Oakland County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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

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Your Oakland County Vacation

Embark on your next big adventure with an Oakland County vacation package, and leave knowing all the details are taken care of. And with the ability to customize your escape, it'll be one you won't forget. During your trip to Oakland County, you'll want to cross off some of its most popular cities. What can't you miss? Holly. Expedia has everything you need when it comes to planning your Oakland County vacation. From accommodations and flights, to activities and rental cars, we know how to create a travel experience like no other.

Top vacation destinations in Oakland County

FlightsFlightsHotelsHotels

Detroit

Detroit

Oakland County 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 CA $163 per night from Apr 26 to Apr 27
CA $163
CA $186 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (1,240 reviews)
Didn’t use.

Reviewed on Apr 11, 2026

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 CA $134 per night from Apr 20 to Apr 21
CA $134
CA $153 total
Apr 20 - Apr 21
includes taxes & fees
7.6/10 Good! (1,014 reviews)
For the price it should be with breakfast

Reviewed on Apr 5, 2026

Radisson Hotel Southfield-Detroit
A Victory Hotel & Suites

A Victory Hotel & Suites

2.5 out of 5
27500 Northwestern Hwy Southfield MI
The price is CA $83 per night from May 1 to May 2
CA $83
CA $92 total
May 1 - May 2
includes taxes & fees
5.4/10 (1,001 reviews)
The room was dirty. Dust, hair, crumbs along the walls. Sheets had holes in them. Smelled like an ashtray. Surfaces were smudged with film. I’ve never experienced a hotel like this before. The front reception person was great.

Reviewed on Apr 5, 2026

A Victory Hotel & Suites
See all 993 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Oakland County vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing 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 vacation 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 vacation starts right here, right now!
What are the top hotels in Oakland County?
For properties in Holly with friendly service and cozy 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 vacation?
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 travelers 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 favorite 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 vacation package?
With a vacation 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 vacation package?
Don't stress if you're rethinking your Oakland County vacation 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.