Oakland Vacation Packages

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    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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Ready to book your vacation to Oakland?

 

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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 CA $151 per night from Jul 27 to Jul 28
CA $151
CA $172 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,043 reviews)
"Good property"

Reviewed on Jul. 9, 2025

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 CA $103 per night from Jul 21 to Jul 22
CA $103
CA $116 total
Jul 21 - Jul 22
includes taxes & fees
7.4/10 Good! (710 reviews)
"Updated rooms! Would be better"

Reviewed on Jul. 11, 2025

Wingate by Wyndham Troy
Auburn Hills Extended Stay Inn
Auburn Hills Extended Stay Inn
2.5 out of 5
3315 University Drive, Auburn Hills, MI
The price is CA $83 per night from Jul 20 to Jul 21
CA $83
CA $91 total
Jul 20 - Jul 21
includes taxes & fees
6.6/10 (51 reviews)
"Very helpful, spacious and clean."

Reviewed on Jul. 10, 2025

Auburn Hills Extended Stay Inn
See all 932 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oakland vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Oakland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oakland?
If you're looking to snag a cheap Oakland vacation package, consider planning a trip in January, February and November. You'll generally find better prices on flights and hotels during these months --- perfect for a budget-friendly getaway.
How many days is enough for Oakland?
Typically, a handful of days is enough to explore the major sights during your Oakland vacation. But if you want to have time to rest or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Oakland?
It's easy to see why an Oakland vacation is on the to-do list of many travellers. Leading attractions like Addison Oaks County Park are just the start of what you can explore here.
How to find the best Oakland package deals?
Bagging a cheap Oakland package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Oakland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Oakland getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Oakland?
If you're considering a spontaneous Oakland vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Oakland?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred time of year and the available activities will also help you decide when to escape to Oakland.
  2. Plan your budget wisely: As well as the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Oakland.
  3. Determine how many days away: Start by listing all the sights and activities you want to experience in Oakland. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick an Oakland vacation package that brings all your bookings together.

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