Penn Hills Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $1,121, price is now CA $961 per person
CA $961
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Pittsburgh (PIT)
6.6/10 (1,018 reviews)
Nice hotel! You get what you’re paying for. Staff was pretty nice and helpful.

Reviewed on Jun 28, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,887, price is now CA $1,447 per person
CA $1,447
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
8/10 Very good! (298 reviews)
Only one towel and one washcloth for a two night stay. AC is evident, but rooms have no control of it. Bed was lumpy, hard and uncomfortable.

Reviewed on Jun 25, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,142, price is now CA $972 per person
CA $972
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Pittsburgh (PIT)
8.6/10 Excellent! (1,542 reviews)
No complaints, short stay. Staff was helpful, room was clean

Reviewed on Jun 27, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,550, price is now CA $1,350 per person
CA $1,350
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.6/10 Excellent! (139 reviews)
Beautiful place very nice room

Reviewed on Jun 26, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $1,783, price is now CA $1,554 per person
CA $1,554
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.2/10 Very good! (1,077 reviews)
I love how centrally located it is. The food at the restaurant was delicious. The only issue that we had was that there was not a refrigerator in the room. I honestly don't think I've ever stayed at a hotel that did not have one.

Reviewed on Jun 28, 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

3 out of top 10 points of interest in this area
4.5/5(190 area reviews)

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.

Find hotels in Downtown Pittsburgh

Penn Hills Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 19 to Jul 20
CA $190
CA $217 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (3,580 reviews)
"Clean room. Smaller than I thought it would be and the beds as well. But it was fine for a weekend stay."

Reviewed on Jun 28, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 30 to Jul 1
CA $203
CA $232 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (1,897 reviews)
"Clean room, excellent staff, and the breakfast buffet was great. Also a beautiful walk along the river to PNC Park."

Reviewed on Jun 28, 2026

The Landing Hotel at Rivers Casino
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 19 to Jul 20
CA $197
CA $225 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (1,275 reviews)
"The location is excellent, and the staff is friendly and seem to do their best. But the condition of our room was disappointing for a Marriott. There was obvious damage, and the bathtub had permanent stains and looked like it has seen better days. Finally, it's really bothersome that valet parking ..."

Reviewed on Jun 28, 2026

Pittsburgh Marriott City Center
See all 2,026 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Penn Hills vacation package cost?
From as low as CA $961. 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

8.8/5 (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

Picture 4 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $40
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

New! Black & Gold Sports History Tour for Sports Fans

CA $45
per adult
New! Black & Gold Sports History Tour for Sports Fans
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $18
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
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.