Penn Hills Vacation Packages

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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.
EVEN Hotel Pittsburgh Downtown, an IHG Hotel

EVEN Hotel Pittsburgh Downtown, an IHG Hotel

4 out of 5
Downtown Pittsburgh
per person
Aug. 14 - Aug. 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.4/10 Very Good! (1,020 reviews)
I didnt like the parking situation. Otherwise, everything was fine.

Reviewed on Jun. 6, 2024

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
per person
Aug. 14 - Aug. 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,322 reviews)
Loved the Omni William Penn! Perfect central location for walking to sports events and dining!

Reviewed on Jun. 10, 2024

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
per person
Aug. 14 - Aug. 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,001 reviews)
Staff was very accommodating when our room wasn’t ready (got free drinks at the bar). Great walkable location to many good spots in the city. Would return/recommend

Reviewed on Jun. 13, 2024

Kasa South Side Pittsburgh

Kasa South Side Pittsburgh

4 out of 5
South Side Flats
per person
Aug. 14 - Aug. 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.8/10 Excellent! (56 reviews)
Directions regarding parking were at times confusing...counter tops were sticky...had to clean before using...otherwise everything was as expected

Reviewed on Jun. 2, 2024

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
per person
Aug. 14 - Aug. 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.2/10 Very Good! (671 reviews)
About a 5-30 min walk from everything you want to do in the downtown core.

Reviewed on Jun. 18, 2024

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 hotel + flight trips 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 $215 per night from Jun. 30 to Jul. 1
CA $215
CA $245 total
includes taxes & fees
Jun 30 - Jul 1
7.6/10 Good! (2,737 reviews)
"Perfect location Staff was great Rooms were on the smaller side esp the bathrooms and def outdated but the location staff indoor pool and hot tub and nice size gym made up for it"

Reviewed on Jun. 15, 2024

Wyndham Grand Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
3 out of 5
1410 Smallman Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Jul. 1 to Jul. 2
CA $209
CA $238 total
includes taxes & fees
Jul 1 - Jul 2
8.8/10 Excellent! (1,002 reviews)
Great for a friends meet up
"Front desk staff were friendly and helpful. Pool table and shuffleboard were a hit with the kids. Pool was small and breakfast foods were just okay, but with its great location and staff these were not deal breaker. We would still stay here again."

Reviewed on Jun. 17, 2024

Homewood Suites by Hilton 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 $232 per night from Jul. 2 to Jul. 3
CA $232
CA $264 total
includes taxes & fees
Jul 2 - Jul 3
9/10 Wonderful! (1,317 reviews)
"The city in a missive road project. Getting around in a vehicle difficult."

Reviewed on Jun. 17, 2024

Omni William Penn Hotel
See all 1,600 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.

Explore other types of vacation packages

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 $850. 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

Image for PNC Park

PNC Park

4.5/5(67 reviews)

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

PNC Park
Image for Acrisure Stadium

Acrisure Stadium

4.5/5(94 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium
Image for University of Pittsburgh

University of Pittsburgh

4.5/5(36 reviews)

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

University of Pittsburgh

Things to do

Image for Gems of the North Side Tour

Gems of the North Side Tour

CA $80
Per adult
Gems of the North Side Tour
See all activities in Pittsburgh

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.