# Events & Things To Do in Los Gatos in May 2026 | AllEvents

- **Subtitle**: Find events and things to do in May 2026 in Los Gatos. Discover parties, concerts, meets, shows, sports, club, reunion, Performance happening in May 2026 in Los Gatos.
- **Category**: May
- **Display Name**: Events in May
- **Type**: time_filter

## Audience

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## Featured Events

- **Event Name**: Tyler Henry - Hollywood Medium at San Jose Civic
  - **Description**: ✨ Discover the extraordinary at Tyler Henry - Hollywood Medium at San Jose Civic, where magic meets reality in ways you've never imagined! 🏛️ Set in San Jose Civic nestled in bustling San Jose, C
  - **Date**: Sat, 09 May at 08:00 pm (-08:00)
  - **Event URL**: https://allevents.in/san-jose/tyler-henry-hollywood-medium-at-san-jose-civic/2400029261677510
  - **Venue**: San Jose Civic
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9iZTRlYzBiMC00NGE5LTExZjEtODYyNS02ZDRmZWJhMDA4MjMtcmltZy13MTIwMC1oNjc1LWRjNDcyYzQ4LWdtaXIuanBnP3Y9MTc3NzU2MzEyNg.avif
  - **Categories**: trips-adventures
- **Event Name**: An Evening with David Sedaris at Santa Cruz Civic Auditorium
  - **Description**: 🌟 Journey into wonder at An Evening with David Sedaris at Santa Cruz Civic Auditorium, where extraordinary experiences await around every corner! 🏛️ Set against the backdrop of Santa Cruz Civic Auditorium in dynamic
  - **Date**: Sat, 09 May at 07:30 pm (-08:00)
  - **Event URL**: https://allevents.in/santa-cruz/an-evening-with-david-sedaris-at-santa-cruz-civic-auditorium/2400029209573106
  - **Venue**: Santa Cruz Civic Auditorium
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvOGI5NGQ4MjAtMzE2ZC0xMWYxLWI2NmItYzc4OWEyMzAyZGIxLXJpbWctdzEyMDAtaDU1MC1kYzFlMjEyYi1nbWlyLmpwZz92PTE3NzU0NDgxOTk.avif
  - **Categories**: trips-adventures
- **Event Name**: Santa Clara Broncos vs. Pepperdine Waves
  - **Description**: 🎉 Prepare to be amazed at Santa Clara Broncos vs. Pepperdine Waves, the most anticipated gathering of the season! 🌟 Set against the stunning backdrop of Stephen Schott Stadium in vibrant Santa Clara,
  - **Date**: Wed, 13 May at 04:00 pm – Fri, 15 May at 04:00 pm (-08:00)
  - **Event URL**: https://allevents.in/santa-clara/santa-clara-broncos-vs-pepperdine-waves/2300029438226132
  - **Venue**: Stephen Schott Stadium
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZjIxMmE0NzAtMzRlMS0xMWYxLWJlYzgtMTFlYWU3OWIyZDM2LXJpbWctdzEyMDAtaDUxNC1kYzE2MTcxOS1nbWlyLmpwZz92PTE3NzU4MjgwNDY.avif
  - **Categories**: calendar
- **Event Name**: 805 Night Market Street Food Festival (Monterey, CA) — May 8–10, 2026
  - **Description**: 805 Night Market is a street food festival—curated vendors, desserts, drinks, music, and pop-up shopping!About this Event805 Night Market — Monterey Street Food Festival📅 May 8–10🏟️ Monterey County Fairground
  - **Date**: Fri, 08 May at 04:00 pm – Sun, 10 May at 10:00 pm (-07:00)
  - **Event URL**: https://allevents.in/monterey/805-night-market-street-food-festival-monterey-ca-—-may-8-10-2026/100001981797069383
  - **Venue**: Monterey County Fairgrounds
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy82OWM0YjVmYjI2MzJhYjU3ODI3NTk4Mjc4MWVhNWRlOTFhODYyODVhMGQ3YjE1MjU2N2Y4MDViYWVjMjI3ZTNlLXJpbWctdzEyMDAtaDYwMC1kYzE4MTgxOS1nbWlyLmpwZz92PTE3Njk1NDg2Mzg.avif
  - **Price**: min: 7.5, max: 7.5, currency: USD
  - **Categories**: food-drinks, Festivals
- **Event Name**: NHL Western Conference Second Round: San Jose Sharks vs. TBD - Home Game 4 (Date: TBD - If Necessary)
  - **Description**: ✨ Embark on an extraordinary journey at NHL Western Conference Second Round: San Jose Sharks vs. TBD - Home Game 4 (Date: TBD - If Necessary), where every moment promises to be unforgettable! 🌟 Imagine of transforming SAP Center
  - **Date**: Thu, 14 May (-08:00)
  - **Event URL**: https://allevents.in/san-jose/nhl-western-conference-second-round-san-jose-sharks-vs-tbd-home-game-4-date-tbd-if-necessary/2300029888360821
  - **Venue**: SAP Center
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZjk1MzdmZDAtMzQ5MC0xMWYxLTk3ZmUtMDUyMGM4ZjFhODc0LXJpbWctdzEyMDAtaDY3NS1kYzVjNGU0NC1nbWlyLmpwZz92PTE3NzU3OTMyNjk.avif
  - **Categories**: trips-adventures, Contests
- **Event Name**: Chelsea Handler at Golden State Theatre
  - **Description**: 🎉 Welcome to Chelsea Handler at Golden State Theatre, where dreams come alive and possibilities are endless! 🏛️ Join us at Golden State Theatre in the heart of Monterey, CA for an event
  - **Date**: Sat, 16 May at 08:00 pm – Sat, 16 May at 10:00 pm (-08:00)
  - **Event URL**: https://allevents.in/monterey/chelsea-handler-at-golden-state-theatre/2400028920867955
  - **Venue**: Golden State Theatre
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy83M2E1MTlmMC05N2RhLTExZjAtYjY3Yi05MWE2ZGQ0NzdjNjktcmltZy13MTIwMC1oNDU2LWRjMDIwMjAyLWdtaXIuanBnP3Y9MTc1ODU2MjQ5NA.avif
  - **Categories**: art, theatre, trips-adventures

