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Oakland Vacation Packages

Oakland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was $628, price is now $481 per person
$481
per person
Dec 29 - Jan 3
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
Price was $1,271, price is now $1,070 per person
$1,070
per person
Dec 14 - Dec 21
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 PPG Paints Arena and PNC Park are located nearby.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $1,332, price is now $938 per person
$938
per person
Dec 19 - Dec 26
found 13 hours 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 PPG Paints Arena and PNC Park are located nearby.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,611, price is now $1,237 per person
$1,237
per person
Dec 19 - Dec 26
found 13 hours 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.
Hampton Inn & Suites Pittsburgh-Downtown

Hampton Inn & Suites Pittsburgh-Downtown

2.5 out of 5
Downtown Pittsburgh
Price was $1,187, price is now $937 per person
$937
per person
Dec 19 - Dec 26
found 13 hours 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.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Price was $980, price is now $777 per person
$777
per person
Dec 19 - Dec 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Home2 Suites by Hilton Pittsburgh / McCandless, PA

Home2 Suites by Hilton Pittsburgh / McCandless, PA

3 out of 5
North Side
Price was $1,035, price is now $850 per person
$850
per person
Dec 19 - Dec 26
found 13 hours 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 helpful staff and the clean rooms in our reviews. Popular attractions North Hills Arts Center and Ross Park Mall are located nearby.

3-4 Night Vacations in Oakland

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Price was $563, price is now $481 per person
$481
per person
Dec 18 - Dec 21
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $773, price is now $582 per person
$582
per person
Dec 18 - Dec 21
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was $918, price is now $813 per person
$813
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
Home2 Suites by Hilton Pittsburgh / McCandless, PA

Home2 Suites by Hilton Pittsburgh / McCandless, PA

3 out of 5
North Side
Price was $1,042, price is now $948 per person
$948
per person
Dec 25 - Dec 29
found 21 hours ago
Roundtrip flight included
Seattle (SEA) to Pittsburgh (PIT)

5-7 Night Vacations in Oakland

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was $628, price is now $481 per person
$481
per person
Dec 29 - Jan 3
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $1,332, price is now $938 per person
$938
per person
Dec 19 - Dec 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,611, price is now $1,237 per person
$1,237
per person
Dec 19 - Dec 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)

Cheap Hotel Deals in Oakland

Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
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 ...
Opens in a new windowCourtyard by Marriott Pittsburgh University Center
Hotel Indigo Pittsburgh University-Oakland by IHG

Hotel Indigo Pittsburgh University-Oakland by IHG

3.5 out of 5
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 ...
Opens in a new windowHotel Indigo Pittsburgh University-Oakland by IHG
The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

4.5 out of 5
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. ...
Opens in a new windowThe Oaklander Hotel, Autograph Collection
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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
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
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 ...
Opens in a new windowDoubleTree by Hilton Pittsburgh - Green Tree
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 Acrisure Stadium and PNC Park ...
Opens in a new windowThe Landing Hotel at Rivers Casino
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
8507 University Blvd Coraopolis PA
Book a stay at this family-friendly hotel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowLa Quinta Inn by Wyndham Pittsburgh Airport
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
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 ...
Opens in a new windowPittsburgh Marriott City Center
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.

JetBlue Airways
Sat, Nov 21 - Mon, Nov 23
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$187 Roundtrip, found 2 hours ago
$187
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Nov 21 from John F. Kennedy Intl. to Pittsburgh Intl., returning Mon, Nov 23, priced at $187 found 2 hours ago
Bargain Flight
Tue, Jan 12 - Sat, Jan 30
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$193 Roundtrip, found 2 hours ago
$193
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Tue, Jan 12 from Philadelphia Intl. to Pittsburgh Intl., returning Sat, Jan 30, priced at $193 found 2 hours ago
Bargain Flight
Sun, Nov 22 - Mon, Nov 23
LGA
LaGuardia
PIT
Pittsburgh Intl.
$195 Roundtrip, found 1 hour ago
$195
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Sun, Nov 22 from LaGuardia to Pittsburgh Intl., returning Mon, Nov 23, priced at $195 found 1 hour ago
American Airlines
Tue, Dec 15 - Sat, Dec 19
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Select American Airlines flight, departing Tue, Dec 15 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Sat, Dec 19, priced at $199 just found