Squirrel Hill South Vacations from $178

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to $1,045 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

Your Squirrel Hill South Vacation

Experience everything Squirrel Hill South has to offer with a customized Squirrel Hill South vacation package. From its cycling and golfing to its dining, it's easy to fall for the allure of this leafy neighborhood. Not sure what to do during your trip to Squirrel Hill South? Nearby attractions such as University of Pittsburgh, Carnegie Mellon University and The Waterfront are good places to begin. Stop daydreaming and start doing. When you're ready to book your ideal vacation to Squirrel Hill South, Expedia will help you get there.

The Latest Squirrel Hill South Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was $243, price is now $178 per person
$178
per person
Jan 8 - Jan 10
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8/10 Very Good! (1,014 reviews)
Everything went smooth and a great value. Neighborhood is lacking options and few minor inconveniences kept it from 5 stars (for the price).

Reviewed on Oct 29, 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $617, price is now $412 per person
$412
per person
Dec 12 - Dec 16
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
7.8/10 Good! (194 reviews)
Communication was perfect between myself and the property. Clean and nice for a night stay in the Pittsburgh!

Reviewed on Oct 13, 2025

Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Save 100% on your flight
Price was $344, price is now $238 per person
$238
per person
Dec 12 - Dec 16
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
6.6/10 (1,013 reviews)
The plumbing wasn't so good

Reviewed on Oct 27, 2025

DoubleTree by Hilton Pittsburgh Airport

DoubleTree by Hilton Pittsburgh Airport

4 out of 5
Save 100% on your flight
Price was $474, price is now $343 per person
$343
per person
Dec 12 - Dec 16
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,013 reviews)
The bartender that was on staff the evening of October 27, 2025 was amazing. She was so attentive and took care of everything quickly. Very impressed with her services.

Reviewed on Oct 27, 2025

Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was $656, price is now $482 per person
$482
per person
Dec 1 - Dec 5
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9/10 Wonderful! (1,009 reviews)
My stay was great the only thing that was not so great was housekeeping came to clean our room 1 time out of 3 nights and didn’t even clean our room they forgot there cleaning spray bottle in the restroom. But nothing was done.

Reviewed on Oct 29, 2025

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 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(2,251 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
$118 nightly
The price is $134 total per night from Dec 1 to Dec 2
$134 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (3,069 reviews)
Parking sucked super expensive

Reviewed on Oct 28, 2025

Wyndham Grand Pittsburgh Downtown
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
8507 University Blvd, Coraopolis, PA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Nov 9 to Nov 10
$87 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (2,076 reviews)
ameneities.

Reviewed on Oct 29, 2025

La Quinta Inn by Wyndham Pittsburgh Airport
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Nov 23 to Nov 24
$108 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
Room was clean and entire hotel appeared very clean . Staff was very friendly and pleasant

Reviewed on Oct 29, 2025

DoubleTree by Hilton Pittsburgh - Green Tree
See all 1,820 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Squirrel Hill South

Schenley Park which includes a city, a park and a high rise building

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
PNC Park showing a city

PNC Park

4.5/5(780 reviews)

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

PNC Park
Oakland featuring a garden

University of Pittsburgh

4.5/5(843 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

Step into the shadows and discover the haunting tales of our city's past.

Pittsburgh Ghosts Steel City Haunted Tour

$26
per adult
100% of travellers recommend
Pittsburgh Ghosts Steel City Haunted Tour
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Dive deep into film history and some iconic film productions!

Reel Pittsburgh Movie Tour

$33
per adult
Reel Pittsburgh Movie Tour
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.