## About

Wondering what to do on the weekend or on a not-so-fun night? We have all you need, discover all the happening events in May [YEAR] in [CITY] and find the best picks of yourself. Be it a theatre workshop, meditation class or an entertaining concert, there are a bunch of curated events in [CITY] in May [YEAR] for you.

## May Events in Los Gatos

- **Event Name**: SUNDAY | LOVE AT FIRST HIKE | LOS GATOS
  - **Description**: 🥾 JUST A HIKE WHERE EVERYONE IS SINGLE 🌿
Join us for a feel-good morning of fresh air, movement, and meeting new people at St. Joseph's Hill Open Space Preserve💘
We’ll kick things off at 9:00 AM with the Manzanita + Jones Trail Loop — a scenic ~1.5 hour,
  - **Date**: Sun May 17 2026 at 04:00 pm – Sun May 17 2026 at 08:30 pm (-08:00)
  - **Event URL**: https://allevents.in/los-gatos/sunday-|-love-at-first-hike-|-los-gatos/3600029999402755
  - **Venue**: St. Joseph's Hill Open Space Preserve
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9kNTUzOWFlMC00YTE5LTExZjEtYjE0Yi1kN2NkOWE5OTBkYTctcmltZy13MTA4MC1oMTM1MC1kY2MwYzNiZS1nbWlyLmpwZz92PTE3NzgxNjEwMjQ.avif
  - **Categories**: dog, meetups, art, trips-adventures, nonprofit, parties, entertainment
- **Event Name**: ♥Upscale Singles Party at Beautiful Regale Winery♥
  - **Description**: UPSCALE WINE TASTING/SPEED DATING/DANCE PARTY at Beautiful Winery!About this EventCome and Meet Upscale Singles at the beautiful Regale Winery, featuring manicured gardens and a spectacular view of the coastal mountains!
  - **Date**: Sat May 23 2026 at 04:30 pm – Sat May 23 2026 at 08:30 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/upscale-singles-party-at-beautiful-regale-winery/100001988245339332
  - **Venue**: Regale Winery & Vineyards
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZmE0OWI0YzZmNjE3MDg1MDEwZDE1ODc0N2ExY2NiMmI0ZDVhYzIxNWVhNDdkNmFkZDVkOGIwNGQwNTYyMGE0YS1yaW1nLXc0MzAtaDIxNS1kYzAxMDEwMS1nbWlyLmpwZz92PTE3NzczODE3OTI.avif
  - **Price**: USD 25 to 61
  - **Categories**: food-drinks, Sports, Meetups
- **Event Name**: The Happy Canna Bus™️ at The Muse Market
  - **Description**: The BEST way to shower your momma with love is to bring her as your +1 to this market!

