Madison Vacations
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Madison Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Pittsburgh Marriott City Center
Downtown Pittsburgh
$750
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
The rooms were clean, the staff was incredibly helpful and friendly!! The location was exactly what we needed for a concert at PPG arena. The rooms could use some updates, including more modern outlets and charging amenities. WiFi access up in the rooms was a challenge when working out of the room.
Reviewed on Oct 1, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
$1,042
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
$835
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 PPG Paints Arena and PNC Park are located nearby.
The Maverick by Kasa
East Liberty
$809
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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.
Not needed
Reviewed on Oct 1, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
$775
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)
Stay at this 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 in our reviews. Popular attractions Acrisure Stadium and PNC Park are located nearby.
The location is very good. Clean and quite. The facility needs big updates.
Reviewed on Oct 1, 2026
Residence Inn by Marriott Pittsburgh North Shore
North Shore
$1,034
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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 Acrisure Stadium are located nearby.
Love staying at this hotel. Easy parking and convenience of location. They are doing some renovations which of course is always a little messy but can’t wait to see it when those are completed.
Reviewed on Sep 30, 2026
Top Hotel Deals
Hyatt House Pittsburgh/Bloomfield/Shadyside
5335 Baum Blvd Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Hilton Garden Inn Pittsburgh University Place
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 ...
The Maverick by Kasa
120 S Whitfield St Pittsburgh PA
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 ...
Comfort Inn & Suites Pittsburgh Fox Chapel
180 Gamma Drive Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn Conference Center Pittsburgh Penn Hills
699 Rodi Road Pittsburgh PA
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 ...
Hotel Indigo Pittsburgh East Liberty by IHG
123 North Highland Avenue 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 ...
Hampton Inn Pittsburgh/Monroeville
3000 Mosside Blvd Monroeville PA
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 ...
Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
SpringHill Suites by Marriott Pittsburgh Southside Works
2950 S Water St 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 helpful staff and the ...
HYATT house Pittsburgh-South Side
2795 S Water St 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 ...
Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG
3936 Monroeville Boulevard Monroeville PA
Book a stay at this business-friendly hotel in Monroeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Residence Inn by Marriott Pittsburgh Monroeville/Wilkins
3455 William Penn Hwy 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 helpful staff and the ...
Courtyard by Marriott Pittsburgh Monroeville
3962 William Penn Hwy Monroeville PA
Book a stay at this business-friendly hotel in Monroeville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
Jefferson Hills Motel
1205 PA-51 Clairton PA
Stay at this motel in Clairton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Rodeway Inn & Suites Monroeville - Pittsburgh
2727 Mosside Blvd Monroeville PA
Stay at this motel in Monroeville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.
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