Oakland Vacations from $258

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Heidelberg Motel by Capital O Bridgeport Frankenmuth I 75
Bavarian Inn of Frankenmuth
Wyndham Flint MI/Grand Blanc/Bishop Airport/Conference Ct
Flint Motel by OYO MI Near I-475
Americinn by Wyndham Birch Run/Frankenmuth
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Stay near popular Oakland attractions

Oakland Hotel Deals

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

2.5 out of 5
8515 15 Mile Road Sterling Heights MI
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Aug 10 to Aug 11
$104 total
Aug 10 - Aug 11
Total with taxes and fees
9/10 Wonderful! (1,011 reviews)
"Great place to stopover."

Reviewed on Jul 20, 2026

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG
The Westin Southfield Detroit

The Westin Southfield Detroit

4 out of 5
1500 Town Center Southfield MI
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Aug 9 to Aug 10
$135 total
Aug 9 - Aug 10
Total with taxes and fees
The Westin Southfield Detroit
Radisson Hotel Southfield-Detroit

Radisson Hotel Southfield-Detroit

3 out of 5
26555 Telegraph Rd Southfield MI
Fully refundable
$110 nightly
The price is $125 total per night from Jul 28 to Jul 29
$125 total
Jul 28 - Jul 29
Total with taxes and fees
Radisson Hotel Southfield-Detroit
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

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Frequently asked questions

How to find the best Oakland package deals?
Start your search for an Oakland package deal by entering your destination and travel dates under our "Packages" tab. Then add some 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 huge savings. If you don't find the perfect Oakland package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oakland adventure off to a flying start.
When to book a vacation package to Oakland?
If you have your Oakland travel dates locked in, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for traveling on a whim.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.