Join us at Los Gatos Town Plaza Park & Montebello Way for The Muse Market!

* Discover 60+ incredibly talented artists, brands & creative entrepreneurs - inclu
  - **Interested Audience**:
    - Count: 9
  - **Date**: Sat May 09 2026 at 11:00 am – Sat May 09 2026 at 04:30 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/the-happy-canna-bus-at-the-muse-market/200030023355351
  - **Venue**: Los Gatos Town Plaza
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9iMWQ0MDJlNjYzM2QyYTY3ZjNkMjJhOTAzZTA4N2Q3N2ZlOGFjOTEyYjlkZmQwNzgzNmJiMTY3ZGVlMjc4MzQ0LXJpbWctdzEwODAtaDE0NDAtZGNmZjJlMzQtZ21pcj92PTE3Nzc5ODc0OTA.avif
  - **Categories**: business, workshops, music, art, entertainment
- **Event Name**: Memorial  Weekend Retreat and  POOL PARTY!!
  - **Description**: Unplug in nature this Memorial Day—camp, connect, dance, and unwind in a welcoming, body-positive community weekend.About this EventMemorial Day Weekend RetreatEscape to nature thi
  - **Date**: Fri May 22 2026 at 09:00 am – Mon May 25 2026 at 11:30 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/memorial-weekend-retreat-and-pool-party/100001986837252707
  - **Venue**: Lupin Lodge
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy81YTRhMWYzZTAzYjdhNjIyZmI1YzU4MThlOWQ3N2NjMTA1YTBiNGM2ZjNkM2YyNTQyZTJlZGZkYTY2NjhhYzZmLXJpbWctdzEyMDAtaDY3NS1kYzQ5N2NiZS1nbWlyLmpwZz92PTE3NzU3OTc1MDg.avif
  - **Price**: USD 18 to 375
  - **Categories**: Sports, trips-adventures, Entertainment
- **Event Name**: Special Event: Mother's Day Barnyard Babies Farm Festival
  - **Description**: Join us for a one-of-a-kind Mother's Day Farm Festival highlighting the newest members of our Ma'alot Farms family!About this EventWelcome to our Mother's Day Barnyard Babies Farm Festival
  - **Date**: Sun May 10 2026 at 10:00 am – Sun May 10 2026 at 02:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/special-event-mothers-day-barnyard-babies-farm-festival/100001977158078035
  - **Venue**: Ma'alot Farms
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy83ZDU2MDZhMjhhMDY3NDdmZTg0MDI2OGEzMTg0ZjM5MDBkYWY0YTIwMzc4M2MzZTRhZjdkMjBjZjc2NjNkNmIzLXJpbWctdzEyMDAtaDkxMy1kYzE4MTYxNS1nbWlyLmpwZz92PTE3NzQ2MDk0Mzc.avif
  - **Price**: USD 10 to 156
  - **Categories**: festivals, trips-adventures, kids, food-drinks, wine-tasting
- **Event Name**: For Moms who Rock (& Really Need a Drink!)
  - **Description**: Celebrate the MOMs in your life that ROCK!! Treat them to bottomless mimosas 🥂 and dance to your favorite songs! Sound Advice will bring the celebration energy your Mom deserves for a special, one of a kind Mother’s Day!
  - **Interested Audience**:
    - Count: 18
  - **Date**: Sun May 10 2026 at 03:00 pm – Sun May 10 2026 at 06:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/for-moms-who-rock-and-really-need-a-drink/200030026611337
  - **Venue**: Old Almaden
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy83MGNjZTYyNWYwZTQxYmQ3ZTg1N2NiMzMyNGJhNjNjM2MzYTZmNTNhYzBjMTkyNjg5MmUwNzQ2NTRiZDg0MDBkLXJpbWctdzEwODAtaDEzNTAtZGMxNjE2MTQtZ21pcj92PTE3NzgwNzI2MTY.avif
- **Event Name**: Mother's Day | Bagels & Bubbly
  - **Description**: Kick back with some mountain views, bubbly and fresh bagels while celebrating all the awesome moms out there!About this EventJoin us at the estate for a fun and relaxed Mother's Day celebration! Enjoy delicious bage
