Oakland Vacations from $234

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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 $279, price is now $234 per person
$234
per person
Aug 29 - Aug 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.8/10 Excellent! (1,805 reviews)
Room was very clean and staff was super friendly. Great location - right across the street from a gas station and the casino! Breakfast was good but it ended at 9 am. A little early for us. The TV wasn’t great.

Reviewed on Jul 16, 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 $467, price is now $388 per person
$388
per person
Aug 29 - Aug 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.8/10 Excellent! (377 reviews)
It is a lovely hotel as far as the rooms and the decor. It’s clean. It’s comfortable. But it is some of the rudest staff I’ve ever encountered especially at a hotel that’s supposed to be higher caliber. And the food in the restaurant was almost inedible for dinner. But the staff and how they treated customers really made it a negative experience. We will not be back.

Reviewed on Jun 28, 2026

Hotel Indigo Omaha Downtown by IHG

Hotel Indigo Omaha Downtown by IHG

3.5 out of 5
Downtown Omaha
Price was $354, price is now $301 per person
$301
per person
Aug 29 - Aug 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
9.4/10 Exceptional! (1,029 reviews)
We had the best experience at the hotel! Unique room and the speakeasy was something special. Definitely recommend!

Reviewed on Jul 16, 2026

Cambria Hotel Omaha Downtown

Cambria Hotel Omaha Downtown

3.5 out of 5
Downtown Omaha
Price was $685, price is now $583 per person
$583
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Omaha (OMA)
9/10 Wonderful! (1,006 reviews)
Great

Reviewed on Jul 15, 2026

Super 8 by Wyndham Yankton

Super 8 by Wyndham Yankton

2 out of 5
Price was $614, price is now $534 per person
$534
per person
Sep 23 - Sep 28
found 24 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Omaha (OMA)
7.6/10 Good! (298 reviews)
Rooms and lobby were very clean and they were in the process of laying new carpet in the rooms and hallway. Bed was a little hard but in great shape.

Reviewed on Jul 16, 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
$76 nightly
The price is $85 total per night from Jul 19 to Jul 20
$85 total
Jul 19 - Jul 20
Total with taxes and fees
8.8/10 Excellent! (1,807 reviews)
"Room was very clean and staff was super friendly. Great location - right across the street from a gas station and the casino! Breakfast was good but it ended at 9 am. A little early for us. The TV wasn’t great."

Reviewed on Jul 16, 2026

BridgePointe Inn & Suites
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
$65 nightly
The price is $72 total per night from Jul 26 to Jul 27
$72 total
Jul 26 - Jul 27
Total with taxes and fees
Countryside Inn & Suites
Best Western Plus Omaha Airport Inn

Best Western Plus Omaha Airport Inn

2.5 out of 5
2510 Abbott Plz Carter Lake IA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Aug 2 to Aug 3
$106 total
Aug 2 - Aug 3
Total with taxes and fees
8.4/10 Very Good! (1,043 reviews)
"For this property, we really liked extra space in the comments area for larger families"

Reviewed on Jul 16, 2026

Best Western Plus Omaha Airport Inn
See all 121 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 $234 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.