Live Oak Vacation Packages

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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.
Ramada by Wyndham Mountain View

Ramada by Wyndham Mountain View

2.5 out of 5
North Whisman
per person
Sep 26 - Sep 30
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
7.8/10 Good! (838 reviews)
Staff were welcoming and accommodating! Room was clean and the bed was comfortable. The included breakfast and coffee were underwhelming, but the hotel is located in an area with quick access to other restaurants and grocery stores.

Reviewed on Jul. 7, 2025

La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown

La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown

3 out of 5
Hyde Park
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Jose (SJC)
8.8/10 Excellent! (1,071 reviews)
Really nice hotel. Clean and super peaceful.

Reviewed on Jul. 21, 2025

Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
North San Jose
per person
Sep 15 - Sep 18
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to San Jose (SJC)
8.8/10 Excellent! (1,410 reviews)
Love everything about this place. I stay here frequently for work.

Reviewed on Jul. 22, 2025

Cupertino Hotel

Cupertino Hotel

3.5 out of 5
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Jose (SJC)
8/10 Very Good! (1,000 reviews)
Nice staff and rooms

Reviewed on Jul. 24, 2025

@ Marbella Lane - 4BR Home Away From Home Ldry

@ Marbella Lane - 4BR Home Away From Home Ldry

3 out of 5
Ardenwood
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Jose (SJC)
No reviews

Ready to book your vacation to Live Oak?

 

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Live Oak Hotel Deals

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
1 Chaminade Ln, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from Jul 27 to Jul 28
CA $238
CA $328 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"It was an amazing stay, I would recommend and I will book again. The restaurant was amazing! Food was great!!!"

Reviewed on Jul. 20, 2025

Chaminade Resort & Spa
Harbor Inn

Harbor Inn

2 out of 5
645 Seventh Ave, Santa Cruz, CA
The price is CA $231 per night from Jul 27 to Jul 28
CA $231
CA $261 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (340 reviews)
"Quiet and not crowded"

Reviewed on Jun. 24, 2025

Harbor Inn
La Quinta Inn & Suites by Wyndham Santa Cruz

La Quinta Inn & Suites by Wyndham Santa Cruz

3 out of 5
550 2nd St, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is CA $298 per night from Aug 6 to Aug 7
CA $298
CA $340 total
Aug 6 - Aug 7
includes taxes & fees
9.2/10 Wonderful! (1,218 reviews)
Decent place in Santa Cruz
"We were upgraded to a larger room which was great. The room was clean and comfortable, although the carpet was a bit worn. Breakfast could have had more options."

Reviewed on Jul. 21, 2025

La Quinta Inn & Suites by Wyndham Santa Cruz
See all 1,306 properties in Live Oak
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Live Oak

Santa Cruz Beach Boardwalk

Santa Cruz Beach Boardwalk

4/5(69 reviews)

Enjoy the thrills at Santa Cruz Beach Boardwalk and find out why people love this theme park in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Santa Cruz Beach Boardwalk
Santa Cruz Harbor

Santa Cruz Harbor

Explore the waterfront in Santa Cruz with a trip to Santa Cruz Harbor. While you're in the area, stroll along the beautiful beaches.

Santa Cruz Harbor
Cowell's Beach

Cowell's Beach

Explore the waterfront of Cowell's Beach and enjoy activities such as surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Cowell's Beach

What to do in Live Oak

Beginner Surf Lesson in Santa Cruz

Beginner Surf Lesson in Santa Cruz

CA $177
per adult
Beginner Surf Lesson in Santa Cruz
Santa Cruz Guided E-Bike Ride & Most Fun Ebike Tour

Santa Cruz Guided eBike Ride & Most Fun Bike e-Bike Tour

CA $151
per adult
Santa Cruz Guided eBike Ride & Most Fun Bike e-Bike Tour
5-Hour Wilderness Skills & Survival Clinic

5-Hour Wilderness Skills & Survival Clinic

CA $190
per adult
5-Hour Wilderness Skills & Survival Clinic
See all activities in Live Oak

Frequently asked questions

How much does a Live Oak vacation package cost?
You'll find cheap prices from CA $484 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?

  1. Choose your dates: What you plan to do in Live Oak and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.