Oakland Vacations

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Find the Best Oakland Vacation Packages

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 NT$3,233 per night from Jul 27 to Jul 28
NT$3,233
NT$3,686 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (1,056 reviews)
"Overall the stay was great. The staff was very professional and courteous. Dining was wonderful. The rooms were as expected. The rates were affordable."

Reviewed on 2025/7/18

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 NT$2,206 per night from Aug 3 to Aug 4
NT$2,206
NT$2,496 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (736 reviews)
Great room, unsure about practices.
"It was a good stay other than being charged a $50 dollar deposit that didnt even post till the day of check out an is supposedly to be returned but I'm not unsure if it will. I left the room in clean condition without violating any rules. There is no reason to keep the deposit."

Reviewed on 2025/7/17

Wingate by Wyndham Troy
Hampton Inn Detroit/Madison Heights/South Troy

Hampton Inn Detroit/Madison Heights/South Troy

2.5 out of 5
32420 Stephenson Hwy, Madison Heights, MI
Fully refundableReserve now, pay when you stay
The price is NT$2,868 per night from Jul 27 to Jul 28
NT$2,868
NT$3,169 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"The resort had everything you could need."

Reviewed on 2025/7/16

Hampton Inn Detroit/Madison Heights/South Troy
See all 945 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

They now have yurts in Adison Oaks county park campground, nice trails and lake #campground #michigan #yurts

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

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 vacation packages and you could get some excellent off-season deals.
How many days is enough for Oakland?
With a well-organized 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 vacation for longer.
Is it worth booking a vacation package to Oakland?
Oakland offers everything you need for a wonderful getaway. Get your Oakland vacation 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 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.
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 accommodations 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 vacation package.

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