  - **Date**: Sun May 10 2026 at 01:00 pm – Sun May 10 2026 at 03:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/mothers-day-|-bagels-and-bubbly/100001988645788085
  - **Venue**: Tin Cross | Byington Vineyard & Winery
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9mZTQzN2MxM2NiYmYwNDZmMjg3ZTM4OTc0Yjc5MTZmNTU5ZjI0NmY0NWRhYzIyMGYyODdmYjU5OWM0NjUxNDc5LXJpbWctdzEyMDAtaDYwMC1kY2ZlZmRmYi1nbWlyLmpwZz92PTE3Nzc3OTE5NDk.avif
  - **Price**: USD 18 to 45
- **Event Name**: Sound Decision Live at Number 1 Broadway 🍸
  - **Description**: Dust off your dancing shoes, Los Gatos! 🎸 We’re bringing the best of the 80’s, 90’s and today to Number 1 Broadway on May 22. Mark your calendars and hit 'Interested' to stay in the loop on set times, DJ, and more. See you on the dance floor!
  - **Interested Audience**:
    - Count: 75
  - **Date**: Fri May 22 2026 at 08:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/sound-decision-live-at-number-1-broadway/200029873796629
  - **Venue**: Number 1 Broadway Nightclub
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYmUwNzY5M2RhOThmNTZmMTUzYzZhZTBiMDNlNmNiMDMyZTcyODZjNWExYTU3NDlmOWUxMzkxYzc2YWM5Nzc3YS1yaW1nLXc5NjAtaDk2MC1kYzAwMDAwMC1nbWlyP3Y9MTc3ODE1NjE4MA.avif
  - **Categories**: calendar
- **Event Name**: Upscale Wine Tasting/Speed Dating/Dance Party at Beautiful Winery
  - **Description**: Come and Meet Upscale Singles at a beautiful Winery, featuring manicured gardens and a spectacular view of the coastal mountains! This is a lovely Estate & Vineyard with parking for all. Enjoy both outdoors and indoors. Prepare yourself for a wonde
  - **Date**: Sat May 23 2026 at 04:30 pm – Sat May 23 2026 at 05:30 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/upscale-wine-tasting-speed-dating-dance-party-at-beautiful-winery/80002804707164
  - **Venue**: Regale Winery & Vineyards
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2OWVkM2U2Njg2ZGM2LmpwZw.avif
  - **Categories**: singles-parties, speed-dating, entertainment, wine-tasting, business, meetups, art, nonprofit
- **Event Name**: Kommuna LUX in Concert!
  - **Description**: We are happy to invite you to the amazing concert of our beloved music band Kommuna Lux! 
Come fall in love with Odesa, Ukraine, the Pearl of the Black Sea! Kommuna Lux brings you the heritage music of their beloved hometown. With Jewish Klezmer, Balkan,
  - **Interested Audience**:
    - Count: 70
  - **Date**: Sun May 24 2026 at 04:00 pm – Sun May 24 2026 at 06:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/kommuna-lux-in-concert/200029986191137
  - **Venue**: APJCC in Los Gatos
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9kMDQ3MDBhM2Y2YjAxMGU3N2I5Mzk4MzE1YWM5ZmMwMzQ0NTk5ZmEzMjM0NWRkYzg4NWU3ODE5YmNiMzZlNDRjLXJpbWctdzExNjYtaDEwNjUtZGMxZTI1M2EtZ21pcj92PTE3NzcxMjYxNzY.avif
  - **Categories**: Music, Entertainment, Concerts
- **Event Name**: Makers Market™ Local Artist Fair @ Old Town Los Gatos
  - **Description**: We’ve rounded up the best local artists, crafters, designers, and makers for a truly unforgettable shopping experience.About this EventThe Makers Market™ Local Artist Street Fair returns to Old Town Los Gatos for another
  - **Date**: Sat May 16 2026 at 11:00 am – Sat May 16 2026 at 06:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/makers-market-local-artist-fair-old-town-los-gatos/100001982567837772
