Title: Circles Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $726 Expedia.ca [Hotels in Circles](https://expedia.ca/Circles-Santa-Cruz-Hotels.0-n553248635976471210-0.Travel-Guide-Filter-Hotels)[Flights to Santa Cruz](https://expedia.ca/Cheap-Flights-To-Santa-Cruz.d6666.Travel-Guide-Flights)[Things to do in Santa Cruz](https://expedia.ca/Things-To-Do-In-Santa-Cruz.d6666.Travel-Guide-Activities)[Circles Car Rentals](https://expedia.ca/Car-Rentals-In-Circles.d553248635976471210.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Circles Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, 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. ![Avatar Hotel Santa Clara, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/23800/23781/d89679aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Avatar Hotel Santa Clara, Tapestry Collection by Hilton CA $726 per person May 8 - May 11 found 15 hours ago Roundtrip non-stop flight included Edmonton (YEG) to San Jose (SJC) 8.6/10 Excellent! (273 reviews) The rooms were basic, but cute, clean, and comfortable. Perfect baseline amenities. The staff, however, was amazing. Couldn't ask for a better, more attentive team. Reviewed on Mar 6, 2026 ![Chase Suite Hotel Newark-Fremont](https://images.trvl-media.com/lodging/1000000/30000/28200/28129/7ae7c376_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chase Suite Hotel Newark-Fremont CA $1,226 per person May 14 - May 19 found 1 day ago Roundtrip flight included Toronto (YYZ) to San Jose (SJC) 8.6/10 Excellent! (1,005 reviews) The pool wasn’t open and when asked staff they didn’t know if or when the pool would be open. Reviewed on Mar 21, 2026 ![Sonesta San Jose - Milpitas](https://images.trvl-media.com/lodging/1000000/10000/7700/7675/8cbbf93d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta San Jose - Milpitas CA $845 per person May 14 - May 17 found 1 day ago Roundtrip flight included Toronto (YYZ) to San Jose (SJC) 8.4/10 Very Good! (1,013 reviews) The staff is very helpful. The hotel is clean and close to shopping, and dining. Reviewed on Mar 23, 2026 ![Aloft Silicon Valley](https://images.trvl-media.com/lodging/1000000/470000/460500/460483/50e6f130_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aloft Silicon Valley CA $1,062 per person May 14 - May 19 found 1 day ago Roundtrip flight included Toronto (YYZ) to San Jose (SJC) 8.6/10 Excellent! (1,001 reviews) I ended up booking a room with 2 beds since that was all that was available. First of all, the room was too small for how the beds were arranged. There were no curtains on the windows, just shades that needed to be replaced. There was a smell in the room which might be from the area outside the hotel since it's close to the marsh area. My room phone wasn't working properly. When I checked in, I felt the person was lacking in customer service skills, that has been an issue in the past. I feel that the person could of been more friendly and acknowledged that I have been there before and welcomed me back. This hotel and this location needs to better train their front desk people in being more hospitable towards their guests. I also ordered some items that the robot delivers to the room, 30 minutes went by and I had to call the front desk to ask for the items to be delivered since I had been waiting. I also ordered room service and they were timely and friendly, good food too. I stay at this hotel cause the restaurant is good and the rooms have bathtubs plus the location but I do believe customer serive at check-in needs to improve. Reviewed on Feb 1, 2026 ![Staybridge Suites Newark - Fremont by IHG](https://images.trvl-media.com/lodging/33000000/32060000/32056600/32056552/41c44d31_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Staybridge Suites Newark - Fremont by IHG CA $1,141 per person May 14 - May 19 found 1 day ago Roundtrip flight included Toronto (YYZ) to San Jose (SJC) 9.2/10 Wonderful! (587 reviews) The rooms were clean with comfortable beds. The kitchen was up to date and clean. It did have the necessary utensils, but very limited and no actual sitting/eating are (counter or table). The breakfast was great and with many options. On our day they had biscuits and gravy, scrambled eggs, hard boiled eggs, yogurt, granola, fruit, oatmeal, 3 different cereals and an assortment of breads. I saw the breakfast schedule in the room and there options vary slightly by day. Reviewed on Mar 8, 2026 ## Where to stay in Circles Find the best Circles areas and neighborhoods for the activities you enjoy most. [Learn more about Circles](https://expedia.ca/Santa-Cruz-Circles.dx553248635976471210) ![Westside Santa Cruz](https://images.trvl-media.com/place/6666/b5aae69b-1420-44c5-9700-09c18e2d48b0.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Westside Santa Cruz 7 out of top 10 points of interest in this area 4/5(35 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 hotel + flight trips in Westside Santa Cruz](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Westside%20Santa%20Cruz&DestID=553248633938969903&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Carmel California. Point Lobos National Park. Pinnacle Point panorama.](https://images.trvl-media.com/place/553248633938969699/060c3d42-eae5-418b-80d1-a16092a76e93.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Eastside Santa Cruz 1 out of top 10 points of interest in this area 5/5(1 area review) 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. [Find hotel + flight trips in Eastside Santa Cruz](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Eastside%20Santa%20Cruz&DestID=553248633938969699&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Pleasure Point](https://images.trvl-media.com/place/553248635975748864/5f61b0cb-bdcf-464a-ae21-c8a26e252bd9.