Oakland Vacations from $531

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Omaha Downtown by IHG

Hotel Indigo Omaha Downtown by IHG

3.5 out of 5
Downtown Omaha
Price was $600, price is now $531 per person
$531
per person
May 13 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Omaha (OMA)
9.4/10 Exceptional! (1,010 reviews)
Very nice location, really cool Speak Easy on site

Reviewed on Apr 11, 2026

Hilton Omaha

Hilton Omaha

4 out of 5
Downtown Omaha
Price was $945, price is now $784 per person
$784
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Omaha (OMA)
8.6/10 Excellent! (1,000 reviews)
Room was clean. Restaurant food was amazing. No complaints at all

Reviewed on Apr 13, 2026

The Farnam, Autograph Collection

The Farnam, Autograph Collection

4 out of 5
Downtown Omaha
Price was $1,123, price is now $953 per person
$953
per person
May 13 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Omaha (OMA)
9.8/10 Exceptional! (307 reviews)
The staff at the Farnam is always amazing. Everyone goes out of their way to ensure my wife and I are taken care of. Truly remarkable experience. Thank you

Reviewed on Apr 11, 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 $634, price is now $555 per person
$555
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Omaha (OMA)
9/10 Wonderful! (1,044 reviews)
Clean roomand the staff was nice!

Reviewed on Apr 11, 2026

The Peregrine Omaha Downtown, Curio Collection by Hilton

The Peregrine Omaha Downtown, Curio Collection by Hilton

4 out of 5
Downtown Omaha
Price was $672, price is now $590 per person
$590
per person
May 13 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Omaha (OMA)
8.8/10 Excellent! (362 reviews)
Service was slow in restaurant on Sunday am. Bathroom not fully clean (hairs noticed from previous guests). Room in good shape. Noisy outside as put me in room right outside elevator!?! Why?

Reviewed on Apr 1, 2026

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Oakland Hotel Deals

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
$66 nightly
The price is $74 total per night from Apr 15 to Apr 16
$74 total
Apr 15 - Apr 16
Total with taxes and fees
8.4/10 Very Good! (1,209 reviews)
The room was clean. The breakfast was good.

Reviewed on Apr 12, 2026

Countryside Inn & Suites
BridgePointe Inn & Suites

BridgePointe Inn & Suites

2 out of 5
3619 9th Ave Council Bluffs IA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Apr 25 to Apr 26
$80 total
Apr 25 - Apr 26
Total with taxes and fees
8.8/10 Excellent! (1,770 reviews)
Cleanliness and neatness is excellent. The heating was adequate. Flooring is vinyl, nothing fancy. Breakfast was good but not great. Coffee was not good at all. The biggest issue I had was with outside noise. Due to location, traffic noise is on the high side. Entrance to parking lot is through a ...

Reviewed on Apr 11, 2026

BridgePointe Inn & Suites
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
$89 nightly
The price is $100 total per night from Apr 19 to Apr 20
$100 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (1,363 reviews)
Clean room, nicely updated. Staff was helpful and pleasant. No breakfast, but was not expecting one. We were only there one night, so we did not use the kitchen, but appears to be well appointed.

Reviewed on Apr 11, 2026

My Place Hotel - Council Bluffs/Omaha East, IA
See all 120 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 $531 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.