Penn Hills Holidays

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Your Penn Hills Holiday

Lock in one of our holiday packages to Penn Hills and immerse yourself in the wonders of this neighbourhood. Especially renowned for its golfing, your next big adventure starts right here. When you're ready to take in the sights, your trip to Penn Hills has to include a visit to Sri Venkateswara Temple and Monroeville Mall. Stop daydreaming and start doing. When you're ready to book your ideal holiday to Penn Hills, Expedia is here to help.

Our guide on where to stay in Penn Hills

Find the best Penn Hills areas and neighborhoods for the activities you enjoy most. Learn more about Penn Hills
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.

Find hotels in Downtown Pittsburgh
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.

Find hotels in Oakland
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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Our pick of the best Penn Hills Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
AU$198
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very good! (3,726 reviews)
"front desk staff helpful at check in, but refused my request for housekeeping on second day, insisted they only housekeep every 3 days!! not even coffee packet refills. I had to insist on change of linens (because of an accident), told we’d have to make it ourselves (housekeeping did end up making ..."

Reviewed on 18 Aug 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
AU$191
23 Aug - 24 Aug
includes taxes & fees
The Landing Hotel at Rivers Casino
Omni William Penn Hotel

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
AU$319
30 Aug - 31 Aug
includes taxes & fees
Omni William Penn Hotel
See all 2,009 properties in Penn Hills
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a Penn Hills holiday package cost?
From as low as . Yes, you read that right. Our Penn Hills holiday packages are the quickest way to make your dollar go further. Combine your preferred flights, hotels and rental car and explore this vibrant destination.
How do I get a cheap travel package to Penn Hills?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got everything you need. Pick the combination that suits you and see your savings grow. We know a package deal is never one-size-fits-all. That's why we offer over 550 air carriers and 1 000 000 properties worldwide, which lets you customize your Penn Hills adventure.
Where should I stay in Penn Hills?
A getaway to Penn Hills isn't complete without visiting Sri Venkateswara Temple, Monroeville Convention Centre and Monroeville Mall. Spend your nights close to these top sights and make sightseeing easy.
How far in advance should I book my Penn Hills holiday?
It depends on the airline, but it's usually possible to compare international airfares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky travellers will sometimes score a cheaper flight just weeks before their intended journey.
What does an Expedia Penn Hills travel package include?
Choose from a combination of hotels, flights and rental cars. Once you've made your booking, you can add experiences and tours. Want to pick your fare class? That's also possible. The choice is yours when it comes to organising your dream Penn Hills escape.
What should I know before booking a Penn Hills travel package?
Our prices are always low. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a Penn Hills Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You get to choose. We have access to more than 550 airline partners all over the world, so you have lots of choice when organising your Penn Hills trip.
If I'm not able to travel, can I cancel my Penn Hills holiday package?
Yes, it's possible to cancel your Penn Hills booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Stay near popular Penn Hills attractions

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.
See properties

Activities

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

AU$74
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

AU$42
per adult
90% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

AU$70
per adult
100% of travellers recommend
Whiskey Rebellion & Prohibition Tour
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.