Oakley Vacations from $510

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Your Oakley Vacation

With one of our vacation packages to Oakley, you'll discover endless opportunities for fun and excitement. There's lots to look forward to, including its rural countryside and small-town feel. If your trip to Oakley includes some sightseeing, drop by well-known attractions like Lone Tree Golf Course, Brentwood Country Club and Golf Club at Brentwood. Stop dreaming and start adventuring. Explore the many options on Expedia today and finally put your Oakley vacation plans into action!

The Latest Oakley vacation packages

Price found within the past 48 hours. Click for updated prices.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $747, price is now $510 per person
$510
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.8/10 Excellent! (1,344 reviews)
The Studio was perfect it felt so cozy. Great customer service definitely will b coming back.

Reviewed on Dec 25, 2025

Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Save 100% on your flight
Price was $3,138, price is now $1,935 per person
$1,935
per person
Feb 12 - Feb 16
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
9.4/10 Exceptional! (110 reviews)
Incredible! awesome! From the moment we arrived they treated us like we were the only people staying.Every staff member was beyond any expectation I could imagine. The room and the view was breathtaking. The car service to and from wineries and restaurants was incredible. We will definitely be back. This is how all hotels should be.

Reviewed on Dec 13, 2025

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,969, price is now $1,271 per person
$1,271
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
The design, the activities, the outstanding effort of the staff to make everyone happy and feel special. Everything amazing except passive agressive baristas at the cafe part, sorry but I had to tell that. But even the bad vibes there weren’t enought to take off any points. Definitely will visit again! Super lovely place

Reviewed on Nov 27, 2025

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
Price was $823, price is now $537 per person
$537
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
The grounds were beautiful. We did find mice poop In the sofa bed. The shuttle driver had the interior lights turned off when we boarded, making extremely hard for my children to get on&off bus. The food was OK.

Reviewed on Dec 24, 2025

Farmhouse Inn

Farmhouse Inn

5 out of 5
Save 100% on your flight
Price was $2,783, price is now $1,886 per person
$1,886
per person
Feb 27 - Mar 3
found 22 hours ago
Roundtrip flight included
New York (NYC) to Oakland (OAK)
9.4/10 Exceptional! (68 reviews)
GM was amazing and Spa Staff 🙏

Reviewed on Nov 21, 2025

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Oakley Hotel Deals

Best Western Plus Delta Inn & Suites

Best Western Plus Delta Inn & Suites

2.5 out of 5
5549 Bridgehead Road Oakley CA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $139 total per night from Jan 4 to Jan 5
$139 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Great customer service. Cleanliness and great locstion

Reviewed on Dec 20, 2025

Best Western Plus Delta Inn & Suites
Sonesta Select Pleasant Hill

Sonesta Select Pleasant Hill

3 out of 5
2250 Contra Costa Blvd Pleasant Hill CA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Dec 28 to Dec 29
$125 total
Dec 28 - Dec 29
Total with taxes and fees
8.6/10 Excellent! (1,120 reviews)
Super

Reviewed on Dec 24, 2025

Sonesta Select Pleasant Hill
Concord Plaza Hotel

Concord Plaza Hotel

3.5 out of 5
45 John Glenn Drive Concord CA
Fully refundable
$106 nightly
The price is $120 total per night from Jan 8 to Jan 9
$120 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
7.4/10 Good! (1,041 reviews)
yes

Reviewed on Dec 21, 2025

Concord Plaza Hotel
See all 569 properties in Oakley
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.

Find the Best Oakley Vacation Packages

Oakley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stockton, CA (SCK-Stockton Municipal)
Population
39,800
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
Antioch WaterPark, Hannah Nicole Vineyards and El Campanil Theatre

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Frequently asked questions

How much does an Oakley vacation package cost?
You'll find cheap prices from $510 on Expedia for your Oakley escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Oakley costs.
What are the cheapest months to go to Oakley?
You can typically find lower prices and better availability in July, September and October. Browse our cheap Oakley vacation packages and you could land some excellent off-season deals.
How many days is enough for Oakley?
The ideal duration for your Oakley vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to go to all the leading attractions and discover some hidden gems along the way.
How to find the best Oakley package deals?
Bagging a cheap Oakley package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Oakley package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Oakley vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Oakley vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Oakley?
If you're considering an impromptu Oakley getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Oakley vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Oakley vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

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