• Magical Memories Holiday: Trolley Rides & Visits with Santa

    *Complimentary with No Reservations Needed*

     

    Announcing the return of our Magical Memories Holiday Program, made possible through the generosity of our sponsors, especially Presenting Sponsor, Linda Lester of Lester Square! Los Gatos’ newest tradition centered around Trolley Rides, Visits with Santa, and sweet surprises is a centerpiece of the season—bringing joy, connection, and delight to families across our community. The experiences are free of charge, with no reservations required. Last year, we served over 800 families and 1,300 children. Please view the 2024 Highlights reel here.

     

    Share the Care!

    If you love Magical Memories, please consider donating to our 2026 charity partner: Rebekah Children’s Services, providing mental health, foster care and adoption services in Santa Clara County. The purchase of a charming keepsake Magical Memories mug (coming soon) at Santa's Workshop or at the Chamber store at 10 Station Way also supports our charming program.

    And while you’re downtown for Magical Memories, enjoy exciting perks and promotions across our shops, restaurants and services, with a free Los Gatos Perks Pass. This totally free mobile pass (no app needed) is ideal for both visitors and locals and is good through July 31, 2026.

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    Trolley Rides

    Saturday, December 6  (4 to 8 pm)
    Sunday December 7  (1 to 5 pm)
    Friday, December 12  (5 to 8 pm)
    Saturday, December 13  (1 to 5 pm)
    Sunday, December 14  (12 to 5 pm)
     
     
    Climb aboard our emerald green, cable car style trolley and enjoy a unique experience with your friends and family. The Trolley will follow a scenic hop on/hop off loop through our beautifully decorated downtown. See below map for route and stops. Youth under 16 years of age must accompanied by an adult on the trolley.
     
    To ensure the maximum number of guests experience this complimentary amenity, thank you for limiting your ride to one full loop if there are others waiting to participate.
     

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    Visits with Santa

    Friday, December 12  (4 to 7 pm)
    Saturday, December 13  (1 to 6 pm)
    Sunday, December 14  (12 to 5 pm)
     
    Santa will greet children of all ages in his festive workshop at Old Town Los Gatos for three magical afternoons of visits filled with holiday cheer. Our Los Gatos Rotary elves will be on hand to help take photos on your phones. Enjoy live entertainment including holiday characters and music in the first-come, first served queue. There’s an Old Town trolley stop to make joining in on the fun easy. Upon departing the workshop, one holiday goodie bag awaits each family (fresh mini Icing on the Cake Cookies and more inside!), courtesy of Presenting Sponsor, Lester Square.*
     
    To ensure the maximum number of families experience this complimentary amenity, Visits with Santa are intended to be brief. Thank you for your understanding!
     
    *One per family/group, while supplies are available.

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    Complimentary Hot Chocolate

      

     
    Friday, December 12  (5 to 7 pm)
    Saturday, December 13  (2 to 4 pm)
    Sunday, December 14  (2 to 4 pm)

     

    Courtesy of our Magical Memories sponsors, warm up with complimentary gourmet hot chocolate*, scratch-made with love by First Born Restaurant. Stop by the First Born parklet for a taste during these times or while supply is available.

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    Trolley Route

    Hop on/ Hop off at the four stops marked by Trolley icons
    Youth under the age of 16 must be accompanied by an adult.
     
     

  • Thank You to our Sponsors!

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    Presenting Sponsor

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    Chamber Title Sponsors

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    Signature Sponsors

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    Spirit Sponsors

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    Supporting Sponsors

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    Charity Partner

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    Magical Memories Elves

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    2025 Chamber Title Sponsors

         

     

  • Building Business. Building Community.