Oakley Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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!
Top Oakley Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Lavender, A Four Sisters Inn
CA $3,452
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Oakland (OAK)
8.8/10 Excellent! (447 reviews)
Everything was great, the outside sitting areas were delightful. The breakfast was great and the staff were the best.
Reviewed on Jun 9, 2026
Ready to book your vacation to Oakley?
Oakley Hotel Deals
Best Western Plus Delta Inn & Suites
5549 Bridgehead Road Oakley CA
Fully refundableReserve now, pay when you stay
CA $174
CA $191 total
Aug 19 - Aug 20
includes taxes & fees
Romantic Getaway with Sauna, fireplace and great seal watching
Oakley CA
CA $210
CA $470 total
Aug 9 - Aug 10
includes taxes & fees
10/10 Exceptional! (28 reviews)
"Our stay on the DeltaJaz was fantastic! It was unique, quiet, relaxing and had everything we needed for a memorable getaway. We were able to bring our own ski boat along and Sandra was so accommodating in getting the open berth ready for us to dock and parking our trailer. It was so much fun to explore ..."
Reviewed on Jul 1, 2026
Walnut Creek Marriott
2355 N Main St Walnut Creek CA
Fully refundableReserve now, pay when you stay
CA $164
CA $184 total
Aug 16 - Aug 17
includes taxes & fees
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.
Frequently asked questions
How much does an Oakley vacation package cost?
Offering excellent value package deals from CA $1,291 on Expedia, you'll be thrilled with how little a vacation to Oakley costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oakley?
December, January and February are the best times to look for cheap Oakley vacation packages. Travelling in quieter periods means you can usually find better prices on flights and accommodations.
How many days is enough for Oakley?
When planning your Oakley vacation, a handful of days will be enough to tour the top spots. Make sure to check out Brentwood Family Aquatic Complex — it's one of the most popular attractions in this destination. If you're after more adventure, consider basing yourself here and going on some trips from Oakley.
How to find the best Oakley package deals?
Use Expedia's filters to help you find some terrific Oakley package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Oakley package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Oakley vacation as a package?
You can enjoy significant savings on your next Oakley break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oakley?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Oakley escape.
How to plan a trip to Oakley?
- Choose when to get away: Check your calendar and get your bags packed. Your favourite time of year and the available activities will also help you decide when to vacation in Oakley.
- Plan your budget wisely: On top of the cost of your accommodations, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Oakley.
- Decide your trip length: Consider how long you'd like to spend exploring Oakley. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick an Oakley vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
