Oakland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Oakland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Drury Inn & Suites Frankenmuth
CA $2,101
per person
Dec 21 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Flint (FNT)
9.4/10 Exceptional! (1,270 reviews)
Avoid the upper floors, took 10 to 15 minutes for water to warm up for a shower!! Other than that flawless trip!!
Reviewed on Oct 11, 2026
Ready to book your vacation to Oakland?
Oakland Hotel Deals
The Westin Southfield Detroit
1500 Town Center Southfield MI
Fully refundableReserve now, pay when you stay
CA $168
CA $192 total
Oct 25 - Oct 26
includes taxes & fees
Birch Hill Suites Detroit
30180 North Civic Center Dr Warren MI
Fully refundableReserve now, pay when you stay
CA $94
CA $103 total
Oct 13 - Oct 14
includes taxes & fees
La Quinta Inn & Suites by Wyndham Detroit Utica
45311 Park Ave Utica MI
Fully refundableReserve now, pay when you stay
CA $93
CA $103 total
Nov 1 - Nov 2
includes taxes & fees
7.6/10 Good! (1,339 reviews)
"This is my go to place to stay when I come back home, the rooms are clean and comfy but I do feel the hotel needs some up grading especially the plumbing but I’ll stay there again."
Reviewed on Oct 12, 2026
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.
Twin Lakes Golf Course
9.0/10 (2 reviews)
Enjoy a round of golf in Oakland at Twin Lakes Golf Course. Experience the acclaimed theater scene and great live music in this family-friendly area.
Frequently asked questions
How much does an Oakland vacation package cost?
Offering great value package deals from CA $1,349 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?
- 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.
- 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.
- 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.
- 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.