  - **Venue**: Old Town Los Gatos
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMzBmZDQ0NWM3MmJkOWQxYTFhNjVhY2UzMmEzNTFmN2Y3MmQxNzk0OWI3YmM5ZTgwMWQyMDNlODU2N2U4Y2IzYS1yaW1nLXcxMjAwLWg2MjktZGMzMTMwMmUtZ21pci5qcGc_dj0xNzcxMDYwNjk0.avif
  - **Price**: Free
  - **Categories**: Art, Music, Entertainment
- **Event Name**: 2026 Bocce Bash
  - **Description**: Get ready for an unforgettable night of bocce, bites, and big-time impact! Bocce Bash is a Special Olympics NorCal signature fundraiser in the heart of Silicon Valley—where elected officials, business leaders, professional athletes, and Special Olympics N
  - **Date**: Thu May 07 2026 at 06:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/2026-bocce-bash/200029642925427
  - **Venue**: Campo di Bocce of Los Gatos
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8zNWRiNjFlNjRkZTRkZTA1MTBkMWJlZjI5M2M1YmVjZjEwMzc5ZTliMTYzNzQ3ZjNhZTJkNjA3ZTAyZTUxMTE1LXJpbWctdzEyMDAtaDYyOC1kYzJmNTA0OC1nbWlyP3Y9MTc3MDY0Nzg0Mw.avif
  - **Categories**: Nonprofit, Contests
- **Event Name**: Guided Hike at Castle Rock State Park
  - **Description**: Join Sempervirens Fund on a guided hike through Castle Rock, a rugged 5,150-acre park known for its unique sandstone formations.About this EventEvent Information: Join Sempervirens Fund o
  - **Date**: Thu May 28 2026 at 10:00 am – Thu May 28 2026 at 02:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/guided-hike-at-castle-rock-state-park/100001988520239566
  - **Venue**: 15451 CA-35
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9iMjA0MDdhN2Q1MzdiNzUzZjM3YmFmMjRmMWY2MzgyZjYwMzM2MDYwMTU2OTc0ODA5MTUwMmQ5YTIwODViNTFiLXJpbWctdzEyMDAtaDYwMC1kYzE5MmYxNy1nbWlyLmpwZz92PTE3Nzc3OTIwOTg.avif
  - **Price**: Free
  - **Categories**: trips-adventures, trekking, volunteering, dog
- **Event Name**: Morning Hike at Bear Creek Redwoods
  - **Description**: Join POST on a guided hike in one of most recently-established open space preserves in the Bay area.About this Event  https://cdn-az.allevents.in/events6/banners/f5276b20-4a01-11f1-9b88-8d574f4e1b52-rimg-w1200-h200-dcfefefe-gmir.j
  - **Date**: Fri May 29 2026 at 09:00 am – Fri May 29 2026 at 12:30 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/morning-hike-at-bear-creek-redwoods/100001987572972264
  - **Venue**: 19350 Bear Creek Rd
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy83OGRhNjJiYThmNTE4Mjc4NDIyNmU3MzljMzExOGE3ZGM5OWU1NzllNTIyZGJlM2JlNTYzZjQ3ZjYyYmE1OWNhLXJpbWctdzEyMDAtaDgxMi1kYzFlMTkwZi1nbWlyLmpwZz92PTE3NzYzOTQ2MjU.avif
  - **Price**: Free
  - **Categories**: trips-adventures
- **Event Name**: Africa Day - los Gatos
  - **Description**: Celebrate Africa Day in los Gatos with music, food, and good vibes—come join the fun in person!About this EventJoin us for Africa Day - San Jose!Celebrate African heritage in an indoor space honouring the cul
  - **Date**: Sat May 23 2026 at 04:00 pm – Sat May 23 2026 at 08:00 pm (-07:00)
  - **Event URL**: https://allevents.in/los-gatos/africa-day-los-gatos/100001986395394096
  - **Venue**: 14855 Oka Rd
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9jZjQxYjgwNzc3NzljYzI0MGYzNWU2MDk3NTkyNDYwODk2YzQ0MTMxYzJhOTgzZWQzOTE5YWI2OTc2MTE4NWU5LXJpbWctdzEyMDAtaDYwMC1kYzc3YmM1Zi1nbWlyLmpwZz92PTE3NzUwOTE2NTg.avif
  - **Price**: Free
  - **Categories**: music, art, entertainment, storytelling, it, live-music, parades

