Search Deals on
Squirrel Hill Vacation Packages

Squirrel Hill Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites Pittsburgh Airport/Robinson Township

Fairfield Inn & Suites Pittsburgh Airport/Robinson Township

3 out of 5
Price was $676, price is now $510 per person
$510
per person
Apr 16 - Apr 20
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The Mall at Robinson and Montour Trailhead and Parking at Cliff Mine Road are located nearby.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,126, price is now $879 per person
$879
per person
Apr 14 - Apr 18
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $2,350, price is now $1,670 per person
$1,670
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this aparthotel in Pittsburgh. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $2,116, price is now $1,530 per person
$1,530
per person
Apr 15 - Apr 23
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Pittsburgh (PIT)
Stay at this apartment in Pittsburgh. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions PPG Paints Arena and PNC Park are located nearby.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was $972, price is now $743 per person
$743
per person
Apr 15 - Apr 23
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Pittsburgh (PIT)
Book a stay at this business-friendly motel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the property condition in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.
Holiday Inn Express & Suites Pittsburgh North Shore by IHG

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

2.5 out of 5
North Shore
Save 100% on your flight
Price was $2,232, price is now $1,752 per person
$1,752
per person
Apr 15 - Apr 23
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.
City Sights 2 Queen Beds Downtown Apt

City Sights 2 Queen Beds Downtown Apt

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $4,112, price is now $3,281 per person
$3,281
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this apartment in Pittsburgh. Popular attractions PPG Paints Arena and PNC Park are located nearby.

3-4 Night Vacations in Squirrel Hill

Price found within the past 48 hours. Click for updated prices.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,126, price is now $879 per person
$879
per person
Apr 14 - Apr 18
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $2,350, price is now $1,670 per person
$1,670
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $2,455, price is now $1,957 per person
$1,957
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
City Sights 2 Queen Beds Downtown Apt

City Sights 2 Queen Beds Downtown Apt

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $4,112, price is now $3,281 per person
$3,281
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)

5-7 Night Vacations in Squirrel Hill

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites North Huntingdon-Irwin

Hampton Inn & Suites North Huntingdon-Irwin

2.5 out of 5
North Huntingdon
Price was $887, price is now $872 per person
$872
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Pittsburgh (PIT)
Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Save 100% on your flight
Price was $1,350, price is now $906 per person
$906
per person
Apr 22 - Apr 27
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
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 $1,239, price is now $917 per person
$917
per person
Apr 22 - Apr 27
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Hilton Garden Inn Pittsburgh/Southpointe

Hilton Garden Inn Pittsburgh/Southpointe

3 out of 5
Price was $1,211, price is now $903 per person
$903
per person
Apr 22 - Apr 27
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)

Cheap Hotel Deals in Squirrel Hill

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
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 ...
Opens in a new windowWyndham Grand Pittsburgh Downtown
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
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Opens in a new windowJoinery Hotel Pittsburgh, Curio Collection by Hilton
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Book a stay at this luxury hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowOmni William Penn Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Etage Executive Living

Etage Executive Living

3.5 out of 5
424 Stanwix St. Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Our guests praise the helpful staff and ...
Opens in a new windowEtage Executive Living
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions PNC Park and PPG Paints Arena ...
Opens in a new windowThe Landing Hotel at Rivers Casino
Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
3454 Forbes Ave Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Opens in a new windowHilton Garden Inn Pittsburgh University Place
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
Opens in a new windowHyatt Regency Pittsburgh International Airport
Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

3 out of 5
1410 Smallman Street Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Opens in a new windowHomewood Suites by Hilton Pittsburgh Downtown
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Tue, May 5 - Tue, May 19
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$151 Roundtrip, found 14 hours ago
$151
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Tue, May 5 from John F. Kennedy Intl. to Pittsburgh Intl., returning Tue, May 19, priced at $151 found 14 hours ago
Spirit Airlines
Sat, Apr 25 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$168 Roundtrip, found 16 hours ago
$168
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Sat, Apr 25 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Sat, May 9, priced at $168 found 16 hours ago
United
Sat, Apr 25 - Tue, May 12
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$175 Roundtrip, found 6 days ago
$175
Roundtrip
found 6 days ago
Select United flight, departing Sat, Apr 25 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Tue, May 12, priced at $175 found 6 days ago
Bargain Flight
Wed, May 13 - Sat, May 30
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$181 Roundtrip, found 4 days ago
$181
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, May 13 from Logan Intl. to Pittsburgh Intl., returning Sat, May 30, priced at $181 found 4 days ago