Oakley Vacations from $439

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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.
Elm House Inn

Elm House Inn

2.5 out of 5
Central Napa
Price was $640, price is now $439 per person
$439
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
9.6/10 Exceptional! (1,410 reviews)
The hotel had easy access from the freeway. It was close to downtown and had an inviting outdoor space. I liked the common area with rooms above and was really impressed by their complimentary breakfast and fresh baked cookies. A wonderful affordable lodging option in Napa.

Reviewed on Feb 4, 2026

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,524, price is now $1,556 per person
$1,556
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
Great food and amenities

Reviewed on Jan 19, 2026

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
Price was $1,425, price is now $902 per person
$902
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
Always an amazing time staying at Silverado. Staff are ultra friendly and anything we need the staff are super attentive. Shout out to Jason and Drew!

Reviewed on Feb 2, 2026

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $2,293, price is now $1,580 per person
$1,580
per person
Apr 24 - Apr 30
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.6/10 Excellent! (1,001 reviews)
Room fine, staff fine, but nearby, just off the property, was a dog that never stopped barking. Fairmont should do something about that!!

Reviewed on Jan 16, 2026

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $1,008, price is now $695 per person
$695
per person
Apr 16 - Apr 19
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,344 reviews)
Great staff and very clean

Reviewed on Jan 12, 2026

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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
$130 nightly
The price is $144 total per night from Mar 1 to Mar 2
$144 total
Mar 1 - Mar 2
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
Room was clean and spacious.

Reviewed on Jan 11, 2026

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
$111 nightly
The price is $127 total per night from Mar 1 to Mar 2
$127 total
Mar 1 - Mar 2
Total with taxes and fees
8.6/10 Excellent! (1,170 reviews)
Great staff. Pet friendly!

Reviewed on Jan 31, 2026

Sonesta Select Pleasant Hill
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
$118 nightly
The price is $134 total per night from Feb 22 to Feb 23
$134 total
Feb 22 - Feb 23
Total with taxes and fees
8.2/10 Very Good! (1,223 reviews)
Staff was very friendly, professional and courteous.

Reviewed on Jan 29, 2026

Embassy Suites by Hilton Walnut Creek
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 $439 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.