Search Deals onSouth Side Vacation Packages
South Side Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown
Price was $503, price is now $376 per person
$376
per person
Oct 20 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
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 clean rooms in our reviews. Popular attractions PNC Park and Acrisure Stadium are located nearby.
Awesome hotel within walking distance to many downtown attractions. Would stay here again.
Reviewed on Sep 9, 2026
Stay Pittsburgh
Price was $1,071, price is now $761 per person
$761
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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
Price was $835, price is now $645 per person
$645
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Great place to stay!
Reviewed on Sep 9, 2026
The Westin Pittsburgh, a Marriott Hotel
Price was $748, price is now $618 per person
$618
per person
Oct 20 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Staff extremely helpful and friendly , bar on site great food and service
Reviewed on Sep 6, 2026
The Maverick by Kasa
Price was $721, price is now $598 per person
$598
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free WiFi, a 24-hour business center, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Great stay! As soon as you get used to the lack of onsite staff, it’s great! Staff is just one text away and responds immediately!
I stay here frequently and it is very comfortable.
Reviewed on Sep 8, 2026
Sheraton Pittsburgh Hotel at Station Square
Price was $1,172, price is now $999 per person
$999
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
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 clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.
Great location with plenty of dining.
Reviewed on Sep 9, 2026
The Oaklander Hotel, Autograph Collection
Price was $770, price is now $661 per person
$661
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Book a stay at this luxury hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Hampton Inn & Suites Pittsburgh-Downtown
Price was $545, price is now $473 per person
$473
per person
Oct 20 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 breakfast and the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
The staff was extremely accommodating with all my requests especially the young women that checked me in,I wish I could remember her name! I loved the 24/7 availability of coffee, tea and water in the lobby. The pool was open til midnight providing a relaxing end of the day. Breakfast was good and changed everyday and the seating area was well appointed and comfortable. I would definitely stay here again.
Reviewed on Sep 9, 2026
South Side Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
South Side Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Sep 29 - Sat, Oct 3
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$184 Roundtrip, found 4 days ago
$184
Roundtrip
found 4 days ago
Tue, Sep 29 - Sat, Oct 3
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$212 Roundtrip, found 6 hours ago
$212
Roundtrip
found 6 hours ago
Wed, Sep 30 - Sat, Oct 17
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
Tue, Sep 15 - Tue, Oct 6
LGA
LaGuardia
PIT
Pittsburgh Intl.
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
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