Westside Santa Cruz Vacation Packages 2025/2026 from $429

Westside Santa Cruz flight + hotel vacation packages

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

Sonesta Silicon Valley

Save 100% on your flight

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to San Jose (SJC)

This hotel features an outdoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the gym, bar/lounge, and snack bar/deli.

@ Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight

per person

Aug 17 - Aug 24

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Jose (SJC)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

@ Marbella Lane - Alluring & Spacious 3BR Home

Cambrian

Save 100% on your flight

per person

Aug 26 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to San Jose (SJC)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.

Hayes Mansion, San Jose - Curio Collection by Hilton

South San Jose

Save 100% on your flight

per person

Jul 29 - Aug 5

found 8 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to San Jose (SJC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and laundry facilities.

Sonesta San Jose - Milpitas

Save 100% on your flight

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip flight included

Chicago (ORD) to San Jose (SJC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.

Top Westside Santa Cruz hotels deals

Hotel Paradox, Autograph Collection

611 Ocean St, Santa Cruz, CA

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and concierge services.

Pool

Hot Tub

Dream Inn Santa Cruz

175 W Cliff Dr, Santa Cruz, CA

Free Cancellation

Reserve now, pay when you stay

Get rates

A full-service spa, an outdoor pool, and a restaurant are all featured at this eco-certified resort. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A poolside bar, a 24-hour front desk, and a coffee shop are also provided.

Pool

Spa

Holiday Inn Express Hotel & Suites Santa Cruz by IHG

1410 Ocean Street, Santa Cruz, CA

Free Cancellation

Get rates

This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Business travelers can take advantage of the express check-out. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Courtyard by Marriott Santa Cruz

313 Riverside Avenue, Santa Cruz, CA

Free Cancellation

Reserve now, pay when you stay

Get rates

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.

Pool

Spa

La Quinta Inn & Suites by Wyndham Santa Cruz

550 2nd St, Santa Cruz, CA

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

Marea Sol Hotel

301 Beach St, Santa Cruz, CA

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features an outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking is offered and the front desk is staffed around-the-clock.

Pool

Free WiFi

Don't see what you're looking for?

See all available properties in Westside Santa Cruz

View all properties

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.

Popular places to visit

Santa Cruz Beach Boardwalk

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.

Natural Bridges State Park

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.

Santa Cruz Wharf

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

Frequently asked questions

How much are vacation packages to Westside Santa Cruz?

With vacation packages on offer from just $429, it's not necessary to drain your bank balance to travel to Westside Santa Cruz. Travelocity can help. Combine hotels, flights and tours into a convenient package and score some exciting discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Westside Santa Cruz?

You'll find a terrific range of Westside Santa Cruz package deals on Travelocity. With no less than 400 air carriers and 1,000,000 properties across the globe, crafting your ultimate vacation won't take long.

Why should I purchase my Westside Santa Cruz vacation package via Travelocity?

Because you'll never wander alone if you lock in your trip through us, and we offer round-the-clock support and top-quality service to boot. Add to that our Price Match Guarantee and tons of experiences and destinations to choose from. It's our job to make your vacation as unforgettable as possible.

Can I save money on my Westside Santa Cruz car rental if I book it with hotels and flights?

Sure can. And our Westside Santa Cruz vacation packages are the perfect way to do it. In only a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car then chart your own course. Searching for things to do? Throw some tours or experiences into your package and save on those too.

What is there to do in Westside Santa Cruz?

Dig out your vacation itinerary and make time for Santa Cruz Beach Boardwalk and Natural Bridges State Park. They are some of the most interesting attractions in Westside Santa Cruz.