## Trending Events in Los Gatos

- **Event Name**: Averly Morillo Presencia Tour | SAN JOSE
  - **Description**: AVERLY MORILLO llega a SAN JOSE el 12 DE JUNIO con su nueva gira, PRESENCIA.  KAREN ESPINOSA se une tambien.  Compra tus boletos hoy!About this Event¡Ven y disfruta de una noche llena de la PRESENCIA junto a AVERLY MORILL
  - **Venue**: Venture Christian Church
  - **Banner**: https://cdn-az.allevents.in/events6/banners/e7bf2a4749947a3f752522c4f244fab6005777622a6b89f71432fbd2de0d1458-rimg-w1179-h930-dce8e9ec-gmir.jpg?v=1774028510
- **Event Name**: Los Gatos Art & Wine Festival
  - **Description**: Come & celebrate 54 years of this premier, iconic event in beautiful Downtown Los Gatos!  Nestled among the redwood trees on the Civic Center Lawn, 2026 will be the best yet!  So many milestones:  25 years of The Houserockers headlining; 30 years of t
  - **Venue**: 110 E. Main Street, Los Gatos, CA, United States, California 95030
  - **Banner**: https://cdn-az.allevents.in/events1/banners/900ff4d55f37fdcc028509c51a38297f53af38ae4f7831908fc05bcd6fd57279-rimg-w1200-h369-dc8fa7aa-gmir?v=1778048651
- **Event Name**: SUNDAY | LOVE AT FIRST HIKE | LOS GATOS
  - **Description**: 🥾 JUST A HIKE WHERE EVERYONE IS SINGLE 🌿
Join us for a feel-good morning of fresh air, movement, and meeting new people at St. Joseph's Hill Open Space Preserve💘
We’ll kick things off at 9:00 AM with the Manzanita + Jones Trail Loop — a scenic ~1.5 hour,
  - **Venue**: St. Joseph's Hill Open Space Preserve
  - **Banner**: https://cdn-az.allevents.in/events3/banners/d5539ae0-4a19-11f1-b14b-d7cd9a990da7-rimg-w1080-h1350-dcc0c3be-gmir.jpg?v=1778161024
- **Event Name**: Brit Floyd - Saratoga
  - **Description**: Brit Floyd tickets 🎟️
 
 There's nothing like the energy of a live event — and Brit Floyd is bringing it! Whether it's on the field, on stage, or on tour, this is your chance to be part of the moment.
 
