Oakland Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Oakland Vacation Packages

Oakland Hotel Deals

Falling Stars at Bull Shoals Lake

Falling Stars at Bull Shoals Lake

4 out of 5
71 Winters Ln Oakland AR
10/10 Exceptional! (12 reviews)
"It was perfect for our trip my husband and I just relaxed. Beautiful view. No stress no worries. We enjoyed the hot tub. Cooked on the grill. Watched the sunset, while we watched football on the deck. Perfect!"

Reviewed on 18 October 2026

Get rates
Falling Stars at Bull Shoals Lake
Secluded Oakland Cabin w/ Private Yard!

Secluded Oakland Cabin w/ Private Yard!

Oakland AR
8/10 Very Good! (7 reviews)
"Plenty of household items available in case you forgot something"

Reviewed on 16 July 2026

Get rates
Secluded Oakland Cabin w/ Private Yard!
Americinn By Wyndham Mountain Home

Americinn By Wyndham Mountain Home

3 out of 5
290 Drillers Road Mountain Home AR
Fully refundableReserve now, pay when you stay
The price is AEDĀ 321 per night from Dec 13 to Dec 14
AEDĀ 321
AEDĀ 365 total
13 Dec - 14 Dec
includes taxes & fees
9.6/10 Exceptional! (566 reviews)
"Clean, comfortable beds & pillows. Excellent Accessibility. Tasty breakfast with lots of options. Friendly staff."

Reviewed on 11 November 2026

Americinn By Wyndham Mountain Home
See all 631 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.

Stay near popular Oakland attractions

Oakland Marina

9.0/10 (2 reviews)
Explore the waterfront in Oakland with a trip to Oakland Marina.
See properties

Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices on Expedia for your Oakland break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
You can usually find lower prices and greater availability in January, February and September. Check out our cheap Oakland vacation packages and you could get some great off-season deals.
How to find the best Oakland package deals?
Use Expedia's filters to find some of the best Oakland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Oakland package deals in the low season. Switch up 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 soon as possible.
Is it cheaper to book an Oakland vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Oakland vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Oakland?
If you've got your Oakland travel dates confirmed, book early to bag some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Oakland?

  1. Pick your travel dates: The things you'd like to do in Oakland and your preferred season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and activities. Your hotel will probably be the largest expense during your trip to Oakland.
  3. Decide your trip length: Think about how much time you want to spend discovering Oakland. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Oakland vacation package.