Circles Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Circles
Price found within the past 48 hours. Click for updated prices.
La Bahia Hotel and Spa
Westside Santa Cruz
CA $2,038
per person
Sep 10 - Sep 13
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Jose (SJC)
9.6/10 Exceptional! (413 reviews)
Amazing amenities beautiful decor
Clean
Quiet room
Friendly staff
Great spa with great extras
Reviewed on Aug 8, 2026
Where to stay in Circles
Find the best Circles areas and neighborhoods for the activities you enjoy most. Learn more about Circles
Westside Santa Cruz
6 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.
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.
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.
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.
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.
Circles Hotel Deals
Chaminade Resort & Spa
1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $177
CA $269 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very good! (1,018 reviews)
"The resort is beautiful and well maintained. The only problem that I had was the spa. It was not as clean or luxurious as a highly rated spa should be. The showers and locker rooms were very old and not sparkly clean. There were no staff to help you unless you actively searched for help. Overall ..."
Reviewed on Aug 8, 2026
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $522
CA $664 total
Aug 18 - Aug 19
includes taxes & fees
9.6/10 Exceptional! (422 reviews)
"Amazing amenities beautiful decor Clean Quiet room Friendly staff Great spa with great extras"
Reviewed on Aug 8, 2026
Seaside Inn & Suites
525 Ocean St Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $104
CA $143 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very good! (1,100 reviews)
"Unfortunately, we were very disappointed with our stay. The hotel is not in the best area, and our room was not that clean. The bed was uncomfortable, and we were given only two flimsy bath towels for two people staying two nights. To make matters worse, several guests were very noisy at night, making ..."
Reviewed on Aug 7, 2026
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 vacation package cost?
Starting from only CA $738, 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.
Things to do
Beach Hill to Historic Downtown Santa Cruz Loop
CA $63
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
CA $63
per adult
UC Santa Cruz: Personalized Self-Guided App Tour
CA $7
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.