Deals on vacations and trips to Oakland
Oakland flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $681, price is now $536 per person
$536
per person
Jan 3 - Jan 5
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the steam room and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $799, price is now $633 per person
$633
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Santiago (STI) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was $887, price is now $704 per person
$704
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Santiago (STI) to Pittsburgh (PIT)
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
Fairmont Pittsburgh
Downtown Pittsburgh
Price was $1,134, price is now $921 per person
$921
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Santiago (STI) to Pittsburgh (PIT)
A full-service spa, 2 restaurants, and A 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy the sauna.
Omni William Penn Hotel
Downtown Pittsburgh
Price was $913, price is now $746 per person
$746
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Santiago (STI) to Pittsburgh (PIT)
This historic hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Top Oakland hotels deals
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
$104 nightly
The price is $119 total per night
$119 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. Self parking, express check-out, and dry cleaning are also offered.
Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive Pittsburgh PA
Free Cancellation
$99 nightly
The price is $113 total per night
$113 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like a free area shuttle.
The Oaklander Hotel, Autograph Collection
5130 Bigelow Boulevard Pittsburgh PA
$188 nightly
The price is $214 total per night
$214 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and concierge services.
Residence Inn Pittsburgh Oakland/University Place
3341 Forbes Ave Pittsburgh PA
$122 nightly
The price is $139 total per night
$139 total
Dec 25 - Dec 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a complimentary grocery shopping service are also provided.
Hampton Inn Pittsburgh University/Medical Center
3315 Hamlet Street Pittsburgh PA
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and concierge services.
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $127 total per night
$127 total
Dec 19 - Dec 20
Total with taxes and fees
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
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.
Popular places to visit
University of Pittsburgh
4.5/5(843 reviews)
Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
Carnegie Museum of Natural History
4.5/5(48 reviews)
From rare jaguars to geological marvels and ancient fossils, you’ll find it all at this Pittsburgh institution, one of the country’s largest natural history museums.
Carnegie Museum of Art
5/5(4 reviews)
If you like your art with a modern twist, you’re in for a treat at this exceptional museum, which also features impressive furniture and architecture galleries.
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