Squirrel Hill Vacations from $257

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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.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was $356, price is now $257 per person
$257
per person
Oct 8 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Close to UPMC. Property was clean and you can walk to shopping and dining facilities.

Reviewed on Aug 22, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $584, price is now $403 per person
$403
per person
Oct 8 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
The property was great the and the sfaff were awesome.

Reviewed on Aug 17, 2025

The Colonial Mt. Lebanon by Luxe PGH

The Colonial Mt. Lebanon by Luxe PGH

3 out of 5
Mount Lebanon
Save 100% on your flight
Price was $786, price is now $566 per person
$566
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pittsburgh (PIT)
2/10 (2 reviews)
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $528, price is now $402 per person
$402
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
7.8/10 Good! (169 reviews)
Very nice building: apartment needed TLC but all & all nice stay!

Reviewed on Aug 10, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $383, price is now $297 per person
$297
per person
Oct 8 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (2,992 reviews)
Great location - lots walkable. Parking was a pain. Would stay again.

Reviewed on Aug 23, 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
$152 nightly
The price is $173 total per night from Aug 27 to Aug 28
$173 total
Aug 27 - Aug 28
Total with taxes and fees
8/10 Very Good! (2,959 reviews)
"Hotel was ok. Staff was nice. Hotel needs to be modernized though."

Reviewed on Aug 22, 2025

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 10 to Sep 11
$182 total
Sep 10 - Sep 11
Total with taxes and fees
9/10 Wonderful! (1,609 reviews)
"Beautiful historic hotel. Easy access to dozens of bus lines, making it easy to navigate Pittsburgh."

Reviewed on Aug 22, 2025

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 Aug 31 to Sep 1
$137 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (1,334 reviews)
"Staff was very friendly Large room"

Reviewed on Aug 20, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,776 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

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

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 Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$47
per adult
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

$59
per adult
94% 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.