Oakley Vacations from $762

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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 $1,161, price is now $762 per person
$762
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.8/10 Excellent! (1,297 reviews)
The trail nearby along the river was nice.

Reviewed on Aug 24, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $2,209, price is now $1,457 per person
$1,457
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,014 reviews)
We had an issue with the room not being totally clean but they made it correct.

Reviewed on Aug 24, 2025

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
Price was $1,637, price is now $1,108 per person
$1,108
per person
Oct 16 - Oct 19
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.8/10 Excellent! (1,029 reviews)
Property is gorgeous, rooms were clean, and the shuttle service was timely and convenient to get around the resort.

Reviewed on Aug 23, 2025

Hotel Yountville

Hotel Yountville

4 out of 5
Save 100% on your flight
Price was $2,759, price is now $1,903 per person
$1,903
per person
Oct 12 - Oct 16
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
9.6/10 Exceptional! (1,007 reviews)
Only issue was road noise but it was well configured. Great breakfast.

Reviewed on Aug 24, 2025

Coplan Vineyards 10-acre Estate w/ Pool, Spa, Bocce & Designer Interiors

Coplan Vineyards 10-acre Estate w/ Pool, Spa, Bocce & Designer Interiors

3 out of 5
Save 100% on your flight
Price was $10,183, price is now $7,067 per person
$7,067
per person
Oct 10 - Oct 17
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Oakley
View all trips

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
$140 nightly
The price is $154 total per night from Aug 25 to Aug 26
$154 total
Aug 25 - Aug 26
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
"Nice rooms"

Reviewed on Aug 16, 2025

Best Western Plus Delta Inn & Suites
Romantic Getaway with Sauna, fireplace and great seal watching

Romantic Getaway with Sauna, fireplace and great seal watching

Oakley
$337 nightly
The price is $337 total per night from Sep 7 to Sep 8
$337 total
Sep 7 - Sep 8
Total with taxes and fees
10/10 Exceptional! (23 reviews)
GREAT Location and GREAT hosts.
"What a wonderful experience, the Jaz itself is about as nice as a houseboat can get, and Sandra was an amazing host, she even decorated the place for our anniversary as a surprise. This is the type of rental that gives Air b&b/vrbo a good name."

Reviewed on Jul 6, 2025

Romantic Getaway with Sauna, fireplace and great seal watching
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
$127 nightly
The price is $142 total per night from Aug 31 to Sep 1
$142 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"#####"

Reviewed on Aug 19, 2025

Walnut Creek Marriott
See all 544 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Oakley vacation package cost?
You'll find cheap prices from $762 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.