Oakland Packages (Flight + Hotel)

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Top hotels in Oakland

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 ฿3,727 per night from 29 Nov to 30 Nov
฿3,727
฿4,249 total
29 Nov - 30 Nov
includes taxes & fees
8.4/10 Very good! (1,500 reviews)
"Most of my family and friends flew in from afar stayed at the Westin for my Nephews wedding that was also held there at their beautiful venue. From the beginning when we checked in till the end of our week stay there, Westin has been nothing but great to us and I wasnt ready to leave lol. No complaints ..."

Reviewed on 14 Nov 2026

The Westin Southfield Detroit
Birch Hill Suites Detroit

Birch Hill Suites Detroit

3 out of 5
30180 North Civic Center Dr Warren MI
Fully refundableReserve now, pay when you stay
The price is ฿2,256 per night from 16 Nov to 17 Nov
฿2,256
฿2,493 total
16 Nov - 17 Nov
includes taxes & fees
Birch Hill Suites Detroit
Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

2.5 out of 5
8515 15 Mile Road Sterling Heights MI
Fully refundableReserve now, pay when you stay
The price is ฿3,415 per night from 14 Dec to 15 Dec
฿3,415
฿3,774 total
14 Dec - 15 Dec
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Quite staf was helpful"

Reviewed on 13 Nov 2026

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG
See all 962 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.

Stay near popular Oakland attractions

Addison Oaks County Park

8.0/10 (2 reviews)
Explore the great outdoors at Addison Oaks County Park, a lovely green space in Oakland. Experience the area's great live music and acclaimed theatre scene.
See properties

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.