Oakland Vacations from $289

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Omaha-Downtown

Hampton Inn & Suites Omaha-Downtown

2.5 out of 5
Downtown Omaha
Price was $393, price is now $289 per person
$289
per person
Mar 9 - Mar 13
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.2/10 Very Good! (1,555 reviews)
Nice, spacious room. Helpful staff.

Reviewed on Jan 26, 2026

Harrah's Council Bluffs – A Caesars Rewards Destination

Harrah's Council Bluffs – A Caesars Rewards Destination

3.5 out of 5
Price was $614, price is now $458 per person
$458
per person
Apr 3 - Apr 6
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Omaha (OMA)
8.2/10 Very Good! (288 reviews)
Great experience, excellent communication from staff

Reviewed on Jan 26, 2026

Ameristar Casino Hotel Council Bluffs

Ameristar Casino Hotel Council Bluffs

4 out of 5
Price was $416, price is now $314 per person
$314
per person
Mar 9 - Mar 13
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8/10 Very Good! (1,005 reviews)
There was a dirty towel in the bathroom closet floor, but the rest of the room was great. The staff were all great especially the hotel front desk staff were all very polite and helpful.

Reviewed on Jan 27, 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 $418, price is now $329 per person
$329
per person
Mar 9 - Mar 13
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.8/10 Excellent! (963 reviews)
Stay was average. room was clean and breakfast was okay, nothing above average. unfortunately pool was closed for maintenance during my stay.

Reviewed on Jan 25, 2026

Hilton Garden Inn Omaha Downtown/Old Market Area

Hilton Garden Inn Omaha Downtown/Old Market Area

3 out of 5
Downtown Omaha
Price was $447, price is now $352 per person
$352
per person
Mar 9 - Mar 13
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
9/10 Wonderful! (1,003 reviews)
Staff was courteous. Great stay for 1 night

Reviewed on Jan 26, 2026

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Oakland Hotel Deals

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
$87 nightly
The price is $97 total per night from Feb 22 to Feb 23
$97 total
Feb 22 - Feb 23
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Great stey

Reviewed on Jan 18, 2026

Country Inn & Suites by Radisson, Council Bluffs, IA
My Place Hotel - Council Bluffs/Omaha East, IA

My Place Hotel - Council Bluffs/Omaha East, IA

2.5 out of 5
2281 South 35th Street Council Bluffs IA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Feb 8 to Feb 9
$85 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (1,342 reviews)
Rooms were clean and comfortable

Reviewed on Jan 23, 2026

My Place Hotel - Council Bluffs/Omaha East, 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 Feb 2 to Feb 3
$79 total
Feb 2 - Feb 3
Total with taxes and fees
8.2/10 Very Good! (1,110 reviews)
Clean room. Decent breakfast. Would definitely stay again.

Reviewed on Jan 22, 2026

Countryside Inn & Suites
See all 129 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 $289 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.