Squirrel Hill Vacations from $152

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Your Squirrel Hill Vacation

Uncovering all that Squirrel Hill has to offer is a breeze when you book a Squirrel Hill vacation package. Noted for its gift and craft shops and more, this inviting neighborhood is calling your name. Not sure where to go during your trip to Squirrel Hill? Nearby attractions such as University of Pittsburgh, Carnegie Mellon University and Pittsburgh Zoo and PPG Aquarium are great places to start. Whatever your ideal Squirrel Hill vacation looks like, you can make it a reality with Expedia.

The Latest Squirrel Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Pittsburgh (PIT)
6.4/10 (1,007 reviews)
Great stay at a great price. I stayed here overnight to catch a plane out of Pittsburgh the next morning. No complaints.

Reviewed on Jul 28, 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
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Only parking options are valet for $32 extra or park in the street on some very sketchy streets

Reviewed on Jul 23, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Pittsburgh (PIT)
8/10 Very Good! (2,882 reviews)
Convenient location to walk to PNC Park.

Reviewed on Jul 28, 2025

Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Pittsburgh (PIT)
7.2/10 Good! (10 reviews)
Practical and accessible

Reviewed on Jul 12, 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,202 reviews)
Will come back to stay again.

Reviewed on Jul 26, 2025

Where to stay in Squirrel Hill

Find the best Squirrel Hill areas and neighborhoods for the activities you enjoy most. Learn more about Squirrel Hill
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 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
$119 nightly
The price is $136 total per night from Aug 17 to Aug 18
$136 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (2,970 reviews)
"Cleanliness location"

Reviewed on Jul 27, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
$143 nightly
The price is $163 total per night from Aug 17 to Aug 18
$163 total
Aug 17 - Aug 18
Total includes taxes and fees
9/10 Wonderful! (1,574 reviews)
"Great stay for an event. Front desk was seemingly annoyed"

Reviewed on Jul 27, 2025

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr, Pittsburgh, PA
$123 nightly
The price is $141 total per night from Jul 31 to Aug 1
$141 total
Jul 31 - Aug 1
Total includes taxes and fees
9.4/10 Exceptional! (880 reviews)
"Staff is honest and helpful!"

Reviewed on Jul 26, 2025

The Landing Hotel at Rivers Casino
See all 1,800 properties in Squirrel Hill
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

The Gates Hillman Center is a unique building that houses the computer science program and research. I love how outside the box the building is #StunningStructures

Carnegie Mellon University

4.5/5(520 reviews)

Walk around the campus of Carnegie Mellon University, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Carnegie Mellon University
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 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

$136
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
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
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

$59
per adult
100% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike 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.