Penn Hills Vacations from $455

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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.

The Latest Penn Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $687, price is now $455 per person
$455
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,530 reviews)
Excellent room for my stay. the mini-suite was clean and comfortable. Friendly staff at check-in. Couldn't ask for more from a short weekend home from home.

Reviewed on May 11, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $764, price is now $583 per person
$583
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
7.8/10 Good! (276 reviews)
Was a nice place to stay for the night and it was quiet the night I stayed. Host was easy to get a hold of.

Reviewed on May 11, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $859, price is now $680 per person
$680
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.

Reviewed on Apr 10, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $620, price is now $514 per person
$514
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,486 reviews)
Clean rooms, solid place to stay just beware of the strange parking arrangement (they will insist you need $45 valet overnight but there’s a parking garage right next door for $15 overnight). Quiet, nice staff, fancy decor. We got there and there was a big wait for rooms so we couldn’t check into one of the rooms until an hour after the stated check in.

Reviewed on May 10, 2026

Etage Executive Living

Etage Executive Living

3.5 out of 5
Downtown Pittsburgh
Price was $870, price is now $725 per person
$725
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,708 reviews)
Very nice place to stay and mingle!

Reviewed on May 10, 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

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(2,278 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 $188 total per night from May 26 to May 27
$188 total
per night
May 26 - May 27
8.2/10 Very Good! (3,551 reviews)
Clean room, nice pool area and hot tub and the view. The shower was hot with a good pressure. So my husband likes IPA beers. The event we attebded at the hotel did not have any so since we were staying we called to see what time the bar closed. The front desk staff said 1 am. We went down to the ...

Reviewed on May 11, 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 $154 total per night from May 25 to May 26
$154 total
per night
May 25 - May 26
9.4/10 Exceptional! (1,704 reviews)
Clean and spacious corner suite.

Reviewed on May 11, 2026

The Landing Hotel at Rivers Casino
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 $267 total per night from May 31 to Jun 1
$267 total
per night
May 31 - Jun 1
9.2/10 Wonderful! (2,011 reviews)
Perfectly located. The rooms are spacious. Beds and linens are comfortable. Appreciate the professionalism of the staff at all the Omni hotels.

Reviewed on May 10, 2026

Omni William Penn Hotel
See all 2,036 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Penn Hills

PNC Park

PNC Park

4.5/5(790 reviews)

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

PNC Park
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

4.5/5(856 reviews)

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
Acrisure Stadium

Acrisure Stadium

4.5/5(1,015 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

Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh: Sushi Making Class With Local Chef

Pittsburgh: Sushi Making Class With Local Chef

$75
per adult
Pittsburgh: Sushi Making Class With Local Chef
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

$49
per adult
Whiskey Rebellion & Prohibition Tour
See all activities in Pittsburgh

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