Oakland Vacations from $462

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Omaha Northwest

Comfort Suites Omaha Northwest

2.5 out of 5
North Central Omaha
Price was $503, price is now $462 per person
$462
per person
May 27 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Omaha (OMA)
6.8/10 (708 reviews)
Loved this placed. Check in is smooth and friendly front desk. Rooms are spacious and clean and very nicely stocked and breakfast has a good variety too!

Reviewed on Mar 12, 2026

Holiday Inn Express & Suites Cherry by IHG

Holiday Inn Express & Suites Cherry by IHG

3 out of 5
North Central Omaha
Price was $561, price is now $492 per person
$492
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Omaha (OMA)
8.8/10 Excellent! (875 reviews)
clean room, great staff and good breakfast

Reviewed on Mar 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 $549, price is now $503 per person
$503
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Omaha (OMA)
9/10 Wonderful! (1,005 reviews)
Very clean and professional.

Reviewed on Mar 13, 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 $628, price is now $577 per person
$577
per person
May 27 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Omaha (OMA)
9.2/10 Wonderful! (1,016 reviews)
Very clean rooms and helpful Staff.

Reviewed on Mar 4, 2026

Red Roof Inn & Suites Omaha - Council Bluffs

Red Roof Inn & Suites Omaha - Council Bluffs

2.5 out of 5
Price was $534, price is now $494 per person
$494
per person
May 27 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Omaha (OMA)
7.2/10 Good! (1,005 reviews)
It exceeded my expectations! It is under construction and I checked in late so oarking for me was a bit inconvenient but again that was on me and the room definitely made up for it!!! So grab a luggage rack & youre stay will be perfevt the location is great too.

Reviewed on Mar 5, 2026

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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

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 Mar 29 to Mar 30
$74 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (1,161 reviews)
Was not enough food in the kitchen or for breakfast got in there at 8 o’clock and all was empty never got refilled

Reviewed on Mar 11, 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
$75 nightly
The price is $84 total per night from Mar 15 to Mar 16
$84 total
Mar 15 - Mar 16
Total with taxes and fees
8.8/10 Excellent! (1,748 reviews)
We just stayed for one night. The room was clean and staff was friendly. Breakfast was good and the area was nice and clean.

Reviewed on Mar 9, 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
$93 nightly
The price is $104 total per night from Apr 1 to Apr 2
$104 total
Apr 1 - Apr 2
Total with taxes and fees
8.8/10 Excellent! (1,010 reviews)
Yes

Reviewed on Mar 11, 2026

Country Inn & Suites by Radisson, Council Bluffs, IA
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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices from $462 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.

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.