Squirrel Hill South Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Property grounds
    Aug 25 - Aug 30

    Meadville Campground LLC + Flight

    Meadville
    5 nights
    1.0 star property
    Roundtrip • Tokyo (HND) - Erie (ERI)
    HND - ERI • 2 stops ERI - NRT • 2 stops
    ￥1,101,481
    ￥1,098,833
    per traveler
    found 1 day ago
    Meadville Campground LLC
  • Reception
    Aug 25 - Aug 30

    The Crawford Suite + Flight

    Meadville
    5 nights
    3.0 star property
    Roundtrip • Tokyo (HND) - Erie (ERI)
    HND - ERI • 2 stops ERI - NRT • 2 stops
    ￥1,173,131
    ￥1,163,733
    per traveler
    found 1 day ago
    The Crawford Suite
  • Individually decorated, individually furnished, laptop workspace
    Aug 25 - Aug 30

    The Carriage House Inn Bed and Breakfast + Flight

    Meadville
    5 nights
    3.0 star property
    10/10 - Exceptional (19 reviews)
    "Lovely place. We've reserved again."
    Reviewed May 31, 2026
    Roundtrip • Tokyo (HND) - Erie (ERI)
    HND - ERI • 2 stops ERI - NRT • 2 stops
    ￥1,169,557
    ￥1,161,127
    per traveler
    found 1 day ago
    The Carriage House Inn Bed and Breakfast
  • Front of property
    Aug 25 - Aug 30

    Highland Guesthouse + Flight

    Meadville
    5 nights
    4.0 star property
    10/10 - Exceptional (93 reviews)
    Roundtrip • Tokyo (HND) - Erie (ERI)
    HND - ERI • 2 stops ERI - NRT • 2 stops
    ￥1,141,623
    ￥1,135,593
    per traveler
    found 1 day ago
    Highland Guesthouse

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
Downtown Pittsburgh

Downtown Pittsburgh

3 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

Squirrel Hill South 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 ￥25,165 per night from Jun 21 to Jun 22
￥25,165
￥28,688 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (3,567 reviews)
"Staff very helpful and friendly!"

Reviewed on Jun 1, 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 ￥20,445 per night from Jun 15 to Jun 16
￥20,445
￥23,307 total
Jun 15 - Jun 16
includes taxes & fees
9.4/10 Exceptional! (1,775 reviews)
"Our stay overall was great! The room was very clean and the staff were very kind and helpful. The North Shore walking trail is absolutely beautiful!! I was very surprised that smoking is allowed in the casino. I didn’t appreciate smelling like stale cigarettes at the end of the night, especially ..."

Reviewed on Jun 1, 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
The price is ￥30,104 per night from Jun 7 to Jun 8
￥30,104
￥34,318 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (2,009 reviews)
"Elegant hotel, early 20th century, well maintained, comfortable, clean, great amenities, great location. I have only good things to say. It is a great hotel."

Reviewed on Jun 1, 2026

Omni William Penn Hotel
See all 2,039 properties in Squirrel Hill South
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 , 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.

Discover the most popular places to visit in Squirrel Hill South

Schenley Park

Schenley Park

Unwind with a walk along a wooded trail, or play a game of tennis or disc golf, in one of Pittsburgh’s largest and most popular parks.

Schenley Park
Acrisure Stadium

Acrisure Stadium

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

Acrisure Stadium
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: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

￥4,550
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

New! Black & Gold Sports History Tour for Sports Fans

￥5,157
per adult
New! Black & Gold Sports History Tour for Sports Fans
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

￥2,052
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
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.