Oakland Vacations from $287

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Your Oakland Vacation

Our vacation packages to Oakland let you create your own adventure. Tailor your journey to your needs and interests and make the most of your time in this lively city. Every trip to Oakland just has to include a bit of sightseeing. What to do first? Umpqua Golf Resort and MarshAnne Landing are main attractions. Don't delay your visit to this city any longer. Your ultimate Oakland vacation is just a few clicks away with Expedia.

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Campus Inn & Suites Eugene Downtown
Counting Z's
Valley River Inn
Graduate by Hilton Eugene
The 505 Eugene
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Discover the most popular places to visit in Oakland

Oakland Hotel Deals

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 refundable
$122 nightly
The price is $124 total per night from Jul 10 to Jul 11
$124 total
Jul 10 - Jul 11
Total includes taxes and fees
9/10 Wonderful! (76 reviews)
"It was just what we needed!"

Reviewed on Jun 23, 2025

The Ranch Motel by OYO Oakland I-5
Rice Hill Inn
Rice Hill Inn
2 out of 5
621 John Long Rd, Oakland, OR
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $100 total per night from Jul 9 to Jul 10
$100 total
Jul 9 - Jul 10
Total includes taxes and fees
7.6/10 Good! (211 reviews)
"It was a nice stay"

Reviewed on Jul 3, 2025

Rice Hill Inn
Southern Oregon Cabin: Fire Pit & Private Pond!
Southern Oregon Cabin: Fire Pit & Private Pond!
3 out of 5
Oakland
"Cute little place! Especially liked the patio and outside areas. Inside needs a few finishing touches like coat hooks on back of doors, but place is very new, clean and worked great for our few days there."

Reviewed on Oct 25, 2024

Southern Oregon Cabin: Fire Pit & Private Pond!
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.

Find the Best Oakland Vacation Packages

Oakland Essential Information

Language
English
Currency
U.S dollars
Population
940
Max Temp Winter
50ºF
Max Temp Summer
75ºF
Top Sights
Reustle Prayer Rock Vineyards, Becker Vineyard and Henry Estate Winery

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Frequently asked questions

How much does an Oakland vacation package cost?
You can pick up a vacation package to this destination from $287 on Expedia. However, how much your vacation to Oakland costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Oakland?
If you'd like to score a cheap Oakland vacation package, consider planning a trip in January, March and December. You're likely to find lower rates on hotels and airfares during these quieter months --- ideal for a budget-friendly getaway.
How many days is enough for Oakland?
With a well-planned itinerary, you can easily tick off the main Oakland attractions in a few days. But if you prefer to discover hidden gems or go on day trips, consider booking your Oakland vacation for longer.
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 vacation package as early as possible.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can customize 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 vacation package to Oakland?
If you've got your Oakland vacation 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.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
If you're like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Oakland vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.