Oakley Vacations from $1,281

Book a Hotel + Flight or Car together to unlock savings

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.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,971, price is now $1,281 per person
$1,281
per person
Nov 24 - Nov 30
found 24 hours ago
Roundtrip flight included
New York (NYC) to Oakland (OAK)
8.8/10 Excellent! (1,014 reviews)
Beautiful, classic property. Great art and views.

Reviewed on Oct 12, 2025

Zegarra Estate

Zegarra Estate

5 out of 5
Save 100% on your flight
Price was $3,616, price is now $2,425 per person
$2,425
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Oakland (OAK)
No reviews
Coplan Vineyards by Avantstay 10-acre Estate w/ Pool, Spa, Bocce & Designer Interiors

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

3 out of 5
Save 100% on your flight
Price was $8,010, price is now $5,466 per person
$5,466
per person
Dec 26 - Dec 30
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
No reviews
Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

3 out of 5
Save 100% on your flight
Price was $5,476, price is now $3,811 per person
$3,811
per person
Dec 26 - Dec 30
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
No reviews
Hotel Yountville

Hotel Yountville

4 out of 5
Save 100% on your flight
Price was $1,829, price is now $1,284 per person
$1,284
per person
Dec 26 - Dec 30
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
9.6/10 Exceptional! (1,004 reviews)
We loved this hotel. Pricey but lovely!

Reviewed on Oct 1, 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
$140 nightly
The price is $154 total per night from Oct 19 to Oct 20
$154 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
"Very clean rooms and nicely furnished."

Reviewed on Oct 10, 2025

Best Western Plus Delta Inn & Suites
Concord Plaza Hotel

Concord Plaza Hotel

3.5 out of 5
45 John Glenn Drive, Concord, CA
Fully refundable
$97 nightly
The price is $110 total per night from Oct 29 to Oct 30
$110 total
Oct 29 - Oct 30
Total with taxes and fees
7.4/10 Good! (936 reviews)
"Excellent staff"

Reviewed on Oct 14, 2025

Concord Plaza Hotel
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 Oct 26 to Oct 27
$142 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
"I like the location and it’s not noisy"

Reviewed on Oct 13, 2025

Walnut Creek Marriott
See all 549 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.

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 $1,281 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.