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 AED 426 per night from Apr 20 to Apr 21
AED 426
AED 481 total
includes taxes & fees
20 Apr - 21 Apr
8.2/10 Very Good! (1,010 reviews)
"The worst part was the service from this 4-star hotel! I can't believe this is the standard from Marriott. Our bad experience started right at check-in — they didn’t give us our room number (usually it's written on the key card packet, but they skipped that) and didn’t mention anything about the ..."

Reviewed on 30 March 2025

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
The price is AED 327 per night from May 1 to May 2
AED 327
AED 369 total
includes taxes & fees
1 May - 2 May
8.8/10 Excellent! (834 reviews)
"Great place to stay"

Reviewed on 31 March 2025

Avid Hotel Detroit Warren by IHG
Hyatt Place Detroit Royal Oak
Hyatt Place Detroit Royal Oak
3 out of 5
422 N. Main Street, Royal Oak, MI
Fully refundableReserve now, pay when you stay
The price is AED 584 per night from Apr 6 to Apr 7
AED 584
AED 639 total
includes taxes & fees
6 Apr - 7 Apr
9.2/10 Wonderful! (866 reviews)
"Located very conveniently just north of the heart of downtown Royal Oak, we were surprised and very pleased at the free parking available in the ramp behind the hotel. Staff was courteous and helpful, room was clean and quiet, and the wifi internet was 'click and use' (no login/password) -- there ..."

Reviewed on 28 March 2025

Hyatt Place Detroit Royal Oak
See all 957 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 vacation packages and you could get some excellent off-season deals.
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.

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 great live music and acclaimed theater scene.

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