Oakley Vacations from $227

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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.
WorldMark Windsor

WorldMark Windsor

3 out of 5
Save 100% on your flight
Price was $334, price is now $227 per person
$227
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
9/10 Wonderful! (352 reviews)
Very unhappy with check in. Check in was 4:00, they did not have our room ready until 5:30.

Reviewed on Dec 5, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $772, price is now $484 per person
$484
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,008 reviews)
The room was awesome. Staff was wonderful and very accomodating

Reviewed on Dec 15, 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 $2,798, price is now $1,791 per person
$1,791
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Miami (MIA) 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

Inn At Sonoma - A Four Sisters Inn

Inn At Sonoma - A Four Sisters Inn

3.5 out of 5
Save 100% on your flight
Price was $663, price is now $447 per person
$447
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
9/10 Wonderful! (1,003 reviews)
Friendly service, clean and comfortable room, complimentary cheese and wine in the afternoon, and an excellent breakfast.

Reviewed on Dec 17, 2025

Marquee By Avantstay Modern Stylish Estate w/ Pool & Entertainers Courtyard

Marquee By Avantstay Modern Stylish Estate w/ Pool & Entertainers Courtyard

3.5 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $3,854, price is now $2,655 per person
$2,655
per person
Mar 6 - Mar 10
found 8 hours ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
No reviews
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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 Dec 28 to Dec 29
$139 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
Good

Reviewed on Dec 16, 2025

Best Western Plus Delta Inn & Suites
Walnut Creek Marriott

Walnut Creek Marriott

3.5 out of 5
2355 N Main St Walnut Creek CA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $132 total per night from Dec 28 to Dec 29
$132 total
Dec 28 - Dec 29
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
Great customer service!

Reviewed on Dec 13, 2025

Walnut Creek Marriott
Embassy Suites by Hilton Walnut Creek

Embassy Suites by Hilton Walnut Creek

3.5 out of 5
1345 Treat Boulevard Walnut Creek CA
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $133 total per night from Dec 28 to Dec 29
$133 total
Dec 28 - Dec 29
Total with taxes and fees
8.4/10 Very Good! (1,206 reviews)
Room is way too dark.

Reviewed on Dec 17, 2025

Embassy Suites by Hilton Walnut Creek
See all 567 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 $227 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.

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