Oakland Vacations from $339

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
BridgePointe Inn & Suites

BridgePointe Inn & Suites

2 out of 5
Price was $433, price is now $339 per person
$339
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.8/10 Excellent! (1,762 reviews)
Seemed like we were the only guest there but the hotel was nice and clean. Staff was very friendly. 10/10

Reviewed on Jan 7, 2026

Holiday Inn Express & Suites Central Omaha by IHG

Holiday Inn Express & Suites Central Omaha by IHG

2.5 out of 5
Central Omaha
Price was $734, price is now $532 per person
$532
per person
Mar 25 - Mar 31
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Omaha (OMA)
8.8/10 Excellent! (963 reviews)
The room was not spotless. Housekeeping doesn't do our room every day.

Reviewed on Jan 14, 2026

Hilton Omaha

Hilton Omaha

4 out of 5
Downtown Omaha
Save 100% on your flight
Price was $959, price is now $702 per person
$702
per person
Mar 25 - Mar 31
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Omaha (OMA)
8.6/10 Excellent! (1,001 reviews)
The outside was really dirty. Lots of garbage but it’s also winter and all the snow melted. Dog area was a mud hole so that kind of sucked. But our rooms were nice and staff was great.

Reviewed on Jan 14, 2026

Hampton Inn & Suites Omaha-Downtown

Hampton Inn & Suites Omaha-Downtown

2.5 out of 5
Downtown Omaha
Save 100% on your flight
Price was $513, price is now $376 per person
$376
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.2/10 Very Good! (1,555 reviews)
Clean, comfy room. Welcoming staff. Good breakfast and kids loved the pool. Excellent value, and very close to the things we came to town to do! We will definitely stay here again!

Reviewed on Jan 14, 2026

Magnolia Hotel Omaha

Magnolia Hotel Omaha

4.5 out of 5
Downtown Omaha
Save 100% on your flight
Price was $485, price is now $360 per person
$360
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.8/10 Excellent! (1,630 reviews)
Did not use this benefit

Reviewed on Jan 12, 2026

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Oakland Hotel Deals

BridgePointe Inn & Suites

BridgePointe Inn & Suites

2 out of 5
3619 9th Ave Council Bluffs IA
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $82 total per night from Jan 17 to Jan 18
$82 total
Jan 17 - Jan 18
Total with taxes and fees
8.8/10 Excellent! (1,751 reviews)
Seemed like we were the only guest there but the hotel was nice and clean. Staff was very friendly. 10/10

Reviewed on Jan 7, 2026

BridgePointe Inn & Suites
Country Inn & Suites by Radisson, Council Bluffs, IA

Country Inn & Suites by Radisson, Council Bluffs, IA

2.5 out of 5
17 Arena Way Council Bluffs IA
Fully refundable
$84 nightly
The price is $94 total per night from Feb 1 to Feb 2
$94 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,014 reviews)
Our room was clean, and everything was in good working order. The front desk staff were helpful and accommodating. I would definitely return.

Reviewed on Jan 9, 2026

Country Inn & Suites by Radisson, Council Bluffs, IA
Countryside Inn & Suites

Countryside Inn & Suites

2.5 out of 5
3208 S 7th St Council Bluffs IA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Jan 17 to Jan 18
$79 total
Jan 17 - Jan 18
Total with taxes and fees
8.2/10 Very Good! (1,094 reviews)
Clean room and amazing staff!

Reviewed on Jan 11, 2026

Countryside Inn & Suites
See all 130 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

Oakland Essential Information

Language
English
Currency
U.S dollars
Population
1,500
Max Temp Winter
30ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices from $339 on Expedia for your Oakland getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
November, December and January are the best times to look for cheap Oakland vacation packages. Traveling in quieter periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Oakland?
Typically, a handful of days is enough to check out the top attractions during your Oakland vacation. However, if you prefer to have time to rest or take day tours, consider extending your trip.
How to find the best Oakland package deals?
Begin your search for an Oakland package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Oakland package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oakland escape off to a flying start.
Is it cheaper to book an Oakland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still have the freedom to create a personalized Oakland vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Oakland?
Enjoy incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Oakland break.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Your Oakland break is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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