Eastside Santa Cruz Vacation Packages 2026 from $395

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Your Eastside Santa Cruz Vacation

Make planning your travels simpler by snapping up a vacation package to Eastside Santa Cruz. We'll handle the details, so you can focus on savoring everything this neighborhood can offer. Start your trip to Eastside Santa Cruz by checking out nearby attractions such as Santa Cruz Beach Boardwalk, Main Beach and Santa Cruz Surfing Museum. No matter your travel plans or budget, booking your dream Eastside Santa Cruz vacation is quick and easy with Expedia.

The Latest Eastside Santa Cruz Vacation Packages

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

Marbella Lane Triplex San Jose

Northside

Save 100% on your flight

$395

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

7.2/10 Good! (45 reviews)

Just only 4 pm can check in. 😞

Reviewed on Apr 28, 2026

Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight

$2,239

per person

Nov 24 - Nov 30

found 3 hours ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

No reviews

@ Marbella Lane - 4BR Siliconvalley Gempool House

Berryessa

Save 100% on your flight

$3,551

per person

Nov 24 - Nov 30

found 4 hours ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

No reviews

@ Marbella Lane - Immaculate & Cozy 3BR Home

Save 100% on your flight

$1,053

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

No reviews

Aqua Breeze Inn

Westside Santa Cruz

Save 100% on your flight

$471

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

8.2/10 Very Good! (1,005 reviews)

Exactly what I was hoping for a beautiful room very large with a great view of the pier. Thank you very much

Reviewed on Sep 20, 2026

Where to stay in Eastside Santa Cruz

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

A coastal cityscape with a beach, pier, and amusement park.

Westside Santa Cruz

7 out of top 10 points of interest in this area

Westside Santa Cruz is known for its stunning beaches, and with sights like Santa Cruz Beach Boardwalk and Monterey Bay, you won't get bored spending a day wandering around this part of Santa Cruz.

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 Santa Cruz Main Beach 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.

Eastside Santa Cruz Hotel Deals

Hitching Post Studios Inn

1717 Soquel Avenue Santa Cruz CA

$78 nightly

$90 total

Oct 22 - Oct 23

Total with taxes and fees

8.6/10 Excellent! (469 reviews)

"While the room was overall clean, the beds were extremely uncomfortable with the roughest sheets I’ve ever felt, and basically no blanket at all. The TV was ancient, so viewing options were limited to basic cable. The furniture was pretty shabby as well, not even a lamp (only bright overhead lights). ..."

Reviewed on Sep 21, 2026

Bella Notte

21305 E Cliff Dr Santa Cruz CA

Fully refundableReserve now, pay when you stay

$178 nightly

$191 total

Oct 19 - Oct 20

Total with taxes and fees

Ocean Echo Inn and Beach Cottages

401 Johans Beach Dr Santa Cruz CA

Fully refundableReserve now, pay when you stay

$132 nightly

$152 total

Sep 22 - Sep 23

Total with taxes and fees

See all 1,289 properties in Eastside 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 Eastside Santa Cruz attractions

Seabright Beach

Why not spend a lazy afternoon at Seabright Beach during your trip to Santa Cruz? While you're in the area, stroll along the beautiful beaches.

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Twin Lakes State Beach

Why not spend a lazy afternoon at Twin Lakes State Beach during your trip to Santa Cruz? While you're in the area, stroll along the beautiful beaches.

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Sunny Cove Beach

10.0/10 (1 review)

Why not spend a lazy afternoon at Sunny Cove Beach during your trip to Twin Lakes? While you're in the area, stroll along the beautiful beaches.

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Pleasure Point Park

8.2/10 (37 reviews)

Explore the lovely green spaces of Pleasure Point Park 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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Harbor Beach

Why not spend a lazy afternoon at Harbor Beach during your trip to Lower Seabright? While you're in the area, stroll along the beautiful beaches.

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Santa Maria's Beach

Why not spend a lazy afternoon at Santa Maria's Beach during your trip to Santa Cruz? While you're in the area, stroll along the beautiful beaches.

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DeLaveaga Golf Course

Play a round of golf in Santa Cruz at DeLaveaga Golf Course, and enjoy other activities such as surfing. Attend a sporting event in this walkable area, or seek out the biking trails.

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Moran Lake Beach

Why not spend a lazy afternoon at Moran Lake Beach during your trip to Santa Cruz? While you're in the area, stroll along the beautiful beaches.

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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

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

$45

per adult

Beginner Surfing Lesson - Pacifica or Santa Cruz

$139

per adult

100% of travellers recommend

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.

Eastside Santa Cruz Vacations from $395

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Eastside Santa Cruz Vacation

The Latest Eastside Santa Cruz Vacation Packages

Marbella Lane Triplex San Jose

Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 4BR Siliconvalley Gempool House

@ Marbella Lane - Immaculate & Cozy 3BR Home

Aqua Breeze Inn

Where to stay in Eastside Santa Cruz

Westside Santa Cruz

Pleasure Point

Beach Hill - Beach Flats

Downtown Santa Cruz

Upper Seabright

Eastside Santa Cruz Hotel Deals

Hitching Post Studios Inn

Bella Notte

Ocean Echo Inn and Beach Cottages

Stay near popular Eastside Santa Cruz attractions

Seabright Beach

Twin Lakes State Beach

Sunny Cove Beach

Pleasure Point Park

Harbor Beach

Santa Maria's Beach

DeLaveaga Golf Course

Moran Lake Beach

Things to do

Beach Hill to Historic Downtown Santa Cruz Loop

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

Beginner Surfing Lesson - Pacifica or Santa Cruz