Penn Hills Vacation Packages

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Penn Hills Vacation

The hassle-free way to experience this exciting city is with a customized Penn Hills vacation package. Stay in the neighborhood of Squirrel Hill South, which is great for cycling, golfing and dining or choose someplace else — our package deals are all about you. If taking in sights is on the agenda during your trip to Penn Hills, stop by major attractions like Carnegie Mellon University, Kennywood and Pittsburgh Zoo and PPG Aquarium. Check out Expedia's extensive range of travel options and start organizing your perfect vacation to Penn Hills today.

Top Holiday Package Deals in Penn Hills

Price found within the past 48 hours. Click for updated prices.

Etage Executive Living

Downtown Pittsburgh

CA $1,197

per person

Oct 2 - Oct 4

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Pittsburgh (PIT)

9.2/10 Wonderful! (1,855 reviews)

One of the best stays i’ve stayed in for a while! Thank you

Reviewed on Aug 18, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

CA $2,205

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Pittsburgh (PIT)

8.6/10 Excellent! (187 reviews)

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh

CA $1,759

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Pittsburgh (PIT)

8.6/10 Excellent! (1,603 reviews)

The hotel was beautiful and classy. The rooms were very nice and clean. My one complaint was the lighting - it was SO dark. There are no overhead lights in the room, just two very dim lamps. But not only that, they have some sort of tint on the windows AND the mirror so you don't even get natural light. I was trying to do my makeup in the mirror and it looked like I was trying to do it at 8pm with no lights on, but it was noon. This is such a minor complaint but it made it difficult to get ready. Other than that one thing the rest of our stay was lovely and comfortable.

Reviewed on Aug 18, 2026

Pittsburgh Marriott City Center

Downtown Pittsburgh

CA $2,047

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Pittsburgh (PIT)

8.2/10 Very good! (1,332 reviews)

Hotel desperately needs renovating

Reviewed on Aug 18, 2026

The Maverick by Kasa

East Liberty

CA $1,411

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Pittsburgh (PIT)

9/10 Wonderful! (1,003 reviews)

Felt safe, extremely clean facility, high-quality toiletries, fluffy & absorbent towels, and sensible layout (space next to bed, electrical outlet next to bed, hooks near shower, hooks along walls).

Reviewed on Aug 18, 2026

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

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.

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

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.

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

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.

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

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.

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

Shadyside

Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible.

Penn Hills Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $172

CA $196 total

Sep 3 - Sep 4

includes taxes & fees

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

CA $165

CA $189 total

Aug 23 - Aug 24

includes taxes & fees

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $276

CA $315 total

Sep 3 - Sep 4

includes taxes & fees

See all 2,012 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.

Frequently asked questions

How much does a Penn Hills vacation package cost?

From as low as CA $1,197. Yes, you read that right. Our Penn Hills vacation 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 Center 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 vacation?

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 travelers 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 organizing 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 vacation package?

Yes — that's the beauty of an Expedia vacation 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 organizing your Penn Hills trip.

If I'm not able to travel, can I cancel my Penn Hills vacation 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. Check out the shops and top-notch restaurants in this family-friendly area.

See properties

Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

CA $41

per adult

90% of travellers recommend

This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

CA $46

per adult

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $18

per adult

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.

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Penn Hills Vacation

Top Holiday Package Deals in Penn Hills

Etage Executive Living

Placemakr Downtown Pittsburgh at The Pennsylvanian

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Pittsburgh Marriott City Center

The Maverick by Kasa

Where to stay in Penn Hills

Downtown Pittsburgh

North Shore

Oakland

North Side

Shadyside

Penn Hills Hotel Deals

Wyndham Grand Pittsburgh Downtown

The Landing Hotel at Rivers Casino

Omni William Penn Hotel

Frequently asked questions

Stay near popular Penn Hills attractions

Sri Venkateswara Temple

Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Black & Gold Pittsburgh History Tour for Sports Fans

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl