Oakland Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by L Ru

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ￥45,448 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

Find the Best Oakland Vacation Packages

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
The price is ￥16,664 per night from Jun 26 to Jun 27
￥16,664
￥18,083 total
Jun 26 - Jun 27
includes taxes & fees
9/10 Wonderful! (68 reviews)
"The folks running this place are absolutely lovely people. They have made quite the effort to update these cute little A-Frames. Our stay was brief but enjoyable and we have marked it as a favorite to return to. I would add pics but the app won't let me!"

Reviewed on Jun 10, 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
7.4/10 Good! (207 reviews)
"Convenient and easy"

Reviewed on Jun 19, 2025

Get rates
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

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.

Frequently asked questions

How much does an Oakland vacation package cost?
You can pick up a vacation package to this destination 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?
You can typically find lower rates and greater availability in February, May and August. Browse our cheap Oakland vacation 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 vacation. 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 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.
How to plan a trip to Oakland?

  1. Choose your dates: What you'd like to do in Oakland and your favorite 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 vacation 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.