Oakley Vacations from $334

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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.
Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Save 100% on your flight
Price was $457, price is now $334 per person
$334
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
9.6/10 Exceptional! (1,011 reviews)
Charming hotel. Great location. Delicious breakfast.

Reviewed on Oct 27, 2026

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Berkeley Marina
Save 100% on your flight
Price was $569, price is now $387 per person
$387
per person
Dec 17 - Dec 22
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
8.2/10 Very Good! (5,193 reviews)

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $871, price is now $634 per person
$634
per person
Dec 9 - Dec 12
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
9/10 Wonderful! (1,203 reviews)
Iconic old hotel

Reviewed on Oct 27, 2026

Napa Valley Marriott Hotel & Spa

Napa Valley Marriott Hotel & Spa

4 out of 5
Linda Vista
Save 100% on your flight
Price was $521, price is now $381 per person
$381
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
8.4/10 Very Good! (1,006 reviews)
The bed was very spongy and the pillows are or were overused for my liking. better mattresses and pillows should be considered. 5 out of 10

Reviewed on Oct 26, 2026

Elm House Inn

Elm House Inn

2.5 out of 5
Central Napa
Save 100% on your flight
Price was $457, price is now $343 per person
$343
per person
Dec 9 - Dec 12
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
9.6/10 Exceptional! (1,630 reviews)

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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 $334 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.