Oakland Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit

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

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

Oakland Holiday

Our pick of the best 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
The price is NZ$209 per night from 27 July to 28 July
NZ$209
27 July - 28 July
includes taxes & fees
8.4/10 Very Good! (1,042 reviews)
"Good property"

Reviewed on 9 Jul. 2025

The Westin Southfield Detroit
Wingate by Wyndham Troy
Wingate by Wyndham Troy
2.5 out of 5
2537 Rochester Ct, Troy, MI
Fully refundableReserve now, pay when you stay
The price is NZ$141 per night from 21 July to 22 July
NZ$141
21 July - 22 July
includes taxes & fees
7.4/10 Good! (714 reviews)
"Very clean and nice"

Reviewed on 12 Jul. 2025

Wingate by Wyndham Troy
Auburn Hills Extended Stay Inn
Auburn Hills Extended Stay Inn
2.5 out of 5
3315 University Drive, Auburn Hills, MI
The price is NZ$144 per night from 27 July to 28 July
NZ$144
27 July - 28 July
includes taxes & fees
6.6/10 (51 reviews)
"Very helpful, spacious and clean."

Reviewed on 10 Jul. 2025

Auburn Hills Extended Stay Inn
See all 932 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.

Discover the most popular places to visit in Oakland

Twin Lakes Golf Course

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

Twin Lakes Golf Course

Frequently asked questions

What are the cheapest months to go to Oakland?
You can generally find reduced prices and better availability in January, February and November. Browse our cheap Oakland holiday packages and you could get some excellent off-season deals.
How many days is enough for Oakland?
With a well-organised travel plan, you can easily visit the most popular Oakland sights in a few days. But if you prefer to discover hidden spots or go on day trips, consider booking your Oakland holiday for longer.
Is it worth booking a holiday package to Oakland?
Oakland offers everything you need for a wonderful getaway. Get your Oakland holiday off to a flying start by visiting major attractions like Addison Oaks County Park.
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 holiday 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 travelling on a whim.
How to plan a trip to Oakland?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Oakland.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to experiences and flights. Your accommodation will likely be the largest expense during your trip to Oakland.
  3. Decide how long to go away for: Now that you're up to speed on Oakland, you can work out the perfect length of your break. Put together a draft plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Oakland holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.