Pittsburgh Holidays

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Our guide on where to stay in Pittsburgh

Find the best Pittsburgh areas and neighborhoods for the activities you enjoy most. Learn more about Pittsburgh
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 bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

North Side

1 out of top 10 points of interest in this area

While you're in North Side, take in top sights like PNC Park or Acrisure Stadium, and hop on the metro to see more of the city at North Side Station or Allegheny Station.

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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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Pittsburgh Holiday

Our pick of the best Pittsburgh Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
NZ$294
15 Sept - 16 Sept
includes taxes & fees
8.4/10 Very good! (3,744 reviews)
"The management was amazing with resolving a booking issue that was my fault."

Reviewed on 30 Aug 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
NZ$403
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (2,039 reviews)
"Elegant property! Plenty of elevators and comfortable rooms. Good location in downtown Pittsburgh: Mellon Park garage place for the car."

Reviewed on 29 Aug 2026

Omni William Penn Hotel
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
NZ$186
8 Sept - 9 Sept
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
See all 2,058 properties in Pittsburgh
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 Pittsburgh 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)
Home of the Pittsburgh Steelers, Acrisure Stadium delivers electric game-day energy on the North Shore. Arrive early to explore the FedEx Great Hall's impressive collection of Steelers memorabilia.
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PNC Park stadium with a statue of a baseball player in front.

PNC Park

9.4/10 (3,076 reviews)
PNC Park offers unmatched views of Pittsburgh's skyline while bringing fans remarkably close to the action. Catch an evening game to experience the golden sunset illuminating the Allegheny River and city centre backdrop.
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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 the Pittsburgh Penguins in action at this LEED Gold-certified NHL arena. Arrive 90 minutes early to explore local dining options and ensure smooth entry through mobile-only ticketing.
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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)
This eco-pioneer convention centre was the first in America to achieve LEED Gold certification. Enjoy its sweeping riverfront views and natural light-filled spaces while attending world-class exhibitions and events.
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A city skyline at dusk with a river and a bridge.

Rivers Casino

8.6/10 (1,596 reviews)
This vibrant riverfront casino boasts 2,500 slot machines and 154 table games along Pittsburgh's North Shore. Join the Rush Rewards Club while enjoying upscale dining and live entertainment.
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A roller coaster with red cars and passengers, set against a backdrop of trees and a blue sky.

Kennywood

8.6/10 (231 reviews)
This historic amusement park blends vintage wooden coasters with modern thrills like the Steel Curtain. Start your day at the back of the park and don't miss the famous Potato Patch fries.
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Hollywood Casino at the Meadows

8.6/10 (802 reviews)
Experience the thrill of live harness racing alongside nearly 2,000 slot machines at this vibrant venue. Savour upscale dining between gaming sessions at one of Pennsylvania's premier casino destinations.
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The Mall at Robinson

8.6/10 (518 reviews)
This upscale Pittsburgh shopping hub houses over 120 speciality stores including Macy's and JCPenney. Enjoy tax-free shopping on clothing while taking breaks at sit-down restaurants like Wahlburgers.
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What to do in Pittsburgh

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

NZ$79
per adult
100% of travellers recommend
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

NZ$49
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Picture 2 for Activity Pittsburgh: Downtown History and Architecture Tour

Pittsburgh: Best of the Burgh History and Architecture Tour

NZ$54
per adult
100% of travellers recommend
Pittsburgh: Best of the Burgh History and Architecture Tour
See all activities in Pittsburgh

Frequently asked questions

How much does a Pittsburgh holiday package cost?
You'll find cheap prices on Expedia for your Pittsburgh escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Pittsburgh costs.
What are the cheapest months to go to Pittsburgh?
January, February and March are the best times to look for cheap Pittsburgh holiday packages. Choosing to travel in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Pittsburgh?
With around 2 days, you'll have enough time to experience popular neighbourhoods like Downtown Pittsburgh and Oakland during your Pittsburgh holiday. Remember to also add Andy Warhol Museum and Point State Park to your must-see list. Up for some more adventures? Consider exploring outside of Pittsburgh on day trips and tours.
Is it worth booking a holiday package to Pittsburgh?
Whether you're planning to discover attractions such as Carnegie Science Centre and Andy Warhol Museum, or eager to experience its terrific dining and history, a Pittsburgh holiday guarantees an unforgettable adventure. Book your getaway with Expedia and find out why Pittsburgh is such a good holiday destination.
How to find the best Pittsburgh package deals?
Start your search for a Pittsburgh package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Pittsburgh package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pittsburgh escape underway.
Is it cheaper to book a Pittsburgh holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Pittsburgh holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Pittsburgh?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Pittsburgh getaway.
How to plan a trip to Pittsburgh?
  1. Choose your travel dates: The things you'd like to do in Pittsburgh and your favourite season can help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodation will probably be the biggest expense during your trip to Pittsburgh.
  3. Decide how long to go away for: Now that you're up to speed on Pittsburgh, you can work out the ideal length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Pittsburgh holiday package.

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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.