Circles Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Where to stay in Circles

Find the best Circles areas and neighborhoods for the activities you enjoy most. Learn more about Circles
Santa Cruz which includes general coastal views and views as well as an individual male

Westside Santa Cruz

7 out of top 10 points of interest in this area
4/5(31 area reviews)

Travellers to Westside Santa Cruz praise its stunning beaches. If you've got some more time to explore, be sure to stop by Monterey Bay and Pacific Avenue.

Find hotels in Westside Santa Cruz

Top hotels in Circles

Hotel Paradox, Autograph Collection
Hotel Paradox, Autograph Collection
4 out of 5
611 Ocean St, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 27 Nov to 28 Nov
S$140
includes taxes & fees
27 Nov - 28 Nov
8.2/10 Very Good! (1,003 reviews)
A destination property.
"Lovely property, great service, excellent restaurant. Lots more amenities than we could indulge in during our short stay. Planning to return."

Reviewed on 20 Nov,2024

Hotel Paradox, Autograph Collection
Hilton Santa Cruz/Scotts Valley
Hilton Santa Cruz/Scotts Valley
3.5 out of 5
6001 La Madrona Drive, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 8 Dec to 9 Dec
S$152
includes taxes & fees
8 Dec - 9 Dec
8/10 Very Good! (1,065 reviews)
"very home-y and clean vibe"

Reviewed on 17 Nov,2024

Hilton Santa Cruz/Scotts Valley
Los Gatos Lodge
Los Gatos Lodge
3 out of 5
50 Los Gatos-Saratoga Road, Los Gatos, CA
Fully refundableReserve now, pay when you stay
The price is S$194 per night from 1 Dec to 2 Dec
S$194
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (1,003 reviews)
"The location is very good near to downtown Los Gatos. Old property but very well kept."

Reviewed on 20 Nov,2024

Los Gatos Lodge
See all 1,074 properties in Circles
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.

Frequently asked questions

How much does a Circles holiday package cost?
Starting from only , a package is your portal to low-priced travel. Create your own Circles trip by picking from our wide range of airfares, hotels and rental cars.
How do I get a cheap travel package to Circles?
Browse and lock in everything in one place with our Circles holiday packages. You’ll find deals on hotels, flights and more that’ll keep your bank account happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 properties worldwide to pick from, you have countless opportunities to mix and match your own way.
Where should I stay in Circles?
Take the leg work out of sightseeing by staying right around the corner from Circles’s iconic attractions. Santa Cruz Beach Boardwalk and Mystery Spot are two visitor favourites.
How far in advance should I book my Circles holiday?
While not all airlines release tickets early, it’s usually possible to compare international flights on Expedia up to a year in advance. This is the time you’ll bag some incredible bargains. If you’ve left things to the last minute, there’s a chance you could get lucky. Sometimes the lowest prices emerge only weeks before departure.
What does an Expedia Circles travel package include?
Expedia has all you need to lock in Circles getaway, but what goes into your package is up to you. Choose from any combination of rental cars, hotels and flights. Searching for a few activities to keep you on the move? Once you’ve made your booking, you can add them on too. No matter your style or budget, there’s a deal to meet your needs.
What should I know before booking a Circles travel package?
Our prices are already low. However, you’ll score even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you’ll always get transparent pricing and lots of choice.
Can I choose my airline with a Circles Expedia holiday package?
With a holiday package, you’re the boss. Whether you’d like to fly to Circles in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Circles holiday package?
Yes, you can cancel your Circles booking if your travel plans have changed. Whether you’ll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Popular places to visit

Ocean Street

Ocean Street

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

Ocean Street

Things to do

Beginner Surf Lesson in Santa Cruz

Beginner Surf Lesson in Santa Cruz

S$169
Per adult
Beginner Surf Lesson in Santa Cruz
Bixby Bridge

Big Sur Private SUV Charter - San Francisco Round trip or One way

S$1,629
Per adult
Big Sur Private SUV Charter - San Francisco Round trip or One way
Santa Cruz Redwoods Forest Therapy

Santa Cruz Redwoods Forest Therapy

S$112
Per adult
Santa Cruz Redwoods Forest Therapy
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.