Squirrel Hill South Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
7.72 km from Squirrel Hill South
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff ...
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
6.88 km from Squirrel Hill South
Book a stay at this historic hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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
6.95 km from Squirrel Hill South
Stay at this 4-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
8507 University Blvd, Coraopolis, PA
27.33 km from Squirrel Hill South
Stay at this 3-star family-friendly hotel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue, Pittsburgh, PA
12.02 km from Squirrel Hill South
Stay at this 4-star hotel in Pittsburgh. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

2.5 out of 5
875 Greentree Road, Pittsburgh, PA
10.38 km from Squirrel Hill South
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl, Pittsburgh, PA
6.38 km from Squirrel Hill South
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests ...
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
One Bigelow Square, Pittsburgh, PA
6.66 km from Squirrel Hill South
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr, Pittsburgh, PA
9.06 km from Squirrel Hill South
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acrisure Stadium and PNC Park ...
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
3.74 km from Squirrel Hill South
Stay at this 3.5-star hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Sheraton Pittsburgh Hotel at Station Square

Sheraton Pittsburgh Hotel at Station Square

3.5 out of 5
300 West Station Square Drive, Pittsburgh, PA
7.58 km from Squirrel Hill South
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue, Pittsburgh, PA
29.95 km from Squirrel Hill South
Stay at this 3.5-star eco-certified hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar ...
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
620 William Penn Place, Pittsburgh, PA
6.85 km from Squirrel Hill South
Stay at this 4.5-star luxury hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
Hampton Inn Pittsburgh/Monroeville

Hampton Inn Pittsburgh/Monroeville

2.5 out of 5
3000 Mosside Blvd, Monroeville, PA
13.37 km from Squirrel Hill South
Book a stay at this ski hotel in Monroeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Wyndham Garden Pittsburgh Airport

Wyndham Garden Pittsburgh Airport

3 out of 5
1 Industry Lane, Pittsburgh, PA
24.2 km from Squirrel Hill South
Stay at this 3-star hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Don't see what you're looking for?
See all available properties in Squirrel Hill South
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Oct 14 - Tue, Oct 21
LGA
LaGuardia
PIT
Pittsburgh Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Oct 14 from LaGuardia to Pittsburgh Intl., returning Tue, Oct 21, priced at $117 found 3 days ago
American Airlines
Fri, Nov 21 - Wed, Nov 26
LGA
LaGuardia
PIT
Pittsburgh Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Nov 21 from LaGuardia to Pittsburgh Intl., returning Wed, Nov 26, priced at $141 found 1 day ago
Frontier Airlines
Thu, Sep 18 - Fri, Sep 19
CLT
Charlotte-Douglas Intl.
PIT
Pittsburgh Intl.
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Sep 18 from Charlotte-Douglas Intl. to Pittsburgh Intl., returning Fri, Sep 19, priced at $154 found 2 days ago
Spirit Airlines
Sat, Oct 18 - Tue, Oct 21
LGA
LaGuardia
PIT
Pittsburgh Intl.
$158 Roundtrip, found 3 days ago
$158
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Oct 18 from LaGuardia to Pittsburgh Intl., returning Tue, Oct 21, priced at $158 found 3 days ago
United
Tue, Nov 25 - Tue, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select United flight, departing Tue, Nov 25 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Tue, Dec 2, priced at $200 found 3 days ago