Live Oak Vacations from $272
Book a Hotel + Flight or Car together to unlock savings
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!
The Latest Live Oak vacation packages
Price found within the past 48 hours. Click for updated prices.
Marbella Lane Duplex San Jose 10-Min to Levi’s
Willow Glen
$1,566
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8.2/10 Very Good! (15 reviews)
Thank you for giving my family the pleasure of staying in your home
Reviewed on May 21, 2026
Hotel Strata
Old Mountain View
$545
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
9.6/10 Exceptional! (447 reviews)
Booked a stay here for trip to take my son to see his favorite artists perform at Shoreline Amphitheater. This was one of the best stays ive had at a hotel. Rageev, Guneet and Fernanado were all amazing and helpful. This hotel has thought of everything you may need or want for a pleasant stay. At checkin we were given welcome bags that had slippers, eyemask for sleeping and a bottle of Path water and there are path refill stations. Rooms were super clean and had every hookup needed for computers or gaming consoles. Nice rabbit air filtration system as well. The windows open fully which is nice for fresh air. The bathroom has heated floors and a Japanese heated toilet seat. The shower has 3 heads. Overhead rain shower, regular wall shower head and a handheld head. Best shower ever. Nice selection of teas, coffees and snacks available free in lobby 24/7 but its the espresso/coffee machine available during breakfast that was my favorite. I've never stayed anywhere that I enjoyed the coffee available. Convenient location to Shoreline. Also there's an In N Out and corner store within a few minutes walking. We will definitely stay here again and refer friends.
Reviewed on Oct 5, 2026
What to do in Live Oak
Beach Hill to Historic Downtown Santa Cruz Loop
$45
per adult
Capitola Friday Night Food Tour
$129
per adult
100% of travellers recommend
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
$45
per adult
Live Oak Hotel Deals
Chaminade Resort & Spa
1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
$207 nightly
$237 total
Oct 18 - Oct 19
Total with taxes and fees
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
$347 nightly
$389 total
Oct 18 - Oct 19
Total with taxes and fees
Seaside Inn & Suites
525 Ocean St Santa Cruz CA
Fully refundableReserve now, pay when you stay
$62 nightly
$72 total
Nov 3 - Nov 4
Total with taxes and 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.
Find the Best Live Oak Vacation Packages
Live Oak Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Norman Y. Mineta San Jose Intl. Airport (SJC) |
Population | 17,200 |
Top Sights | Santa Cruz Beach Boardwalk, Natural Bridges State Park and Main Beach |
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Frequently asked questions
How much does a Live Oak vacation package cost?
You'll find cheap prices from $272 on Expedia for your Live Oak getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Live Oak costs.
What are the cheapest months to go to Live Oak?
If you'd like to score a cheap Live Oak vacation package, consider traveling in January, August and December. You're likely to find lower prices on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Live Oak?
With a well-organized itinerary, you can easily visit the most popular Live Oak sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Live Oak vacation for longer.
How to find the best Live Oak package deals?
Begin your search for a Live Oak package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Live Oak package deal straight away, simply change 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 adventure off to a flying start.
Is it cheaper to book a Live Oak vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can customize your Live Oak trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Live Oak?
If you're considering a spur-of-the-moment Live Oak trip, browse 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 score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Live Oak?
- Pick your travel dates: The things you want to do in Live Oak and your favorite season will help you decide when to travel.
- Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may arise during your trip to Live Oak.
- Explore Live Oak with our trip planning tool: Gain insights into the top attractions and best properties for your trip to Live Oak. You can also save your favorite locations, collaborate with family and friends and manage your plans in one place.
- Determine how many days away: Start by compiling a list of the attractions you'd like to experience in Live Oak. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the ideal Live Oak vacation package for you.
- Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Live Oak. Find all the fun things to do in Live Oak with our dedicated travel guide.
Does Expedia offer Book Now, Pay Later Live Oak vacation packages?
Set off on your perfect escape to Live Oak with our Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.