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in Pleasure Point](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Pleasure%20Point&DestID=553248635975748864&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![CWFJJA USA California CA Santa Cruz clock tower and trolley on Pacific Avenue](https://images.trvl-media.com/place/6327592/765dd2b7-8dc8-43e9-a63e-99581f2057c7.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Beach Hill - Beach Flats Beach Hill - Beach Flats might not have many top sights, but Main Beach and Monterey Bay National Marine Sanctuary Exploration Center are two attractions nearby that you can check out. [Find hotel + flight trips in Beach Hill - Beach Flats](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beach%20Hill%20-%20Beach%20Flats&DestID=553248635976479150&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Upper Seabright](https://images.trvl-media.com/place/6666/bd262d99-b232-4469-b402-cfcb7088bfdf.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Upper Seabright When in Upper Seabright, you can plan a visit to Santa Cruz Harbor and Santa Cruz Beach Boardwalk, some noteworthy sights in the nearby area. [Find hotel + flight trips in Upper Seabright](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Upper%20Seabright&DestID=553248635976384107&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Circles Hotel Deals ![Dream Inn Santa Cruz](https://images.trvl-media.com/lodging/1000000/30000/23500/23409/0f675563_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Dream Inn Santa Cruz 175 W Cliff Dr Santa Cruz CA Fully refundableReserve now, pay when you stay CA $310 CA $354 total Apr 21 - Apr 22 includes taxes & fees 9.2/10 Wonderful! (1,004 reviews) Great location, cute beach themed rooms. The staff was very friendly and helpful. The walls are really thin though. Reviewed on Mar 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=21%2F04%2F2026&endDate=22%2F04%2F2026&selected=23409&PinnedHotelID=23409&HadPinnedHotel=true®ionId=553248635976471210) ![Seacliff Inn Aptos, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/10000/3700/3633/708ac094_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Seacliff Inn Aptos, Tapestry Collection by Hilton 7500 Old Dominion Court Aptos CA Fully refundableReserve now, pay when you stay CA $174 CA $201 total Apr 13 - Apr 14 includes taxes & fees 8.6/10 Excellent! (1,094 reviews) Comfortable and clean. Attractive property Reviewed on Mar 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=3633&PinnedHotelID=3633&HadPinnedHotel=true®ionId=553248635976471210) ![Hotel Paradox, Autograph Collection](https://images.trvl-media.com/lodging/1000000/20000/11100/11056/ed4e7c2d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Paradox, Autograph Collection 611 Ocean St Santa Cruz CA Fully refundableReserve now, pay when you stay CA $193 CA $222 total Apr 26 - Apr 27 includes taxes & fees 8.8/10 Excellent! (1,229 reviews) Clean and quiet. Reviewed on Mar 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=11056&PinnedHotelID=11056&HadPinnedHotel=true®ionId=553248635976471210) [See all 1,185 properties in Circles](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=553248635976471210) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Circles vacation package cost? ### How do I get a cheap travel package to Circles? ### Where should I stay in Circles? ### How far in advance should I book my Circles vacation? ### What does an Expedia Circles travel package include? ### What should I know before booking a Circles travel package? ### Can I choose my airline with a Circles Expedia vacation package? ### If I'm not able to travel, can I cancel my Circles vacation package? ### Discover the most popular places to visit in Circles ![Santa Cruz Beach Boardwalk](https://images.trvl-media.com/place/6666/b45be7dc-b7ee-4e2f-913e-96687d20622a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Santa Cruz Beach Boardwalk 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. [](https://expedia.ca/Santa-Cruz-Beach-Boardwalk-Westside-Santa-Cruz.d6065915.Vacation-Attraction) ![T4D055 Sunset, Cowell Beach, Santa Cruz, California, United States](https://images.trvl-media.com/place/553248621557937450/fe21f93d-bfaa-46a2-a425-8cd03914b5a9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Cowells-Beach-Westside-Santa-Cruz.d553248621557937450.Vacation-Attraction) ![Santa Cruz Harbor](https://images.trvl-media.com/place/6666/5efa86b1-6902-415a-9ffb-268e96cf0614.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Santa-Cruz-Harbor-Eastside-Santa-Cruz.d6153463.Vacation-Attraction) ### Things to do ![Capitola Private 2-Hour Walking Tour](https://mediaim.expedia.com/localexpert/5204449/43dc9f95-f013-4b9a-b724-1190dca566bd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Capitola Private Personalized Self-Guided App Tour CA $7 per traveller [](https://expedia.ca/things-to-do/capitola-private-personalized-self-guided-app-tour.a5204449.activity-details) ![Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories ](https://mediaim.expedia.com/localexpert/47178731/1548d3e5-e5e6-4438-b9c3-b01c5bb45f5c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### UC Santa Cruz: Personalized Self-Guided App Tour CA $7 per traveller [](https://expedia.ca/things-to-do/uc-santa-cruz-personalized-self-guided-app-tour.a47178731.activity-details) ![Meet Capitola Wine Bar owners! ](https://mediaim.expedia.com/localexpert/50146719/f624ae8e-9e87-4cf8-a553-90ad667e4e95.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Capitola Friday Night Food Tour CA $177 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/capitola-friday-night-food-tour.a50146719.activity-details) [See all activities in Santa Cruz](https://expedia.ca/things-to-do/search?rid=553248635976471210) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.