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Festive Sounds of the Season: Where to Experience Outdoor Holiday Caroling in Los Gatos

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Festive Sounds of the Season: Where to Experience Outdoor Holiday Caroling in Los Gatos

The holiday season has begun, and with it comes the enchanting world of outdoor holiday caroling in Los Gatos. Beyond the spectrum of Los Gatos homes for sale, the town resonates with the harmonious sounds of festive carols and joyous celebrations. Immerse yourself in the spirit of the season as I guide you through the magical events awaiting you in and around Los Gatos this December.

1. Los Gatos Carriage Rides with Carolers

Fri, Dec 8, 6:30-8:30 p.m.
Los Gatos Town Plaza, Los Gatos

Embark on a holiday tradition in downtown Los Gatos with carriage rides and melodious carolers from St Luke’s Episcopal Church of Los Gatos. Feel the romance of Christmas past as you ride in an elegant horse-drawn carriage adorned with holiday bells. Enjoy the romance of Christmas past as you ride through the Almond Grove district, passing beautifully decorated historic homes.

For more information and Carriage Ride tickets, visit Los Gatos Chamber.

2. Saratoga’s Celebration of Light

Sat, Dec 9, 5:30 p.m.
Blaney Plaza, Saratoga Village, Saratoga-Sunnyvale Road & Saratoga Avenue, Saratoga

Join the Saratoga Ministerial Association and the City of Saratoga in celebrating the diversity of Saratoga with light — a symbol of hope, joy, and faith across cultures. Children’s choirs from local faith communities will perform, and guests will be invited to light candles together. Experience the unity and joy this event brings to the community.

For more information, visit the City of Saratoga.

3. Community Carol Sing!

Sat, Dec 9, 6:00 p.m.
Saratoga Federated Church, 20390 Park Place, Saratoga

Join the 3rd Annual Carol Sing at Saratoga Federated Church. Held in the church parking lot near the large Christmas tree immediately following the Celebration of Lights event, this gathering offers live music, free cocoa, scarves, musical instruments for the kids, snow, and a plethora of Christmas carols. A joyful event for all ages.

For more information, visit Saratoga Federated Church.

4. Winter Wonderland

Thurs, Dec 14, 5-8 p.m. and Fri, Dec 15, 5-8 p.m.
Venture Christian Church, 16845 Hicks Rd, Los Gatos

Step into a Winter Wonderland at Venture Christian Church and let the magic take over! Enjoy a flurry of fun with a sledding hill, snowball fight, carolers, food trucks, and much more. Immerse yourself in the festive atmosphere and create lasting memories with family and friends.

For more information and free tickets, visit Eventbrite.

5. Los Gatos Carriage Rides with Carolers

Fri, Dec 15th, 6:30 pm-8:30 pm
Los Gatos Town Plaza, Los Gatos

Continue the holiday tradition in downtown Los Gatos with more carriage rides and the melodious carolers from St Luke’s Episcopal Church. Enjoy the romance of Christmas past as you ride through the Almond Grove district, passing beautifully decorated historic homes.

For more information and Carriage Ride tickets, visit Los Gatos Chamber.

6. Los Gatos Carriage Rides with Carolers

Wed, Dec 20th, 6:30 pm-8:30 pm
Los Gatos Town Plaza, Los Gatos

Experience the charm of downtown Los Gatos during the holiday season with more carriage rides and carolers from St Luke’s Episcopal Church. Enjoy the romance of Christmas past as you ride through the Almond Grove district, passing beautifully decorated historic homes.

For more information and Carriage Ride tickets, visit Los Gatos Chamber.

7. Los Gatos Carriage Rides with Carolers

Fri, Dec 22nd, 6:30-8:30 p.m.
Los Gatos Town Plaza, Los Gatos

Conclude the holiday festivities with the final round of carriage rides and enchanting carols in downtown Los Gatos. Enjoy the romance of Christmas past as you ride through the Almond Grove district, passing beautifully decorated historic homes.

For more information and Carriage Ride tickets, visit Los Gatos Chamber.

Find your new home in Los Gatos with Janet Souza

As you revel in the festive sounds of the season, don't forget to explore the delightful Los Gatos homes for sale. My name is Janet Souza, and I’d love to assist you in finding the perfect home to make your holidays even more magical. Happy caroling and joyful celebrations!




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Janet Souza

Hello! I'm Janet Souza, lifestyle blogger and REALTOR® at Christie's International Real Estate Sereno. I live and work in Silicon Valley and love everything our wonderful area has to offer. If you live in Silicon Valley or are thinking about moving here, you've come to the right place! Stay up to date with local events, theater, concerts, Real Estate and more! 

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