Oakland Vacations

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Discover the most popular places to visit in Oakland

Addison Oaks County Park

Explore the great outdoors at Addison Oaks County Park, a lovely green space in Oakland. Experience the area's acclaimed theater scene and great live music.

Addison Oaks County Park

Twin Lakes Golf Course

Enjoy a round of golf in Oakland at Twin Lakes Golf Course. Experience the acclaimed theater scene and great live music in this family-friendly area.

Twin Lakes Golf Course

Oakland Hotel Deals

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 Apr 26 to Apr 27
$135 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (1,242 reviews)
We had a small issue with the thermostat in our room. Our engineer, Chico, was very kind and helpful, and the problem was promptly resolved.

Reviewed on Apr 13, 2026

The Westin Southfield Detroit
avid hotel Detroit Warren by IHG

avid hotel Detroit Warren by IHG

2.5 out of 5
11570 E ELEVEN MILE ROAD Warren MI
Fully refundable
$82 nightly
The price is $90 total per night from Apr 20 to Apr 21
$90 total
Apr 20 - Apr 21
Total with taxes and fees
9/10 Wonderful! (1,201 reviews)
Great hotel

Reviewed on Apr 12, 2026

avid hotel Detroit Warren by IHG
La Quinta Inn & Suites by Wyndham Detroit Utica

La Quinta Inn & Suites by Wyndham Detroit Utica

3 out of 5
45311 Park Ave Utica MI
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from Apr 26 to Apr 27
$83 total
Apr 26 - Apr 27
Total with taxes and fees
7.8/10 Good! (1,346 reviews)
Not very maintained, elevator stopped working. Limited on towels and blankets. Pool was gross and no towels provided

Reviewed on Apr 14, 2026

La Quinta Inn & Suites by Wyndham Detroit Utica
See all 987 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

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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.