Oakland Holidays

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    Save up to S$134 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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
4.5/5(15 area reviews)

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 Ohio River Valley 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

Top hotels in Oakland

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 S$177 per night from 9 Nov to 10 Nov
S$177
9 Nov - 10 Nov
includes taxes & fees
8.8/10 Excellent! (490 reviews)
Suits its purpose in a University town

Reviewed on 2 Nov, 2025

Courtyard 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
Fully refundable
The price is S$165 per night from 23 Nov to 24 Nov
S$165
23 Nov - 24 Nov
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Clean nicely decorated, and the shuttle service was a plus

Reviewed on 16 Oct, 2025

Hotel 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
Fully refundableReserve now, pay when you stay
The price is S$280 per night from 23 Nov to 24 Nov
S$280
23 Nov - 24 Nov
includes taxes & fees
9.2/10 Wonderful! (702 reviews)
Everything was outstanding. From check in to room service and checkout

Reviewed on 3 Nov, 2025

The Oaklander Hotel, Autograph Collection
See all 1,823 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.

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.

Popular places to visit

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
Carnegie Museum of Art which includes interior views, art and a statue or sculpture

Carnegie Museum of Art

5/5(1 review)

Founded in 1896 by steel baron Andrew Carnegie, this contemporary art institution boasts an impressive fusion of painting, sculpture, architecture and furniture.

Carnegie Museum of Art
Soldiers and Sailors Memorial Hall and Museum

Soldiers and Sailors Memorial Hall and Museum

You can spend an afternoon browsing the exhibits at Soldiers and Sailors Memorial Hall and Museum in Pittsburgh. Attend a sporting event or visit the shops in this family-friendly area.

Soldiers and Sailors Memorial Hall and Museum

Things to do

Drive Pittsburgh: Discover the settler history of Pennsylvania on an audio tour

Drive Pittsburgh: Discover the settler history of Pennsylvania on an audio tour

S$8
per traveller
Drive Pittsburgh: Discover the settler history of Pennsylvania on an audio tour
Pittsburgh's Downtown Smartphone Guided Audio Walking Tour

Pittsburgh's Downtown Smartphone Guided Audio Walking Tour

S$13
per adult
Pittsburgh's Downtown Smartphone Guided Audio Walking Tour
Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories

Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories

S$36
per traveller
Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.