Squirrel Hill South Vacations from $401

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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.
Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was $551, price is now $401 per person
$401
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
9/10 Wonderful! (1,009 reviews)
Clean rooms, friendly staff

Reviewed on Sep 1, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
Price was $1,073, price is now $610 per person
$610
per person
Oct 10 - Oct 13
found 9 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Changed rooms 3 times as TV wasn’t working. Coffee machine not working. Easy to walk to restaurants. Quiet.

Reviewed on Aug 24, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,351, price is now $852 per person
$852
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,345 reviews)
Great dog friendly location. Nice room

Reviewed on Aug 30, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $803, price is now $568 per person
$568
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,005 reviews)
Great location. We stayed here before in a suite and it was great. The room this time had a lot of broken things (plug pulling out of lamp, shower clogged).

Reviewed on Sep 2, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $588, price is now $416 per person
$416
per person
Oct 12 - Oct 14
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
The property was great the and the sfaff were awesome.

Reviewed on Aug 17, 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
$151 nightly
The price is $172 total per night from Sep 28 to Sep 29
$172 total
Sep 28 - Sep 29
Total with taxes and fees
Wyndham Grand Pittsburgh Downtown
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
$159 nightly
The price is $182 total per night from Sep 29 to Sep 30
$182 total
Sep 29 - Sep 30
Total with taxes and fees
Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $137 total per night from Sep 21 to Sep 22
$137 total
Sep 21 - Sep 22
Total with taxes and fees
Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,773 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

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

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

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

$135
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Steelers Football Game at Acrisure Stadium

Pittsburgh Steelers Football Game at Acrisure Stadium

$253
per adult
Pittsburgh Steelers Football Game at Acrisure Stadium
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
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.