Oakland County Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top destinations in Oakland County

Detroit featuring outdoor art, a city and a square or plaza
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Detroit

Detroit

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Top hotels in Oakland County

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$164 per night from 30 Nov to 1 Dec
S$164
30 Nov - 1 Dec
includes taxes & fees
8.2/10 Very Good! (1,134 reviews)
Everything was good

Reviewed on 14 Nov, 2025

The Westin Southfield Detroit
Radisson Hotel Southfield-Detroit

Radisson Hotel Southfield-Detroit

3 out of 5
26555 Telegraph Rd Southfield MI
Fully refundable
The price is S$144 per night from 27 Nov to 28 Nov
S$144
27 Nov - 28 Nov
includes taxes & fees
7.4/10 Good! (1,010 reviews)
Staff was nice and quick

Reviewed on 11 Nov, 2025

Radisson Hotel Southfield-Detroit
Sonesta Simply Suites Detroit Troy

Sonesta Simply Suites Detroit Troy

2 out of 5
2550 Troy Center Dr Troy MI
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 22 Dec to 23 Dec
S$110
22 Dec - 23 Dec
includes taxes & fees
8/10 Very Good! (1,002 reviews)
I wish front desk staff was a bit more friendly and the room inside smelled nicer. But overall I had a great experience, it was a great value as for what I paid.

Reviewed on 12 Nov, 2025

Sonesta Simply Suites Detroit Troy
See all 957 properties in Oakland County
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

How much does an Oakland County holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Oakland County from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Oakland County?
Bundle your flight and hotel bookings, add on extras such as tours, and save with an Oakland County holiday package. You won't just pick up awesome discounts on your escape — you'll have lots of choice within your reach too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 properties worldwide. Your affordable holiday starts right here, right now!
What are the top hotels in Oakland County?
For properties in Holly with friendly service and cosy beds, you can't go past Radisson Hotel Southfield-Detroit and The Westin Southfield Detroit. If you're swinging by Ortonville as well, you can look forward to a solid night's sleep at Country Inn & Suites by Radisson, Novi, MI or Tru by Hilton Troy Detroit.
How far in advance should I book my Oakland County holiday?
It depends on the airline, but you can normally look up international fares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky travellers will sometimes nab a cheaper seat just weeks prior to their intended journey.
What does an Expedia Oakland County travel package include?
Hotels, flights and a cool car for all your road trip adventures. Simply select your favourite bundle and get access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings grow. When it comes to planning your Oakland County break, you're in control!
What should I know before booking an Oakland County travel package?
When you book your hotels, flights and car rentals together, you'll score awesome discounts. Whether you're planning a rural escape in a cottage or would rather stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with an Oakland County Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you'd prefer to fly to Oakland County in first class or coach, simply pick from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Oakland County holiday package?
Don't stress if you're rethinking your Oakland County holiday package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally get that life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

* 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.