by Clair Handy, Mary Pope-Handy | Jul 25, 2026 | Events, Irrelevant Fun, Kids, LG Lifestyle, Los Gatos Art & Entertainment, Los Gatos Events, Los Gatos History, Parks, Visiting Los Gatos
This weekend enjoy some family-friendly fun and local history at Oak Meadow Park with back-to-back celebrations for National Carousel Day and Billy Jones Day!
National Carousel Day: July 25th
Today, Saturday July 25th 2026, is National Carousel Day! To celebrate, take a ride on the historic (and beautifully restored) W.E. “Bill” Mason Carousel. Come learn about the history of this centenarian ride from carousel volunteers, or just enjoy the music of the band organ, the lights, the art, and festivities. Did you know that each horse has a name? Not only that, you can learn a little about each horse (or even adopt one) by visiting the Carousel Horses page on the Billy Jones Wildcat Railroad website.
Hear a little more about what to expect from Will Whitney here: https://fb.watch/IAOlcNzb5Z/ And adults and older kids may enjoy reading about the preservation project, covered in this Los Gatan article by Amanda Senior earlier this year: In the workshop with carousel restorer Cheryl Stuermer.
Billy Jones Day: Last Sunday in July
The last Sunday of July is Billy Jones Day, also this weekend on July 26th! This annual celebration “honor[s] the man who started it all by doing things the way he did on his ranch.” (BJWWR) That means all rides (on both the train and carousel) are an open donation instead of their usual fee – donate as much or as little as you like to support the nonprofit, Billy Jones Wildcat Railroad, Inc., that is keeping these rides running and open to the public, and preserving them and their history for the next generation.
This year they’re going full-steam ahead and firing up all the locomotives plus one guest steam enegine for the event!
Both days, the train and carousel will be on their usual summer weekend hours, running from 10:30am – 4:30pm. The Snack Shack will be open both days from 11:00am – 3:30pm. There may be a fee of $6 to park at the Oak Meadow Parking lot if there is an attendant at the booth, however the lot can fill up early on summer weekends, so plan accordingly!
by Mary Pope-Handy | Apr 1, 2026 | Events, Los Gatos Events
The Los Gatos Spring Wine Walk will take place on Saturday, April 25, 2026 from 2 pm to 5 pm- rain or shine!
Los Gatos Spring Wine Walk Tickets
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Tickets went on sale March first. They can sell out fast, so get yours today! Costs are as follows:
- Early Bird General Admission $50 (3/18-3/25)
- $60 advance
- $70 day of the event if any tickets remain to be purchased.
Volunteer and get 70% off the ticket price!
For more details and info on how to register, please see the Los Gatos Chamber’s website. Cheers!
Tickets may be purchased here. No refunds for inclement weather.
The location will be
Downtown Los Gatos
N. Santa Cruz Avenue & Main Street
Los Gatos, CA 95030
Love Los Gatos events? Here are some other happenings around town:
Los Gatos High School’s Spring Musical (post on this site)
Los Gatos Cat’s Hill Classic annual cycling event
by Clair Handy | Aug 25, 2022 | Events
If you’ve been enjoying any of Los Gatos’ many free musical series this summer, consider taking a trip next door to Saratoga this weekend! This Sunday, August 27th is the annual Saratoga Summer Music Series from 1pm – 7pm at Wildwood Park, just off the downtown strip.
Featuring live performances by local bands Aly & Friends, The Complications, and The Megatones. Kick back and relax on the lawn or dance through the day! Food, wine, and beer will be available for purchase in the park, and picnics are also welcome. This is a free event for the community, but registration is requested so there will be enough food and fun for everyone. Find more invormation on the event page linked above.
by Mary Pope-Handy, Clair Handy | Jan 5, 2022 | Events, Food & Drink, Irrelevant Fun, LG Lifestyle, Los Gatos Art & Entertainment, Los Gatos Events, Los Gatos Restaurants, Cafes, Bars, Wineries, Pampered in Los Gatos
While the annual CrabFest is postponed another year, the Rotary Club of Los Gatos is continuing a new tradition with their 2nd annual Virtual WineFest & Auction! Save the date for Saturday, January 29th at 5pm!
This year’s event centers around gourmet bites and Argentinian wines (or try the non-alcoholic selection) guided by sommelier Joe Chiodo. Tickets include a Wine Tasting Kit for 2 with curbside pick-up from Rootstock Wine Bar prior to the event. Evening entertainment includes a live performance by Lavender Fields.
And as always, the main event is the charity auction! Proceeds benefit the Rotary Charities foundations, and this year the “Raise the Paddle” auction item benefits Los Gatos House of Hope, West Valley Community Services, and Peninsula Food Runners to help fight hunger and food insecurity locally.
Virtual WineFest & Auction
For ticket sales, event details and updates, contact the event team, or donate directly check the Los Gatos Rotary website and Virtual WineFest & Auction event page. Each ticket is for a 2-person tasting experience at a cost of $150.
The event is also posted on the Los Gatos Chamber of Commerce event calendar with easy links to save the date on your virtual calendar and view a video promotion for the event.
by Clair Handy | Jun 28, 2021 | Downtown Los Gatos, Events, Food & Drink, Irrelevant Fun, LG Lifestyle, Los Gatos Art & Entertainment, Los Gatos Businesses, Los Gatos Events, Los Gatos Restaurants, Cafes, Bars, Wineries, Maps of Los Gatos, Pampered in Los Gatos, Shopping, Visiting Los Gatos
Los Gatos Chamber of Commerce poster for the Promenade!
Edit (5/2024): Permanently canceled after 2 years. See our article on Los Gatos’ Free Concert Series for additional details. Original post below.
The Los Gatos Chamber of Commerce invites the community to celebrate summer together with free live music all summer!
Thursday Promenades in Downtown Los Gatos
There’s a party in downtown every Thursday Promenade beginning this week! Every Thursday evening, 3pm to 8pm from July 1st to August 12th, the stretch of North Santa Cruz Avenue in downtown Los Gatos between Main St and Bachman (that’s from Dolce Spazio to Andalé for the foodies) will transform into “the promenade.” The street will be open to foot traffic, and two stages will bookend the promenade with live musical entertainment!
Bands will begin performances at 4:30pm on the North Stage (Bachman), and at 5:30pm on the South Stage (Main), with entertainment from a different group each week. See the lineup (and any changes) on the Los Gatos Chamber of Commerce calendar, the Thursday Promenades page linked above, or Camber of Commerce social media pages.
Drivers, plan to reroute around this stretch of N. Santa Cruz Ave on Thursday nights. While there is usually plenty of parking along the old rail line behind the shops, it tends to fill up with festival traffic, so schedule in some extra time for parking. If you’re coming for the event, consider traveling by bike, or using a ridesharing service if you plan on patronizing any of the bars or brewery!
As someone who regularly attends free summer concerts in Los Gatos, which were mostly canceled earlier this year (and the Fiesta de Arts / Wine Walk postponed until September), the Promenade is music to my ears!
So invite your friends to eat, drink, play, and stroll the night away!
Musical lineup, taken from the Los Gatos Chamber of Commerce Facebook page. Click to see the original post.
This weekend enjoy some family-friendly fun and local history at Oak Meadow Park with back-to-back celebrations for National Carousel Day and Billy Jones Day!
