A stone bridge with a large arch, a glass-domed building, and trees in the background.

Squirrel Hill South Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

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

    Plan, book, and manage your trip all in one place

The Latest Squirrel Hill South Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 24

    Americas Best Value Inn Pittsburgh Airport + Flight

    Coraopolis
    3 nights
    2.0 star property
    6.6/10 - (1,001 reviews)
    Roundtrip • Calgary (YYC) - Pittsburgh (PIT)
    YYC - PIT • 1 stop PIT - YYC • 1 stop
    CA $978
    CA $849
    per traveller
    found 8 hours ago
    Americas Best Value Inn Pittsburgh Airport
  • Jan 21 - Jan 24

    Hyatt Regency Pittsburgh International Airport + Flight

    Pittsburgh
    3 nights
    3.5 star property
    9.0/10 - Wonderful (1,798 reviews)
    Roundtrip • Calgary (YYC) - Pittsburgh (PIT)
    YYC - PIT • 1 stop PIT - YYC • 1 stop
    CA $1,255
    CA $1,097
    per traveller
    found 8 hours ago
    Hyatt Regency Pittsburgh International Airport
  • Jan 21 - Jan 24

    DoubleTree by Hilton Pittsburgh - Green Tree + Flight

    Pittsburgh
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,298 reviews)
    Roundtrip • Calgary (YYC) - Pittsburgh (PIT)
    YYC - PIT • 1 stop PIT - YYC • 1 stop
    CA $1,028
    CA $931
    per traveller
    found 8 hours ago
    DoubleTree by Hilton Pittsburgh - Green Tree
  • Jan 21 - Jan 24

    Hyatt Place Pittsburgh Airport/Robinson Mall + Flight

    Pittsburgh
    3 nights
    3.0 star property
    8.6/10 - Excellent (1,378 reviews)
    Roundtrip • Calgary (YYC) - Pittsburgh (PIT)
    YYC - PIT • 1 stop PIT - YYC • 1 stop
    CA $1,006
    CA $929
    per traveller
    found 8 hours ago
    Hyatt Place Pittsburgh Airport/Robinson Mall
  • Jan 21 - Jan 24

    Placemakr Downtown Pittsburgh at The Pennsylvanian + Flight

    Downtown Pittsburgh
    3 nights
    4.0 star property
    8.8/10 - Excellent (332 reviews)
    Roundtrip • Calgary (YYC) - Pittsburgh (PIT)
    YYC - PIT • 1 stop PIT - YYC • 1 stop
    CA $1,019
    CA $948
    per traveller
    found 8 hours ago
    Placemakr Downtown Pittsburgh at The Pennsylvanian

Where to stay in Squirrel Hill South

Find the best Squirrel Hill South areas and neighborhoods for the activities you enjoy most. Learn more about Squirrel Hill South
Learn more about Squirrel Hill South

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.

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.

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.

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.

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 Squirrel Hill South

Squirrel Hill South Hotel Deals

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.

Frequently Asked Questions

How much does a Squirrel Hill South vacation package cost?

Our Squirrel Hill South packages, which begin from just CA $849, are an awesome way to save loads of cash. Handpick your favorite hotels, flights and rental car to create a customized getaway.

How do I get a cheap travel package to Squirrel Hill South?

Browse and book everything in one place with our Squirrel Hill South vacation packages. You'll find deals on hotels, flights and more that'll keep your pocketbook happy and your adventurous side busy. And, with more than 550 air carriers and 1,000,000 hotel options worldwide to select from, there are endless opportunities to mix and match however you please.

Where should I stay in Squirrel Hill South?

Most travelers who visit Squirrel Hill South put both Acrisure Stadium and PNC Park on their itineraries. Why not consider a hotel right near these top attractions?

What are the top hotels in Squirrel Hill South?

Get your vacation off to a flying start by staying at Lovely, Cozy Beacon Guest Suite With Portable Kitchen In Squirrel Hill. It's one of most sought-after hotels in Squirrel Hill South. Another cozy option is Lovely, Cozy Murray Guest Suite In Squirrel Hill.

How far in advance should I book my Squirrel Hill South vacation?

It depends on the air carrier, but you can usually browse through international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes score a cheaper flight only weeks before their intended journey.

What does an Expedia Squirrel Hill South travel package include?

It comes down to what kind of trip you have in mind. Squirrel Hill South vacation deals can include flights, car rentals and hotels. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you've booked to land even bigger discounts.

What should I know before booking a Squirrel Hill South travel package?

Whether it's adventure or relaxation you're after, a Squirrel Hill South vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!

Can I choose my airline with a Squirrel Hill South Expedia vacation package?

Expedia has access to more than 550 airline partners worldwide, so you certainly can. Simply select the airline you want and craft your ideal Squirrel Hill South escape.

If I'm not able to travel, can I cancel my Squirrel Hill South vacation package?

It is possible to cancel your Squirrel Hill South booking if your plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

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