 Get your tickets now at Stubjet before they sell ou
  - **Venue**: Mountain Winery- Saratoga
  - **Banner**: https://cdn-az.allevents.in/events7/banners/585987f4e10e9eba297c77cee7c7e1d4df05b11f83dff7acec73e71239c4ea91-rimg-w910-h580-dc060616-gmir?v=1777994363
- **Event Name**: GUNHILD CARLING - SEASON FINALE
  - **Description**: Gunhild Carling returns to conclude the season with an energetic mix of classic jazz, swing, and showmanship.

A globally acclaimed multi-instrumentalist, Carling is celebrated for her skill on the trumpet and trombone, as well as her capacity to switch e
  - **Venue**: Montebello Way, Los Gatos, CA 95030, Los Gatos, CA, United States, California 95030
  - **Banner**: https://cdn-az.allevents.in/events5/banners/c18dab18bc28a8f6af22af66171ab311b5a9de40461158e7fcf974d1ec6b0802-rimg-w1200-h1800-dceaeaea-gmir?v=1775904630
- **Event Name**: ♥Upscale Singles Party at Beautiful Regale Winery♥
  - **Description**: UPSCALE WINE TASTING/SPEED DATING/DANCE PARTY at Beautiful Winery!About this EventCome and Meet Upscale Singles at the beautiful Regale Winery, featuring manicured gardens and a spectacular view of the coastal mountains!
  - **Venue**: Regale Winery & Vineyards
  - **Banner**: https://cdn-az.allevents.in/events10/banners/fa49b4c6f617085010d158747a1ccb2b4d5ac215ea47d6add5d8b04d05620a4a-rimg-w430-h215-dc010101-gmir.jpg?v=1777381792
- **Event Name**: PACIFIC MAMBO ORCHESTRA
  - **Description**: The Grammy® Award-winning Pacific Mambo Orchestra is among the most electrifying Latin big bands on today’s global music scene, known for its explosive energy and top-tier musicianship. Combining mambo, salsa, Latin jazz, and big-band traditions with a co
  - **Venue**: Montebello Way, Los Gatos, CA 95030, Los Gatos, CA, United States, California 95030
  - **Banner**: https://cdn-az.allevents.in/events8/banners/a83dec98c3beab44b735c1cdc956b5cfb3f32e909a85d7a1fa6c82792ae5af8b-rimg-w1200-h1078-dcf88601-gmir?v=1778208515
- **Event Name**: PAMELA PARKER'S FANTASTIC MACHINE
  - **Description**: Pamela Parker presents a special performance at Jazz on the Plazz this season, leading The Fantastic Machine with a piano-centered set that reveals a different side of her artistry. Known for her guitar, Parker leads at the grand piano, blending expressiv
  - **Venue**: Montebello Way, Los Gatos, CA 95030, Los Gatos, CA, United States, California 95030
- **Event Name**: THE JAZZ SOPHISTICATES DANCE ORCHESTRA
  - **Description**: The Jazz Sophisticates Dance Orchestra is excited to kick off the 24th season of Jazz on the Plazz with a celebration of the elegance and lively spirit of the Jazz Age.

Inspired by the glamorous late 1920s and early 1930s, our ensemble joyfully combines
  - **Venue**: Montebello Way, Los Gatos, CA 95030, Los Gatos, CA, United States, California 95030
  - **Banner**: https://cdn-az.allevents.in/events10/banners/771d3967bc3b92a202be36263684443afa007a4b1f4eb3359e3fb6a08cb2ba23-rimg-w678-h785-dcfefefe-gmir?v=1778156182

## Browse May Events by Date

- [May Events Today in Los Gatos](https://allevents.in/los-gatos/may--today)
- [May Events This Weekend in Los Gatos](https://allevents.in/los-gatos/may--this-weekend)
- [May Events in May in Los Gatos](https://allevents.in/los-gatos/may--may)
- [May Events in June in Los Gatos](https://allevents.in/los-gatos/may--june)

