Oakland Holidays

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Your Oakland Holiday

From its cycling to its walking, there's tons to love about Oakland. Book a customised Oakland holiday package and get ready to fall for the delights of this neighbourhood. When it's time to head out and explore, you'll find lots of big-name attractions nearby including Acrisure Stadium, University of Pittsburgh and PNC Park. Tick off one, two or all during your trip to Oakland. No matter your travel plans or budget, booking the ultimate Oakland holiday is simple with Expedia.

Our guide on where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
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Downtown Pittsburgh

2 out of top 10 points of interest in this area

Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Allegheny County Courthouse might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.

Find hotels in Downtown Pittsburgh

Our pick of the best Oakland Hotel Deals

Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 24 Aug to 25 Aug
AU$225
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (390 reviews)
"The staff was exceptionally helpful. When I asked for directions to a store to buy an umbrella the gentleman at the front desk provided me with his or the hotel's umbrella to use. It was so super helpful and thoughtful. I was going to a ceremony and it started to pour while there- that umbrella was ..."

Reviewed on 24 Jul. 2025

Courtyard by Marriott Pittsburgh University Center
Hampton Inn Pittsburgh University/Medical Center

Hampton Inn Pittsburgh University/Medical Center

2.5 out of 5
3315 Hamlet Street, Pittsburgh, PA
8/10 Very Good! (1,064 reviews)
"It's convenient, close to bus station stops, highway, CMU campus. There are lots parking space. The staffs are very helpful & accommodating. The breakfast is fine, except for oatmeal. There isn't enough oatmeal every day. I have stayed for 4 days, each morning I went down, between 9:10am to 9:30am, ..."

Reviewed on 27 Jul. 2025

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Hampton Inn Pittsburgh University/Medical 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
Fully refundable
The price is AU$225 per night from 10 Aug to 11 Aug
AU$225
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"A smart modern boutique hotel at as good price"

Reviewed on 26 Jul. 2025

Hotel Indigo Pittsburgh University-Oakland by IHG
See all 1,798 properties in Oakland
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Oakland holiday package cost?
Starting from as low as , a holiday package is your passport to cheaper travel. Custom make your Oakland getaway by selecting from our great range of airfares, hotels and rental cars.
How do I get a cheap travel package to Oakland?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Choose the combination that suits you and watch your savings stack up. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1 000 000 properties throughout the world, which lets you customize your Oakland getaway.
Where should I stay in Oakland?
Visitors come from far and wide to see Acrisure Stadium and PNC Park in Oakland. Stay close to these awesome attractions and visit them at your leisure.
What are the top hotels in Oakland?
Get your trip off to an excellent start by booking a stay at Industrial Loft 3 Min To Hillman Cancer Centre. It's one of most sought-after hotels in Oakland. Another option is New Huge Spacious 3 Bedroom In Oakland That Over 3000+ Sq Ft.
How far in advance should I book my Oakland holiday?
To bag rock-bottom prices, book ASAP. Airlines usually advertise flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Oakland, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Oakland travel package include?
It all depends on what sort of trip you have in the works. Oakland travel deals can include car rentals, hotels and flights. You can mix and match to find the package that works for you! You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking an Oakland travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your hard-earned dollars. What you include is totally up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Can I choose my airline with an Oakland Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you want to fly to Oakland in coach or first class, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Oakland holiday package?
Your situation can change in a flash, so yes, you can. You may be able to cancel and rebook your Oakland holiday package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may impose a fee. Looking for more information? Visit our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Oakland

Carnegie Museum of Natural History featuring views and interior views

Carnegie Museum of Natural History

Natural wonders from across the world are showcased in this marvellous museum. Discover deadly dinosaurs and glistening gems, or go on a safari through the Savannah.

Carnegie Museum of Natural History

Activities

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

AU$208
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

AU$20
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Learning about history + architecture + art

Best of the Burgh Walking Tour of Pittsburgh

AU$50
per adult
100% of travellers recommend
Best of the Burgh Walking Tour of Pittsburgh
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.