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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 $454, price is now $330 per person
$330
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $560, price is now $389 per person
$389
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,550, price is now $1,078 per person
$1,078
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $644, price is now $453 per person
$453
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was $654, price is now $514 per person
$514
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was $633, price is now $505 per person
$505
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
Price was $652, price is now $520 per person
$520
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
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 are located nearby.
Traveler's Rest Hotel

Traveler's Rest Hotel

2 out of 5
South Side Flats
Price was $628, price is now $506 per person
$506
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free bicycles on site. Popular attractions PPG Paints Arena and PNC Park are located nearby.

3-4 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 $454, price is now $330 per person
$330
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $560, price is now $389 per person
$389
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Traveler's Rest Hotel

Traveler's Rest Hotel

2 out of 5
South Side Flats
Price was $628, price is now $506 per person
$506
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
DoubleTree by Hilton Pittsburgh Airport

DoubleTree by Hilton Pittsburgh Airport

4 out of 5
Price was $600, price is now $494 per person
$494
per person
Jul 26 - Jul 30
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

5-7 Night Vacations in Oakland

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Pittsburgh Area Beaver Valley, PA

Hilton Garden Inn Pittsburgh Area Beaver Valley, PA

3 out of 5
Price was $473, price is now $413 per person
$413
per person
Jul 22 - Jul 27
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
The Crawford Suite

The Crawford Suite

3 out of 5
Price was $820, price is now $729 per person
$729
per person
Jul 22 - Jul 27
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
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 ...
Opens in a new windowOmni William Penn Hotel
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
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
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 ...
Opens in a new windowPlacemakr Downtown Pittsburgh at The Pennsylvanian
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
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.

Delta
Wed, Aug 26 - Sat, Aug 29
LGA
LaGuardia
PIT
Pittsburgh Intl.
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Aug 26 from LaGuardia to Pittsburgh Intl., returning Sat, Aug 29, priced at $149 found 6 days ago
United
Wed, Aug 26 - Sat, Aug 29
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select United flight, departing Wed, Aug 26 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Sat, Aug 29, priced at $149 found 2 days ago
Delta
Wed, Jul 15 - Tue, Jul 21
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$153 Roundtrip, found 5 days ago
$153
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 15 from John F. Kennedy Intl. to Pittsburgh Intl., returning Tue, Jul 21, priced at $153 found 5 days ago
Bargain Flight
Tue, Jul 14 - Sat, Jul 18
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Tue, Jul 14 from Logan Intl. to Pittsburgh Intl., returning Sat, Jul 18, priced at $189 found 4 days ago