Oakland Vacations from $529

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Crestview Inn Branson West by Silver Dollar City

Crestview Inn Branson West by Silver Dollar City

$529
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Branson (BKG)
7.8/10 Good! (1,083 reviews)
Our room appeared clean, until I walked on the floor without shoes. It was sticky and my feet were black. The bed was clean, the bathroom was clean except for the hair that was left behind on the shower walls and curtain. The breakfast was simple, and the gravy was not appealing at all, no meat in it either so that was different. The towels were replenished once while we were out so I’m thankful for that, however my husband had to ask for towels once and the older man at the desk was rude about it. We stayed 3 nights with them, and honestly won’t do it again. I’m including a photo from what I wiped off my feet. Yuck.

Reviewed on Oct 3, 2026

Stonebridge Village Resort

Stonebridge Village Resort

$550
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Branson (BKG)
9/10 Wonderful! (1,644 reviews)
Convenient to Silver Dollar City.

Reviewed on Oct 4, 2026

The Gathering Place - Minutes to 61-acre Theme Park

The Gathering Place - Minutes to 61-acre Theme Park

$898
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Branson (BKG)
9.4/10 Exceptional! (3 reviews)
The space was nice, bed in master is small. Not crazy about door to garage not locking. Some areas need some attention ie the air duct vents. FYI: the window in the dining area may have a leak, no wall damage but the sill is damp, soft and warping. Someone should notify owner before repairs become even more cost. Overall we did enjoy our stay.

Reviewed on Aug 27, 2023

Silver Dollar Hideaway in Stonebridge Community

Silver Dollar Hideaway in Stonebridge Community

$826
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Branson (BKG)
10/10 Exceptional! (1 review)
It was great and plan on staying here again. Perfect.

Reviewed on Jun 21, 2024

T Time Getaway - Overlooking Golf Views!

T Time Getaway - Overlooking Golf Views!

$1,145
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Branson (BKG)
10/10 Exceptional! (3 reviews)
The condo was perfect! It had everything we needed for three full families. Close to Branson and the wedding we attended.

Reviewed on May 5, 2024

Don't see what you're looking for?
See all available trips from Columbus to Oakland
View all trips

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

Oakland Public Use Area

Explore the great outdoors at Oakland Public Use Area, a lovely green space in Oakland.
See properties

Oakland Hotel Deals

Falling Stars at Bull Shoals Lake

Falling Stars at Bull Shoals Lake

71 Winters Ln Oakland AR
10/10 Exceptional! (9 reviews)
"What a great stay! Great property!!!"

Reviewed on Sep 28, 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 Jul 16, 2026

Get rates
Secluded Oakland Cabin w/ Private Yard!
Days Inn by Wyndham Mountain Home

Days Inn by Wyndham Mountain Home

1746 Highway 62 B Mountain Home AR
Fully refundableReserve now, pay when you stay
$56 nightly
$64 total
Nov 1 - Nov 2
Total with taxes and fees
Days Inn by Wyndham Mountain Home
See all 626 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.

Find the Best Oakland Vacation Packages

Things to do near Oakland

Oakland, Arkansas, is perfect for outdoor and romantic getaways, offering a range of activities for visitors. Enjoy the scenic beauty at local recreational areas and campgrounds, or engage in fun at the recreation center. Explore the charming town, embark on a day trip, and take part in interactive challenges to make the most of your visit. Oakland invites you to create lasting memories in its picturesque setting.

Shopping

In Oakland, you can find local shops offering unique gifts and souvenirs. If you're up for a drive, check out the nearby Oaklawn Racing Casino Resort, which features various retail options and dining experiences, or head to Walmart Supercenter in Hot Springs for a wider selection.

Recreation

At the Bull Shoals Theater of the Arts, enjoy captivating performances in a charming atmosphere, perfect for family entertainment. For sports enthusiasts, the Big Creek Golf and Country Club offers a scenic golf experience amidst nature, while Diamond Hills Country Club provides a luxurious retreat for relaxation and leisure.

Adventure

Head over to the Mountain Home Tennis Center, located 12 miles from Oakland, for a fun-filled day of tennis. Enjoy the vibrant atmosphere and engage in friendly matches or lessons, making it a perfect spot for both beginners and seasoned players seeking adventure and exercise.

Nightlife

Oakland offers a cozy nightlife with charming spots like The Ozark Cafe, where you can enjoy local dishes and friendly conversation. For a fun evening, visit the nearby Black Oak Grill for live music and refreshing drinks, creating a relaxed atmosphere to unwind after a day of adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Oakland

Oakland, Arkansas, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Explore the scenic marina, serene lake, and fascinating caves that the area offers. For additional attractions, consider visiting the Oakland Arena, Oakland Museum, and Oakland Zoo to enhance your trip. Whether you're after adventure or relaxation, Oakland has something for everyone.

  • Bull Shoals Lake: Just 4 miles from Oakland, Bull Shoals Lake offers stunning scenery and a romantic beach atmosphere. It's perfect for swimming, picnicking, and enjoying breathtaking sunsets over the water.
  • Oakland Marina: Located within Oakland, this marina is a hub for outdoor adventure. Rent a boat, go fishing, or simply relax by the beach while soaking in the vibrant atmosphere of the lake.
  • Bull Shoals Caverns: Situated 6 miles away, these caverns provide an exciting adventure with guided tours through stunning underground formations. Explore the natural beauty and fascinating geology of the area.

Best time to go to Oakland

The best time to visit Oakland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.1°F (2.3°C)Light RainMostly SunnyAverageSlightly Low
February39.2°F (4.0°C)Light RainMostly SunnyAverageSlightly Low
March49.1°F (9.5°C)Light RainMostly SunnyAverageAverage
April57.6°F (14.2°C)Light RainMostly SunnySlightly HighSlightly High
May66.9°F (19.4°C)Light RainMostly SunnyAverageAverage
June76.6°F (24.8°C)Light RainMostly SunnyAverageSlightly High
July79.9°F (26.6°C)Light RainMostly SunnySlightly HighSlightly High
August78.3°F (25.7°C)Light RainMostly SunnyAverageAverage
September71.8°F (22.1°C)Light RainMostly SunnySlightly HighAverage
October59.9°F (15.5°C)Light RainMostly SunnySlightly LowAverage
November48.0°F (8.9°C)Light RainMostly SunnySlightly LowAverage
December40.3°F (4.6°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Oakland

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Oakland.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Oakland.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Oakland Essential Information

Language
English
Currency
U.S dollars
Top Sights
Bull Shoals Caverns, Bull Shoals Theater of the Arts and Mountain Village 1890

More vacations you might like

Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices from $529 on Expedia for your Oakland escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
January, October and December are the best times to search for cheap Oakland vacation packages. Opting to travel in quieter months means you can usually find better prices on accommodations and flights.
How many days is enough for Oakland?
Generally, a handful of days is enough to visit the main attractions during your Oakland vacation. But if you'd like to have some time to rest or go on day tours, think about extending your trip.
How to find the best Oakland package deals?
Use Expedia's filters to find some fabulous Oakland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Oakland package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can tailor your Oakland trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Oakland?
If you've got your Oakland vacation dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Secure your perfect escape to Oakland with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snag great deals before they disappear.

Explore a world of travel with Expedia

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