 total
Nov 8 - Nov 9
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.
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
CA $68
per adult
94% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
CA $83
per adult
82% of travellers recommend
Philadelphia Haunted Halloween Tour: Terror Beyond the Walls
CA $91
per adult
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 $610. 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
- North Shore Hotels
- Pet-Friendly Hotels in Pittsburgh
- Wingate by Wyndham Pittsburgh/West Mifflin
- Hotels near PPG Paints Arena
- Greenfield Hotels
- Hotels with Free Airport Shuttle in Pittsburgh
- Downtown Pittsburgh Hotels
- Shadyside Hotels
- Hotels with a Pool in Pittsburgh
- Hotels near The Waterfront
- Hotels near PNC Park
- Bethel Park Hotels
- Waterpark Hotels in Pittsburgh
- 4 Star Hotels in Baldwin
- Monroeville Hotels
- Hostels in Option
- B&B in Pittsburgh
- Cabin Rentals in Whitehall
- Luxury Hotels in Pittsburgh
- Boutique Hotels in Downtown Pittsburgh
- Pittsburgh Hotels
- Hotels near Sri Venkateswara Temple
- Motels in Boston
- Motels in Pittsburgh
- Apartments in Homestead
- Hotels near Acrisure Stadium
- Whitaker Hotels
- Hotels near Highmark Stadium
- West Mifflin Hotels
- Hotels with Free Parking in Downtown Pittsburgh
- Hotels near Kennywood
- Cheap Hotels in Pittsburgh
- Port Vue Hotels
- 5 Star Hotels in Boston
- Hotels near Carnegie Mellon University
- Family Hotels in Pittsburgh
- B&B in Rankin
- Mckeesport Hotels
- Homestead Hotels
- North Versailles Hotels
- 5 Star Hotels in Arlington
- Castle Shannon Hotels
- Resorts in White Oak
- 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)
- Flights from Pittsburgh Intl.
- Flights from Montreal (YUL) to Pittsburgh (PIT)
- Flights from Edmonton (YEG) to Pittsburgh (PIT)
- Flights from Port Vue
- 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.
