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.
Studios Inn

Studios Inn

3.5 out of 5
Price was CA $1,323, price is now CA $1,036 per person
CA $1,036
per person
Jun 1 - Jun 7
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Jose (SJC)
9/10 Wonderful! (104 reviews)
As other reviews indicated The Room was very small and simple, it was clean but it is an old building so it's not updated look wise. However it was perfect for a work traveler that is looking for an affordable place, in a good location and will only sleep and is going to work from room when in there. It has an extra charge for parking and the staff it was friendly and helpful. They have a hard 3 pm check in, laundry room and a gym. I would stay here if I was coming for work

Reviewed on Feb 19, 2026

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was CA $3,639, price is now CA $2,486 per person
CA $2,486
per person
Jul 3 - Jul 10
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Jose (SJC)
9.4/10 Exceptional! (1,357 reviews)
Highly recommend to family and friends . Could be better… breakfast included

Reviewed on Apr 18, 2026

@ Marbella Lane - Stylish Cozy4br in Siliconvalley

@ Marbella Lane - Stylish Cozy4br in Siliconvalley

3 out of 5
Price was CA $2,915, price is now CA $2,226 per person
CA $2,226
per person
Jun 1 - Jun 5
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Jose (SJC)
No reviews
Avatar Hotel Santa Clara, Tapestry Collection by Hilton

Avatar Hotel Santa Clara, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $1,488, price is now CA $1,172 per person
CA $1,172
per person
Jun 5 - Jun 10
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Jose (SJC)
8.8/10 Excellent! (278 reviews)
Excelente servicio y precio el personal muy amable

Reviewed on Apr 19, 2026

Hotel Valencia Santana Row

Hotel Valencia Santana Row

4 out of 5
Price was CA $2,301, price is now CA $1,841 per person
CA $1,841
per person
Jun 5 - Jun 10
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Jose (SJC)
9/10 Wonderful! (1,011 reviews)
The location was perfect! It was so nice to walk out of the hotel and be in the middle of everything.

Reviewed on Apr 20, 2026

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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 $185 per night from May 3 to May 4
CA $185
CA $269 total
May 3 - May 4
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
This place is great. Beautiful, temp feels amazing, it’s quiet. Loved it. Rooms have hollow floor so a little neighbor noisy but otherwise it’s silent at night

Reviewed on Apr 22, 2026

Chaminade Resort & Spa
Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is CA $303 per night from Apr 28 to Apr 29
CA $303
CA $346 total
Apr 28 - Apr 29
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Great place to stay! We would definitely go back!

Reviewed on Apr 23, 2026

Dream Inn Santa Cruz
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 $218 per night from Apr 27 to Apr 28
CA $218
CA $250 total
Apr 27 - Apr 28
includes taxes & fees
9.2/10 Wonderful! (1,261 reviews)
None

Reviewed on Apr 22, 2026

La Quinta Inn & Suites by Wyndham Santa Cruz
See all 1,382 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(70 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
T4D055 Sunset, Cowell Beach, Santa Cruz, California, United States

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 Surfing Lesson - Pacifica or Santa Cruz

Beginner Surfing Lesson - Pacifica or Santa Cruz

CA $194
per adult
Beginner Surfing Lesson - Pacifica or Santa Cruz
Capitola Private 2-Hour Walking Tour

Capitola Private Personalized Self-Guided App Tour

CA $7
per traveller
Capitola Private Personalized Self-Guided App Tour
Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

UC Santa Cruz: Personalized Self-Guided App Tour

CA $7
per traveller
UC Santa Cruz: Personalized Self-Guided App Tour
See all activities in Live Oak

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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.