Circles Vacation Packages

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  • Better together

    Save up to CA $1,096 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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Top Holiday Package Deals in Circles

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

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was CA $2,131, price is now CA $1,511 per person
CA $1,511
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Nice people. Easy location. Comfy beds.

Reviewed on Feb 6, 2026

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Price was CA $3,291, price is now CA $2,244 per person
CA $2,244
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Jose (SJC)
6/10 (581 reviews)
The room was dirty and I'm very sure the bed sheets/blankets washed.

Reviewed on Nov 15, 2025

Cliff Crest Bed & Breakfast

Cliff Crest Bed & Breakfast

2.5 out of 5
Westside Santa Cruz
Price was CA $2,392, price is now CA $1,662 per person
CA $1,662
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Jose (SJC)
8.2/10 Very Good! (73 reviews)
It was a great stay , the couple that runs it , Constantine and Adriana are awesome , it was a great room and a good breakfast, will be back,

Reviewed on Dec 28, 2025

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
Westside Santa Cruz
Price was CA $3,070, price is now CA $2,332 per person
CA $2,332
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Jose (SJC)
9.6/10 Exceptional! (44 reviews)
Great amenities, very comfortable beds, and beautiful property!

Reviewed on Feb 2, 2026

Capitola Venetian Hotel

Capitola Venetian Hotel

2.5 out of 5
Price was CA $2,661, price is now CA $2,028 per person
CA $2,028
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Jose (SJC)
8.6/10 Excellent! (775 reviews)
There was no one at front desk when I got there just after 7 p.m. I had to call and wait for someone to come. However, the person who checked me in after arriving. Was, very courteous, accommodating, and professiona. The bathtub didn’t have a stopper, though. So, I had to improvise to block the water from draining. Just to have a bath. But, I did receive a Much larger than one I booked. Which was a nice surprise! Of course, the location of the hotel is amazing! Beautiful area. And, I got a late checkout which was very nice! I give 4.5 stars. Enjoyed my stay.

Reviewed on Feb 6, 2026

Where to stay in Circles

Find the best Circles areas and neighborhoods for the activities you enjoy most. Learn more about Circles
This is a small state park at the northern end of Santa Cruz' scenic West Cliff Drive and a little over a mile from the Boardwalk, wharf and Main Beach. A couple of times a year you can see Monarch butterflies during their migration. They are not in the numbers of years past, but you'll still see some. If you walk north towards the rocks during low tide you will find some amazing tidepools full of sea anenomes, sea urchins, starfish, crabs, hermit crabs, and all sorts of marine life. The tidepools are on a ledge, so the tide needs to be quite high

Westside Santa Cruz

8 out of top 10 points of interest in this area
4/5(34 area reviews)

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

Find hotels in Westside Santa Cruz

Circles Hotel Deals

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 $150 per night from Feb 10 to Feb 11
CA $150
CA $174 total
Feb 10 - Feb 11
includes taxes & fees
9.2/10 Wonderful! (1,257 reviews)
Wonderful visit.

Reviewed on Feb 5, 2026

La Quinta Inn & Suites by Wyndham Santa Cruz
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
1 Chaminade Ln Santa Cruz CA
The price is CA $220 per night from Feb 23 to Feb 24
CA $220
CA $308 total
Feb 23 - Feb 24
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Beautiful hotel and property, wonderful staff

Reviewed on Feb 2, 2026

Chaminade Resort & Spa
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 CA $161 per night from Feb 12 to Feb 13
CA $161
CA $187 total
Feb 12 - Feb 13
includes taxes & fees
8.6/10 Excellent! (1,205 reviews)
Room was clean and the beds were comfortable

Reviewed on Feb 2, 2026

Hotel Paradox, Autograph Collection
See all 1,164 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Circles vacation package cost?
Starting from only CA $1,511, 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 vacation 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 favorites.
How far in advance should I book my Circles vacation?
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 vacation package?
With a vacation 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 vacation 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.

Discover the most popular places to visit in Circles

Gotta ride this 100 year old wooden roller Coaster on the Santa Cruz Beach Boardwalk

Santa Cruz Beach Boardwalk

4/5(69 reviews)

Enjoy the thrill rides with your kiddos at Santa Cruz Beach Boardwalk as part of your trip to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Santa Cruz Beach Boardwalk
Sunrise at Walton Lighthouse

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

Things to do

Santa Cruz Redwoods Forest Therapy

Redwoods Forest Bathing

CA $124
per adult
Redwoods Forest Bathing
Rock Climbing 2 - Beyond the Basics

Outdoor Rock Climbing - Level 2

CA $165
per adult
Outdoor Rock Climbing - Level 2
Beginner Outdoor Rock Climbing - Bay Area

Beginner Outdoor Rock Climbing - Bay Area

CA $179
per adult
Beginner Outdoor Rock Climbing - Bay Area
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.