Oakland Holidays

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    Better together

    Save up to S$134 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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    Plan, book, and manage your trip all in one place

Top hotels in Oakland

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
The price is S$110 per night from 17 Aug to 18 Aug
S$110
17 Aug - 18 Aug
includes taxes & fees
7.6/10 Good! (1,160 reviews)
"Nice place for an overnight."

Reviewed on 1 Aug, 2025

La Quinta Inn & Suites by Wyndham Detroit Utica
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 S$174 per night from 24 Aug to 25 Aug
S$174
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,060 reviews)
"Great"

Reviewed on 31 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 S$103 per night from 1 Sept to 2 Sept
S$103
1 Sept - 2 Sept
includes taxes & fees
7.4/10 Good! (755 reviews)
"Definitely will stay here again. Staff were very friendly and helpful. Very nice rooms. Very clean Breakfast was great. Pool was very nice."

Reviewed on 26 Jul, 2025

Wingate by Wyndham Troy
See all 949 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.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.