Penn Hills Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
Red Roof Inn PLUS+ Pittsburgh East - Monroeville

Red Roof Inn PLUS+ Pittsburgh East - Monroeville

2.5 out of 5
Price was CA $1,202, price is now CA $1,009 per person
CA $1,009
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
6/10 (1,007 reviews)
somewhat-- make sure there is toilet paper in the room

Reviewed on Feb 9, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,534, price is now CA $1,303 per person
CA $1,303
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Comfort Inn & Suites Pittsburgh Fox Chapel

Comfort Inn & Suites Pittsburgh Fox Chapel

2.5 out of 5
North Side
Price was CA $1,475, price is now CA $1,256 per person
CA $1,256
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
6.2/10 (1,005 reviews)
The staff was very polite and helpful, the room seemed clean and was comfortable and quiet. Breakfast was good and also didn’t close extremely early. However, something about the check in process was oddly awkward (to absolutely no fault of the staff). The building itself seemed odd—our room was in a hallway accessed by a fire door, and there was a giant puddle of either dried paint or some kind of powder outside the door. Overall, though, the experience was pretty good. Very friendly staff, seemed clean as I said, and it was a good location. Odd vibes but a good stay!

Reviewed on Feb 15, 2026

The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
Price was CA $3,242, price is now CA $2,823 per person
CA $2,823
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.8/10 Excellent! (816 reviews)
Good location, clean room and convenient amenities.

Reviewed on Feb 9, 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
Downtown Pittsburgh which includes a bridge and a river or creek

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(187 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 $155 per night from Mar 18 to Mar 19
CA $155
per night
Mar 18 - Mar 19
8.2/10 Very Good! (3,410 reviews)
Awesome hotel…. great views if u ask for a river view room

Reviewed on Feb 14, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Feb 20 to Feb 21
CA $217
per night
Feb 20 - Feb 21
9/10 Wonderful! (1,937 reviews)
Stayed here multiple times and never disappointed. Clean, safe, and great staff.

Reviewed on Feb 7, 2026

Omni William Penn Hotel
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 $151 per night from Feb 19 to Feb 20
CA $151
per night
Feb 19 - Feb 20
8/10 Very Good! (1,143 reviews)
Service at the front are pretty nice and helpful as well as the servers in the restaurant.

Reviewed on Feb 8, 2026

Pittsburgh Marriott City Center
See all 1,923 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 $1,009. 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.

Discover the most popular places to visit in Penn Hills

PNC Park which includes a city

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
Mario Lemieux statue

PPG Paints Arena

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh

Things to do

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
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

CA $67
per adult
Whiskey Rebellion & Prohibition Tour
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $80
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike 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.