Oakland Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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 ...
Residence Inn Pittsburgh Oakland/University Place
3341 Forbes Ave 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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
Placemakr Downtown Pittsburgh at The Pennsylvanian
1100 Liberty Ave Pittsburgh PA
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 ...
Hyatt Regency Pittsburgh International Airport
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 ...
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 ...
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 ...
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.
Sat, Sep 5 - Mon, Sep 7
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$154
Roundtrip
found 2 days ago
Wed, Sep 2 - Thu, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$182
Roundtrip
found 4 days ago
Mon, Oct 26 - Mon, Nov 2
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$199
Roundtrip
found 4 days ago
Wed, Sep 2 - Thu, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$209
Roundtrip
found 4 days ago
Tue, Sep 22 - Sat, Oct 3
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$217
Roundtrip
found 4 days ago
Best points of interest in Pittsburgh
- University of Pittsburgh Vacations
- University of Pittsburgh Medical Center Vacations
- Petersen Events Center Vacations
- Carnegie Museum of Natural History Vacations
- Carnegie Museum of Art Vacations
- Cathedral of Learning Vacations
- Soldiers and Sailors Memorial Hall and Museum Vacations
- Carnegie Library of Pittsburgh 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
- Hotels with an Indoor Pool in Oakland
- Pet-friendly Hotels in Oakland
- 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