Oakland Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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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    Plan, book, and manage your trip all in one place

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 AEDĀ 433 per night from Aug 16 to Aug 17
AEDĀ 433
AEDĀ 494 total
16 Aug - 17 Aug
includes taxes & fees
The Westin Southfield 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 AEDĀ 330 per night from Aug 10 to Aug 11
AEDĀ 330
AEDĀ 365 total
10 Aug - 11 Aug
includes taxes & fees
Holiday Inn Express and Suites Detroit/Sterling Heights by IHG
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 AEDĀ 248 per night from Jul 19 to Jul 20
AEDĀ 248
AEDĀ 270 total
19 Jul - 20 Jul
includes taxes & fees
7.2/10 Good! (1,467 reviews)
"Nothing really one of the eyes on the stove didn't work"

Reviewed on 10 July 2026

Birch Hill Suites Detroit
See all 966 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 theater scene.
See properties

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 ā€” perfect for a budget-friendly getaway.
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," "Traveler 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 traveling 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.