Westside Santa Cruz Vacation Packages 2026 from $797

Your Westside Santa Cruz Vacation

Book a vacation package to Westside Santa Cruz and enjoy the best of what this picturesque neighborhood has to offer. Noted for its walking, cafes and dining, your next awesome adventure is waiting for you here. Wondering where to go during your trip to Westside Santa Cruz? Nearby attractions such as Santa Cruz Beach Boardwalk, University of California, Santa Cruz and Natural Bridges State Park are great places to start. Expedia can help turn your dream Westside Santa Cruz vacation into reality, no matter your budget or travel plans.

The Latest Westside Santa Cruz Vacation Packages

Price found within the past 48 hours. Click for updated prices.

@ Marbella Lane - Immaculate & Cozy 3BR Home

Save 100% on your flight

$797

per person

Dec 17 - Dec 20

found 21 hours ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

No reviews

Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight

$923

per person

Dec 17 - Dec 20

found 11 hours ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

No reviews

Marbella Lane Duplex San Jose 10-Min to Levi’s

Willow Glen

Save 100% on your flight

$1,562

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

Marbella Lane Triplex San Jose

Northside

$915

per person

Dec 11 - Dec 14

found 20 hours ago

Roundtrip flight included

Burbank (BUR) to San Jose (SJC)

7.2/10 Good! (45 reviews)

Just only 4 pm can check in. 😞

Reviewed on Apr 28, 2026

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

Save 100% on your flight

$1,174

per person

Dec 17 - Dec 20

found 16 hours ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

No reviews

Where to stay in Westside Santa Cruz

Find the best Westside Santa Cruz areas and neighborhoods for the activities you enjoy most. Learn more about Westside Santa Cruz

A rocky coastline with waves crashing against the rocks.

Eastside Santa Cruz

1 out of top 10 points of interest in this area

Eastside Santa Cruz is known for its beaches, and you can plan a trip to Monterey Bay and Twin Lakes State Beach while you're in town.

A crowded beach with numerous boats and people.

Pleasure Point

World-renowned surf spot with a strong surf culture, Pleasure Point offers picturesque ocean views along East Cliff Drive and a walkable path with separate bike lanes. Enjoy amenities at Pleasure Point Park and nearby 41st Ave commercial district.

A street with a clock tower, a tram, and a building with a sign.

Beach Hill - Beach Flats

Beach Hill - Beach Flats might not have many top sights, but Santa Cruz Beach Boardwalk and Monterey Bay National Marine Sanctuary Exploration Center are two attractions nearby that you can check out.

A historic building with a distinctive corner turret, surrounded by autumn-colored trees and a clear street.

Downtown Santa Cruz

Unique features of Downtown Santa Cruz include the beaches and restaurants. Make a stop by Pacific Avenue or Santa Cruz Museum of Art and History while you're exploring the area.

A beach with people playing and walking.

Upper Seabright

When in Upper Seabright, you can plan a visit to Santa Cruz Beach Boardwalk and Santa Cruz Harbor, some noteworthy sights in the nearby area.

Westside Santa Cruz Hotel Deals

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

Marea Sol Hotel

301 Beach St Santa Cruz CA

Fully refundableReserve now, pay when you stay

$110 nightly

$127 total

Oct 26 - Oct 27

Total with taxes and fees

9/10 Wonderful! (1,629 reviews)

"I was very pleased with my stay it was very clean and it’s at a great location"

Reviewed on Oct 5, 2026

See all 1,249 properties in Westside Santa Cruz

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.

Stay near popular Westside Santa Cruz attractions

A beachside amusement park with a Ferris wheel, a roller coaster, and a building with a red roof.

Santa Cruz Beach Boardwalk

8.8/10 (6,089 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.

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A pier extending into the ocean with a roller coaster in the background.

Santa Cruz Wharf

9.0/10 (2,069 reviews)

After visiting Santa Cruz Wharf, make a plan to see the other sights and activities in Santa Cruz. Attend a sporting event in this walkable area, or seek out the surfing spots.

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A coastal rock formation with an arch, waves crashing against it, and a seagull standing on the beach.

Natural Bridges State Park

9.0/10 (842 reviews)

You can take time to visit Natural Bridges State Park during your travels to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

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A historic half-timbered building with a stone facade, surrounded by trees and a red brick sidewalk.

Ocean Street

8.6/10 (1,332 reviews)

During your visit to Santa Cruz, you can enjoy retail therapy at Ocean Street. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

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Pacific Avenue

8.6/10 (951 reviews)

During your visit to Santa Cruz, you can browse for the perfect souvenirs at Pacific Avenue. Wander the beautiful beaches in this family-friendly area.

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Santa Cruz Main Beach

9.0/10 (19 reviews)

Why not spend a lazy afternoon at Santa Cruz Main Beach during your trip to Santa Cruz? Attend a sporting event in this walkable area, or seek out the biking trails.

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University of California Santa Cruz Arboretum

8.4/10 (103 reviews)

Explore the lovely green spaces of University of California Santa Cruz Arboretum and enjoy the surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

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Monterey Bay National Marine Sanctuary Exploration Center

8.0/10 (4 reviews)

You can spend an afternoon studying the exhibits at Monterey Bay National Marine Sanctuary Exploration Center during your travels in Santa Cruz. Attend a sporting event in this walkable area, or seek out the surfing spots.

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Things to do

Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

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

See all activities in Santa Cruz

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Westside Santa Cruz Vacations from $797

Book a Hotel + Flight or Car together to unlock savings

Room 1

Your Westside Santa Cruz Vacation

The Latest Westside Santa Cruz Vacation Packages

@ Marbella Lane - Immaculate & Cozy 3BR Home

Marbella Lane - 3BR Designer Near Valley Fair

Marbella Lane Duplex San Jose 10-Min to Levi’s

Marbella Lane Triplex San Jose

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

Where to stay in Westside Santa Cruz

Eastside Santa Cruz

Pleasure Point

Beach Hill - Beach Flats

Downtown Santa Cruz

Upper Seabright

Westside Santa Cruz Hotel Deals

La Bahia Hotel and Spa

Seaside Inn & Suites

Marea Sol Hotel

Stay near popular Westside Santa Cruz attractions

Santa Cruz Beach Boardwalk

Santa Cruz Wharf

Natural Bridges State Park

Ocean Street

Pacific Avenue

Santa Cruz Main Beach

University of California Santa Cruz Arboretum

Monterey Bay National Marine Sanctuary Exploration Center

Things to do

Beach Hill to Historic Downtown Santa Cruz Loop

Capitola Friday Night Food Tour

Santa Cruz Walking Tour: Discover Downtown & Mission Hill