A hillside covered with autumn-colored trees and a field in the foreground.

Penn Hills Vacations from $451

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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.
  • A brick building with a large arched entrance labeled "STAYPGH".
    Dec 26 - Dec 28

    Stay Pittsburgh + Flight

    Downtown Pittsburgh
    2 nights
    2.0 star property
    8.0/10 - Very good (346 reviews)
    Roundtrip • New York (EWR) - Pittsburgh (PIT)
    EWR - PIT • Nonstop PIT - EWR • Nonstop
    $555
    $451
    per traveler
    found 1 day ago
    Stay Pittsburgh
  • A cozy living room with a brick fireplace, wooden ceiling beams, and a seating area with a glass table and chairs.
    Feb 4 - Feb 8

    THE GRANDEUR ESTATE + Flight

    Greensburg
    4 nights
    3.5 star property
    10/10 - Exceptional (27 reviews)
    "Loved the room and the history about the Estate. Tony and his staff were great!"
    Reviewed October 11, 2026
    Roundtrip • Houston (IAH) - Pittsburgh (PIT)
    IAH - PIT • Nonstop PIT - IAH • Nonstop
    $1,191
    $982
    per traveler
    found 15 hours ago
    THE GRANDEUR ESTATE
  • A wooden deck with a table and chairs overlooking a lake, surrounded by a wooden fence.
    Feb 4 - Feb 8

    The Lodge at Chalk Hill + Flight

    Chalkhill
    4 nights
    2.5 star property
    9.0/10 - Wonderful (448 reviews)
    Roundtrip • Houston (IAH) - Pittsburgh (PIT)
    IAH - PIT • Nonstop PIT - IAH • Nonstop
    $639
    $529
    per traveler
    found 15 hours ago
    The Lodge at Chalk Hill
  • A kitchen area with wooden stools, a microwave, and a window with a view of greenery.
    Feb 4 - Feb 8

    South Broadway Manor + Flight

    Scottdale
    4 nights
    3.0 star property
    9.8/10 - Exceptional (131 reviews)
    Roundtrip • Houston (IAH) - Pittsburgh (PIT)
    IAH - PIT • Nonstop PIT - IAH • Nonstop
    $815
    $675
    per traveler
    found 15 hours ago
    South Broadway Manor
  • A modern hotel room with a large window, a sofa, and a dining area.
    Jan 15 - Jan 18

    Fairmont Pittsburgh + Flight

    Downtown Pittsburgh
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,004 reviews)
    "Garage parking was super convenient and easy, rooms were clean and very comfortable."
    Reviewed November 8, 2026
    Roundtrip • Los Angeles (LAX) - Pittsburgh (PIT)
    LAX - PIT • Nonstop PIT - LAX • Nonstop
    $893
    $747
    per traveler
    found 1 day ago
    Fairmont Pittsburgh

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
Learn more about Penn Hills
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

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 city skyline at dusk with illuminated buildings, a prominent bridge, and a river.
Photo by TM
Open Photo by TM

North Shore

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.

A dinosaur statue in front of a historic building with inscriptions.

Oakland

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 building with a large sign reading 'THE TERMINAL' and storefronts for 'posman books' and 'solidcore.'
Photo by TM
Open Photo by TM

Strip District

Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months.

A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

North Side

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.

Discover the most popular places to visit in Penn Hills

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.
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Penn Hills Hotel Deals

A living room with a sectional sofa, a ceiling fan, and a view of the outside.

Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
$334 nightly
The price is $380
Nov 12 - Nov 13
Total with taxes and fees
Penn Hills Home ~ 11 Mi to Pittsburgh
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.
See all properties in Penn Hills
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.