Live Oak 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 Live Oak Vacation
With a reputation for its laid-back lifestyle and small-town feel, Live Oak is a fabulous getaway destination. Book one of our Live Oak vacation packages and immerse yourself in all that this fascinating city has to offer. Make your trip to Live Oak even more exciting by going sightseeing. Santa Cruz Beach Boardwalk, University of California, Santa Cruz and Natural Bridges State Park are among the leading attractions worth exploring. Stop daydreaming and start doing. Explore the range of options on Expedia today and finally put your Live Oak vacation plans into action!
Top Live Oak Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sonesta Silicon Valley
CA $1,014
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Jose (SJC)
9.2/10 Wonderful! (2,193 reviews)
The receptionist in the morning is not helpful, very reluctant and ignored my request .
I requested her to provide clean towels in the early morning, when I came back in the evening,I didn’t have any .
I had to go to the lobby to pick up .
Reviewed on Sep 13, 2026
Shashi Hotel Mountain View Palo Alto
CA $1,590
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Jose (SJC)
9.4/10 Exceptional! (1,419 reviews)
Shashi Hotel is really nice and well kept! Staff very helpful! There is a huge parking lot that used to be free to park. They are now charging $20 for parking. Patrons now are parking on sidewalk, which is unfortunate that such a quality hotel is having customers park on the sidewalk leaving the hotel parking lot largely vacant. Please return parking to free for customers. It doesn't feel good having such a nice hotel have customers park on the sidewalk. It doesn't match the vibe of the hotel! Thanks for your consideration!!!
Reviewed on Sep 13, 2026
Ready to book your vacation to Live Oak?
Live Oak Hotel Deals
Chaminade Resort & Spa
1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $243
CA $342 total
Sep 27 - Sep 28
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Great rooms, different sizes and views, some have patios or balconies and some don't. Very relaxing with lots to do on property. Wonderful place to relax"
Reviewed on Sep 13, 2026
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $361
CA $483 total
Sep 21 - Sep 22
includes taxes & fees
La Quinta Inn & Suites by Wyndham Santa Cruz
550 2nd St Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $187
CA $216 total
Sep 15 - Sep 16
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.
What to do in Live Oak
Beach Hill to Historic Downtown Santa Cruz Loop
CA $62
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
CA $62
per adult
Santa Cruz Surf Walk: History and Culture Tour
CA $62
per adult
Frequently asked questions
How much does a Live Oak vacation package cost?
You'll find cheap prices from CA $662 on Expedia for your Live Oak break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Live Oak costs.
What are the cheapest months to go to Live Oak?
If you're looking to book a cheap Live Oak vacation package, consider travelling in December, January and February. You'll usually find lower prices on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Live Oak?
Live Oak vacations come in many shapes and sizes, but to really sink your teeth into this destination, we'd say 2 days is a good ballpark. In this timeframe, you can fit in headline attractions like Natural Bridges State Park and Santa Cruz Harbour along with lesser-known gems. Don't forget to visit cool neighbourhoods such as Westside Santa Cruz and Lower Ocean either. If you plan wisely, you can even allow for a day trip or two from Live Oak too.
How to find the best Live Oak package deals?
Start your search for a Live Oak package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Live Oak package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Live Oak escape off to a flying start.
Is it cheaper to book a Live Oak vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can personalize your Live Oak trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Live Oak?
If you're considering an impromptu Live Oak trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Live Oak?
- Choose your dates: What you plan to do in Live Oak and your favourite season can help you decide when to go.
- Figure out your budget: Ensure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Live Oak.
- Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Live Oak. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the right Live Oak vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
