Oakland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Oakland Vacation
Take the hassle out of organizing your next epic adventure with a Oakland vacation package. Whether you're lured here by its history, food or other highlights, this city offers limitless opportunities for discovery. If your trip to Oakland includes some sightseeing, check out popular attractions like Mountain Village 1890, Bull Shoals Theater of the Arts and Bull Shoals Caverns. Your perfect Oakland vacation is clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored just for you.
Top Oakland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Stonebridge Village Resort
CA $1,057
per person
Nov 1 - Nov 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Branson (BKG)
9/10 Wonderful! (1,607 reviews)
We loved this property! Very spacious villas, beautiful scenery. Pool by us was amazing! The area was quiet, very close to Silver Dollar City but not close enough where there was a bunch of traffic and noise. Wonderful stay
Reviewed on Aug 31, 2026
Ready to book your vacation to Oakland?
Oakland Hotel Deals
Falling Stars at Bull Shoals Lake
71 Winters Ln Oakland AR
10/10 Exceptional! (7 reviews)
"It lived up to expectations. The property and veiw were awesome. The hosts were kind enough to leave us a small welcome cake on the counter and thay was delicious. We had a wonderful weekend stay. If we had one complaint it would be the shower is a little to snuggle. Other than that it was ..."
Reviewed on Aug 23, 2026
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 Jul 16, 2026
Days Inn by Wyndham Mountain Home
1746 Highway 62 B Mountain Home AR
Fully refundableReserve now, pay when you stay
CA $89
CA $101 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (1,003 reviews)
"The office staff and cleaning crew provided great service and a clean room. Breakfast was provided daily and included eggs, sausage, waffles, bagels, toast, fruit, cereals, etc. My personal preference woud have been scrambled eggs instead of hard boiled eggs. Otherwise it was nice."
Reviewed on Aug 30, 2026
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.
Oakland Public Use Area
Explore the great outdoors at Oakland Public Use Area, a lovely green space in Oakland.
Frequently asked questions
How much does an Oakland vacation package cost?
You'll find cheap prices from CA $1,057 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 many days is enough for Oakland?
With a well-planned itinerary, you can easily visit the main Oakland attractions in a few days. But if you'd like to discover hidden gems or go on day trips, think about booking your Oakland vacation for longer.
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 favourite 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?
- Pick your travel dates: The things you'd like to do in Oakland and your preferred season can help you decide when to travel.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
