Oakland Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AU$703 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

Your Oakland Holiday

The fascinating city of Oakland is calling your name. Uncover both its hidden gems and highlights with an Oakland holiday package that's customised to you. If sightseeing is a priority during your trip to Oakland, be sure to check out famous attractions like MarshAnne Landing and Umpqua Golf Resort. Don't put off visiting this destination any longer. Your ultimate Oakland holiday is a few clicks away with Expedia.

Oakland Holiday

Oakland Essential Information

Language
English
Currency
U.S dollars
Population
940
Max Temp Winter
10ºC
Max Temp Summer
24ºC
Top Sights
Reustle Prayer Rock Vineyards, Henry Estate Winery and Misty Oaks Vineyard

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 AU$131 per night from 11 Apr to 12 Apr
AU$131
includes taxes & fees
11 Apr - 12 Apr
7.4/10 Good! (199 reviews)
Ok ish for overnight
"Could use an update. New paint, flooring, matttresses."

Reviewed on 12 Mar. 2025

Rice Hill Inn
The Ranch Motel by OYO Oakland I-5
The Ranch Motel by OYO Oakland I-5
2 out of 5
581 John Long Rd, Oakland, OR
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 29 Mar to 30 Mar
AU$137
includes taxes & fees
29 Mar - 30 Mar
9/10 Wonderful! (55 reviews)
"Although it is of course a bit dated, the staff is friendly and accommodating. Overall a pleasant stay."

Reviewed on 28 Nov. 2023

The Ranch Motel by OYO Oakland I-5
Southern Oregon Cabin: Fire Pit & Private Pond!
Southern Oregon Cabin: Fire Pit & Private Pond!
2 out of 5
Oakland
10/10 Exceptional! (2 reviews)
Peaceeee
"I needed a break from life for a moment and the chaos of what is my home and this little slice of heaven was everything!!! the sounds of nature. the ducks and geese. the privacy and seclusion. it was quite literally heaven on earth for me. also dog friendly. my puppy loved the outdoors"

Reviewed on 4 Mar. 2025

Get rates
Southern Oregon Cabin: Fire Pit & Private Pond!
See all 128 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?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday to Oakland costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Oakland?
You can typically find lower rates and greater availability in February, May and August. Browse our cheap Oakland holiday packages and you could get some excellent off-season deals.
How many days is enough for Oakland?
Typically, a handful of days is enough to check out the top sights during your Oakland holiday. But if you’d like to have some time to relax or take day trips, consider extending your itinerary.
How to find the best Oakland package deals?
Use Expedia’s filter tool to help you find some of the best Oakland package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or browse for Oakland package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it’s usually best to lock in your holiday package as early as possible.
Is it cheaper to book an Oakland holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays separately. Better still, you can customise your Oakland escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Oakland?
If you’ve got your Oakland holiday dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Oakland?

  1. Choose your dates: What you’d like to do in Oakland and your favourite season will help you decide when to travel.
  2. Plan your budget wisely: Besides the cost of your hotel, you’ll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Oakland.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to experience in Oakland. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that’s left is to pick an Oakland holiday package that brings all your bookings together.

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