Oakland Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Oakland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport
$561
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
There was a smell in the room, a dead stinkbug on the bed, and in the shower.
Reviewed on Sep 29, 2026
Stay Pittsburgh
Downtown Pittsburgh
$902
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
The Maverick by Kasa
East Liberty
$789
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop 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.
No onsite laundry. But location is great. Quiet, nice views. Walkable to many things.
Reviewed on Sep 28, 2026
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
$1,006
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
The room was smaller than expected but it was sufficient for the two of us. The bathroom was small as well. It was clean and we were happy we stayed here. The view was fabulous. There is no house keeping while staying so we bought our own K-cup for coffee. We would stay here again.
Reviewed on Sep 29, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
$749
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop 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.
This place was great! Super clean. Helpful staff! I could drive up to the floor where my room was. Facility was super clean. On-site restaurants were nice. The room was clean. No issues. It was great. I would definitely stay again
Reviewed on Sep 29, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
$1,017
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
The location was great! The building and rooms were beautiful. We had a great stay!!
Reviewed on Sep 29, 2026
Top Hotel Deals
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
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 ...
The Oaklander Hotel, Autograph Collection
5130 Bigelow Boulevard Pittsburgh PA
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. ...
Wyndham Grand Pittsburgh Downtown
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 ...
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
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 Landing Hotel at Rivers Casino
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 Acrisure Stadium and PNC Park ...
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
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 ...
Omni William Penn Hotel
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 ...
Drury Plaza Hotel Pittsburgh Downtown
745 Grant Street 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 ...
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies 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 ...
Hyatt Place Pittsburgh-North Shore
260 North Shore Drive 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 ...
Springhill Suites by Marriott Pittsburgh North Shore
223 Federal St Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful ...
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
One Bigelow Square 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 ...
Hilton Garden Inn Pittsburgh Downtown
250 Forbes Avenue Pittsburgh PA
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
TRYP by Wyndham Pittsburgh/Lawrenceville
177 40th Street Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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.
Fri, Oct 30 - Sun, Nov 1
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$311
Roundtrip
found 6 days ago
Fri, Oct 30 - Sun, Nov 1
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$373
Roundtrip
found 6 days ago
Fri, Oct 30 - Sun, Nov 1
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$376
Roundtrip
found 6 days ago
Fri, Oct 30 - Sun, Nov 1
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$441
Roundtrip
found 6 days ago
Wed, Sep 30 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$570
Roundtrip
found 3 days ago
Best points of interest in Pittsburgh
- University of Pittsburgh Vacations
- Petersen Events Center Vacations
- University of Pittsburgh Medical Center Vacations
- Carnegie Museum of Natural History Vacations
- Carnegie Museum of Art Vacations
- Heinz Memorial Chapel Vacations
- Cathedral of Learning Vacations
- Soldiers and Sailors Memorial Hall and Museum Vacations
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More Types of Hotels
- Hotels with WiFi in Oakland
- Hotels with Complimentary Breakfast in Oakland
- Hotel with wifi in Oakland
- Hotels with Air Conditioning in Oakland
- Hotels with Bars in Oakland
- Casinos in Oakland
- Family Hotels in Oakland
- Hotels with Balconies in Oakland
- Hotels with a Pool in Oakland
- Cheap Hotels in Oakland
- Smoke Free Hotels in Oakland
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- Luxury Hotels in Oakland
- Hotels with Hot Tubs in Oakland
- Hotel with a Concierge in Oakland
- Hotels with Early Check-in in Oakland
- Resorts & Hotels with Spas in Oakland
- Hotels with smoking rooms in Oakland