Oakland Holidays

Book a Hotel + Flight or Car together to unlock savings

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 Benedum Center 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 3.214.700 ₫ per night from 19 Nov to 20 Nov
3.214.700 ₫
3.664.758 ₫ total
19 Nov - 20 Nov
includes taxes & fees
8.8/10 Excellent! (507 reviews)
Everyone was so nice! Beds were comfortable. Very quiet.

Reviewed on 12 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 2.819.450 ₫ per night from 7 Dec to 8 Dec
2.819.450 ₫
3.214.172 ₫ total
7 Dec - 8 Dec
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Shuttle service to Pitt campus was an excellent touch. 8 minutes; Dinner and breakfast were both very good & staff was efficient and friendly

Reviewed on 11 Nov 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 4.953.800 ₫ per night from 24 Nov to 25 Nov
4.953.800 ₫
5.647.332 ₫ total
24 Nov - 25 Nov
includes taxes & fees
9.2/10 Wonderful! (706 reviews)
Wonderful room, great amenities.

Reviewed on 10 Nov 2025

The Oaklander Hotel, Autograph Collection
See all 1,835 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 1null000null000 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 showing views and interior views

Carnegie Museum of Natural History

You can spend time exploring the galleries in Carnegie Museum of Natural History in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

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

Carnegie Museum of Art

5/5(1 review)

You can spend time exploring the galleries in Carnegie Museum of Art during your travels in Pittsburgh. Amble around this vibrant area's riverfront or attend a sporting event.

Carnegie Museum of Art
Cathedral of Learning featuring heritage elements, a church or cathedral and interior views

Cathedral of Learning

You can find out about the history of Pittsburgh with a visit to Cathedral of Learning. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.

Cathedral of Learning