
Deals on vacations and trips to Oakland
Oakland flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was $457, price is now $358 per person
$358
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Wilmington (ILM) 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.

Hotel Indigo Pittsburgh East Liberty by IHG
East Liberty
Price was $560, price is now $392 per person
$392
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Wilmington (ILM) to Pittsburgh (PIT)
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. A lobby fireplace, a computer station, and luggage storage are also on offer.

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $1,659, price is now $1,218 per person
$1,218
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Green Bay (GRB) 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.

Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was $1,578, price is now $1,229 per person
$1,229
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Green Bay (GRB) to Pittsburgh (PIT)
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. Self parking, a grocery/convenience store, and a lobby fireplace are also offered.

The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $555, price is now $440 per person
$440
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Wilmington (ILM) 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.
Top Oakland hotels deals

Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $148 total per night
$148 total
Sep 3 - Sep 4
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.
Pool
Free WiFi

Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive, Pittsburgh, PA
Free Cancellation
$127 nightly
The price is $145 total per night
$145 total
Sep 7 - Sep 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.
Pet friendly
Free WiFi

The Oaklander Hotel, Autograph Collection
5130 Bigelow Boulevard, Pittsburgh, PA
$188 nightly
The price is $214 total per night
$214 total
Sep 29 - Sep 30
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.
Pet friendly
Free WiFi

Residence Inn Pittsburgh Oakland/University Place
3341 Forbes Ave, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $154 total per night
$154 total
Sep 7 - Sep 8
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.
Pool
Breakfast included

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.
Breakfast included
Pet friendly

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $172 total per night
$172 total
Sep 28 - Sep 29
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.
Pool
Pet friendly
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
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
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
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.
Frequently asked questions
Photos of local treasures
Browse Oakland vacation photos for more inspiration




