Southwest Pennsylvania Holidays

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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
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

2 out of top 10 points of interest in this area

Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Benedum Center might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.

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A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

North Shore

2 out of top 10 points of interest in this area

Visitors often come to North Shore for its stunning river views, but many stay to explore sights like PNC Park and Acrisure Stadium. Getting around the area on the metro is easy if you take a ride at North Side Station.

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The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

Oakland

1 out of top 10 points of interest in this area

Oakland is known for its ample dining options, and you can make a stop by Petersen Events Center and Carnegie Museum of Natural History while in the area.

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A street with a Starbucks and a plaza with colorful steps.

Strip District

Strip District is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to The Terminal or Senator John Heinz Regional History Centre.

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A courtyard with a fountain, brick walls, and trees.

Shadyside

Unique features of Shadyside include the restaurants and shopping. Make a stop by Walnut Street or Gallerie CHIZ while you're exploring the area.

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Top hotels in Southwest Pennsylvania

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$180
22 Oct - 23 Oct
includes taxes & fees
8.4/10 Very good! (3,784 reviews)
"Valet parking is limited during concerts so be prepared to park your own car in another garage and walk a little ways to the hotel"

Reviewed on 24 Sept, 2026

Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$222
16 Oct - 17 Oct
includes taxes & fees
Pittsburgh Marriott City Center
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$158
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (1,214 reviews)
"The internet was out the whole weekend of my stay from the time of check in Friday 4pm-11am check out on Sunday very inconvenient and if you can help it steer clear of Ms. R that works the front desk her customer service skills are lacking 😓😭"

Reviewed on 23 Sept, 2026

DoubleTree by Hilton Pittsburgh - Green Tree
See all 3,190 properties in Southwest Pennsylvania
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

A stadium with a unique roof structure, a large Heinz sign, and a body of water in the foreground.

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.
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An indoor ice hockey rink with a scoreboard, audience seating, and hockey players on the ice.

PPG Paints Arena

9.2/10 (2,088 reviews)
Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.
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PNC Park stadium with a statue of a baseball player in front.

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.
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A steel structure with a lattice design, reflecting a modern building with large windows.
Photo by Kathy Mckissick

David L Lawrence Convention Center

8.4/10 (705 reviews)
Learn about the events happening in David L Lawrence Convention Center during your trip to Pittsburgh. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.
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A city skyline at dusk with a river and a bridge.

Rivers Casino

8.6/10 (1,596 reviews)
Why not try your luck with a visit to Rivers Casino during your visit to Pittsburgh? Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.
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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.
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The Mall at Robinson

8.6/10 (518 reviews)
During your trip to Pittsburgh, you can browse for the perfect souvenirs at The Mall at Robinson. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
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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. Visit the shops and top-notch restaurants in this family-friendly area.
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Frequently asked questions

How much does a Southwest Pennsylvania holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Southwest Pennsylvania from just . 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 holiday package makes it a breeze to organise 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 travellers 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 holiday?
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 holiday package?
With a holiday 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 holiday package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Southwest Pennsylvania holiday 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.

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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.