Title: Westside Santa Cruz Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $742 Expedia.ca [Hotels in Westside Santa Cruz](https://expedia.ca/Westside-Santa-Cruz-Santa-Cruz-Hotels.0-n553248633938969903-0.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)[Westside Santa Cruz Car Rentals](https://expedia.ca/Car-Rentals-In-Westside-Santa-Cruz.d553248633938969903.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6666/b5aae69b-1420-44c5-9700-09c18e2d48b0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Westside Santa Cruz Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by rabbit.Hole - ## 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 Westside Santa Cruz Price found within the past 48 hours. Click for updated prices. ![Residence Inn by Marriott Newark Silicon Valley](https://images.trvl-media.com/lodging/1000000/900000/892900/892856/6c4b621e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residence Inn by Marriott Newark Silicon Valley CA $742 per person Apr 9 - Apr 13 found 3 hours ago Roundtrip flight included Toronto (YTO) to San Jose (SJC) 8.6/10 Excellent! (1,002 reviews) Exceptional service! Reviewed on Feb 23, 2026 ![Seascape Beach Resort ](https://images.trvl-media.com/lodging/28000000/27670000/27665200/27665117/911015d9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seascape Beach Resort Rio del Mar CA $1,638 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) 8.8/10 Excellent! (857 reviews) Power went out on the second night, staff was helpful, checkout was smooth. Reviewed on Feb 20, 2026 ![Hilton Garden Inn San Jose Airport](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879815/f652836e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn San Jose Airport Rosemary CA $836 per person May 14 - May 18 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) 9/10 Wonderful! (956 reviews) No complaints what so ever very comfy bed clean room and wonderful polite hard working house keepers will be back Reviewed on Feb 16, 2026 ![Comfort Inn Gilroy](https://images.trvl-media.com/lodging/1000000/910000/908100/908038/f192f746_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn Gilroy CA $928 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) 6.8/10 (1,000 reviews) Walls are very thin I was able to hear everything that was happening in the lobby. Not too bad for the price and close to Gilroy outlets. Reviewed on Jan 3, 2026 ![Sterling Inn](https://images.trvl-media.com/lodging/18000000/17400000/17395500/17395440/8cf63588_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sterling Inn CA $944 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) 9.2/10 Wonderful! (1,002 reviews) Hotel was nice, clean, centrally located, and the manager Ed was a super nice guy! Reviewed on Feb 21, 2026 ## Where to stay in Westside Santa Cruz Find the best Westside Santa Cruz areas and neighborhoods for the activities you enjoy most. [Learn more about Westside Santa Cruz](https://expedia.ca/Santa-Cruz-Westside-Santa-Cruz.dx553248633938969903) ![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) ![Nice place to have coffee and watch the waves. Great surf spot. NO bathrooms! #beach #ocean #surf #shops #view](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) ![Downtown, Santa Cruz, California, USA, during autumn. The image shows the street with trees in fall colors, buildings, and a bus. The photo shows the city's architecture.](https://images.trvl-media.com/place/553248633938969818/f79caaa9-8341-416d-bfd4-b5257e0727fe.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Santa Cruz Unique features of Downtown Santa Cruz include the beaches and restaurants. Make a stop by Pacific Avenue or Santa Cruz Museum of Art and History while you're exploring the area. [Find hotel + flight trips in Downtown Santa Cruz](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Santa%20Cruz&DestID=553248633938969818&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Evening stroll at the Seabright Beach. If you are lucky, you might run into Matt performing amazing bike tricks by the lighthouse. #LifeAtExpedia #sunset #goldenBeach #blueSky ](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) ## Westside Santa Cruz Hotel Deals ![Hotel Paradox, Autograph Collection](https://images.trvl-media.com/lodging/1000000/20000/11100/11056/bbbd3a94_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 $149 CA $173 total Mar 1 - Mar 2 includes taxes & fees 8.6/10 Excellent! (1,226 reviews) Amenities and staff Reviewed on Feb 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=11056&PinnedHotelID=11056&HadPinnedHotel=true®ionId=553248633938969903) ![Dream Inn Santa Cruz](https://images.trvl-media.com/lodging/1000000/30000/23500/23409/ea20759f_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 $312 CA $356 total Mar 4 - Mar 5 includes taxes & fees 9.2/10 Wonderful! (1,004 reviews) Perfect location right on the sand in Santa Cruz! Could watch the waves and the surfers from the room and activity on the pier. Room was a good size. Enjoyed the convenience of the coffee cart in the lobby and the food and views at Jack O’neills were excellent! Reviewed on Feb 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=23409&PinnedHotelID=23409&HadPinnedHotel=true®ionId=553248633938969903) ![La Quinta Inn & Suites by Wyndham Santa Cruz](https://images.trvl-media.com/lodging/1000000/10000/8700/8673/534cb8dc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Santa Cruz 550 2nd St Santa Cruz CA Fully refundableReserve now, pay when you stay CA $137 CA $160 total Feb 25 - Feb 26 includes taxes & fees 9.2/10 Wonderful! (1,271 reviews) Proximity to the main attractions such as the boardwalk and west cliff drive area. There’s hot food offered every day included in our stay but it’s the same everyday (sausage,eggs and bacon). It would have been better if it’s different everyday. Room is spacious. They could have placed a small table ... Reviewed on Feb 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=8673&PinnedHotelID=8673&HadPinnedHotel=true®ionId=553248633938969903) [See all 1,216 properties in Westside Santa Cruz](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F02%2F2026&endDate=25%2F02%2F2026®ionId=553248633938969903) 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 Westside Santa Cruz vacation package cost? ### How do I get a cheap travel package to Westside Santa Cruz? ### Where should I stay in Westside Santa Cruz? ### What are the top hotels in Westside Santa Cruz? ### How far in advance should I book my Westside Santa Cruz vacation? ### What does an Expedia Westside Santa Cruz travel package include? ### What should I know before booking a Westside Santa Cruz travel package? ### Can I choose my airline with a Westside Santa Cruz Expedia vacation package? ### If I'm not able to travel, can I cancel my Westside Santa Cruz vacation package? ### Discover the most popular places to visit in Westside Santa Cruz ![Gotta ride this 100 year old wooden roller Coaster on the 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 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. [](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) #### Monterey Bay National Marine Sanctuary Exploration Center You can spend an afternoon studying the exhibits at Monterey Bay National Marine Sanctuary Exploration Center during your travels in Santa Cruz. Attend a sporting event in this walkable area, or seek out the surfing spots. [](https://expedia.ca/Monterey-Bay-National-Marine-Sanctuary-Exploration-Center-Westside-Santa-Cruz.d6328119.Vacation-Attraction) ### Things to do ![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) ![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) ![Santa Cruz Redwoods Forest Therapy ](https://mediaim.expedia.com/localexpert/4252920/81677566-18a6-4e11-abfe-6b1d4f48d69b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Redwoods Forest Bathing CA $121 per adult [](https://expedia.ca/things-to-do/redwoods-forest-bathing.a4252920.activity-details) [See all activities in Santa Cruz](https://expedia.ca/things-to-do/search?rid=553248633938969903) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.