Oakland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by L Ru
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Oakland Hotel Deals

Rice Hill Inn
Rice Hill Inn
2 out of 5
621 John Long Rd, Oakland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$143 per night from 12 May to 13 May
NZ$143
per night
12 May - 13 May
7.2/10 Good! (168 reviews)
"Nice clean room. Good location. Bed was comfortable. Bring your own pillows."

Reviewed on 5 May 2024

Rice Hill Inn
Five Bedroom Farmhouse Vineyard And Winery
Five Bedroom Farmhouse Vineyard And Winery
Oakland
10/10 Exceptional! (1 review)
Beautiful property
"The house slept 16 & was very spacious & gorgeous!! We had a wonderful time."

Reviewed on 28 Jun. 2023

Get rates
Five Bedroom Farmhouse Vineyard And Winery
Riverfront Inn Roseburg
Riverfront Inn Roseburg
2 out of 5
315 W Harvard Ave, Roseburg, OR
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 12 May to 13 May
NZ$202
per night
12 May - 13 May
8.4/10 Very Good! (1,076 reviews)
"Loved the park setting in front of the river. Loved the convenient proximity to highway. Loved the friendly helpful staff, and the very comfortable bed"

Reviewed on 9 May 2024

Riverfront Inn Roseburg
See all 125 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?
From just . Yes, you read that correctly. Our Oakland holiday packages are a great way to make your budget last longer. Combine your preferred flights, hotels and rental car and get out and explore this lively destination.
How do I get a cheap travel package to Oakland?
Find flights that suit your schedule, add a hotel room to your booking and watch the savings rack up with an Oakland holiday package. It’s as easy as that! From hotels and flights to tours and rental cars, Expedia is where your cheap getaway begins. And with over 550 airlines and 1 000 000 hotels worldwide to pick from, you won’t be short of choice.
Where should I stay in Oakland?
A getaway to Oakland wouldn’t be complete without checking out Misty Oaks Vineyard, MarshAnne Landing and Oakland City Park. Spend your evenings close to these top attractions and make sightseeing easy.
How far in advance should I book my Oakland holiday?
Reserving your tickets early with Expedia means one less thing to worry about. A number of air carriers display prices up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, discount flights to Oakland sometimes emerge just weeks before departure.
What does an Expedia Oakland travel package include?
Flights, hotels and a cool car for all your road trip adventures. Simply pick and choose your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a few tours and activities and watch your savings pile up. When it comes to creating your Oakland holiday, you’re in charge!
What should I know before booking an Oakland travel package?
Discover deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we’ve got everything you need to plan your getaway. You’ll save big bucks just by combining your bookings. Whether you’re heading away on a snow and ski adventure or sunning yourself on a warm beach, your ideal holiday is just a few clicks away.
Can I choose my airline with an Oakland Expedia holiday package?
Yes, and with over 550 airlines to pick from around the world, you’re not short on choice. Have a look through the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Oakland holiday package?
You can cancel your Oakland booking if your travel plans have changed. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Oakland

Image for Misty Oaks Vineyard

Misty Oaks Vineyard

You can enjoy a tasting or tour at Misty Oaks Vineyard during your travels to Oakland. While in this family-friendly area, you can savour the top-notch restaurants.

Misty Oaks Vineyard
Image for Oakland City Park

Oakland City Park

Explore the great outdoors at Oakland City Park, a lovely green space in Oakland. While in this family-friendly area, you can savour the top-notch restaurants.

Oakland City Park
Image for MarshAnne Landing

MarshAnne Landing

You can enjoy a tasting or tour at MarshAnne Landing during your travels to Oakland. While in this walkable area, you can savour the top-notch restaurants.

MarshAnne Landing

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.