## FAQs

- **Q**: What are the top May events in Los Gatos?
  - **A:** SUNDAY | LOVE AT FIRST HIKE | LOS GATOS (Sun May 17 2026 at 04:00 pm at St. Joseph's Hill Open Space Preserve), ♥Upscale Singles Party at Beautiful Regale Winery♥ (Sat May 23 2026 at 04:30 pm at Regale Winery & Vineyards), The Happy Canna Bus™️ at The Muse Market (Sat May 09 2026 at 11:00 am at Los Gatos Town Plaza), Memorial  Weekend Retreat and  POOL PARTY!! (Fri May 22 2026 at 09:00 am at Lupin Lodge), Special Event: Mother's Day Barnyard Babies Farm Festival (Sun May 10 2026 at 10:00 am at Ma'alot Farms).
- **Q**: What are the top free May events in Los Gatos?
  - **A:** Makers Market™ Local Artist Fair @ Old Town Los Gatos (Sat May 16 2026 at 11:00 am at Old Town Los Gatos), Guided Hike at Castle Rock State Park (Thu May 28 2026 at 10:00 am at 15451 CA-35), Morning Hike at Bear Creek Redwoods (Fri May 29 2026 at 09:00 am at 19350 Bear Creek Rd), Africa Day - los Gatos (Sat May 23 2026 at 04:00 pm at 14855 Oka Rd).
- **Q**: What May events are happening in Los Gatos today May 08, 2026?
  - **A:** 805 Night Market Street Food Festival (Monterey, CA) — May 8–10, 2026 (Fri, 08 May at 04:00 pm at Monterey County Fairgrounds).
- **Q**: What May events are happening in Los Gatos this weekend May 8–10, 2026?
  - **A:** The Happy Canna Bus™️ at The Muse Market (Sat May 09 2026 at 11:00 am at Los Gatos Town Plaza), Special Event: Mother's Day Barnyard Babies Farm Festival (Sun May 10 2026 at 10:00 am at Ma'alot Farms), For Moms who Rock (& Really Need a Drink!) (Sun May 10 2026 at 03:00 pm at Old Almaden), Mother's Day | Bagels & Bubbly (Sun May 10 2026 at 01:00 pm at Tin Cross | Byington Vineyard & Winery), Tyler Henry - Hollywood Medium at San Jose Civic (Sat, 09 May at 08:00 pm at San Jose Civic).
- **Q**: What May events are happening in Los Gatos in May 2026?
  - **A:** SUNDAY | LOVE AT FIRST HIKE | LOS GATOS (Sun May 17 2026 at 04:00 pm at St. Joseph's Hill Open Space Preserve), ♥Upscale Singles Party at Beautiful Regale Winery♥ (Sat May 23 2026 at 04:30 pm at Regale Winery & Vineyards), The Happy Canna Bus™️ at The Muse Market (Sat May 09 2026 at 11:00 am at Los Gatos Town Plaza), Memorial  Weekend Retreat and  POOL PARTY!! (Fri May 22 2026 at 09:00 am at Lupin Lodge), Special Event: Mother's Day Barnyard Babies Farm Festival (Sun May 10 2026 at 10:00 am at Ma'alot Farms).
- **Q**: How can I find May events in Los Gatos?
  - **A:** You can discover upcoming May events in Los Gatos on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for May events in Los Gatos?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for May events in Los Gatos?
  - **A:** Some popular venues hosting May events in Los Gatos include St. Joseph's Hill Open Space Preserve, Regale Winery & Vineyards, Los Gatos Town Plaza.
- **Q**: What is the price range for May events in Los Gatos?
  - **A:** Prices for May events in Los Gatos range from USD 8 to USD 375. Many events also offer free entry.
- **Q**: Who are the top organizers for May events in Los Gatos?
  - **A:** Popular organizers hosting May events in Los Gatos include The Pulse Hub, Bay Area Singles Events and Travel, The Happy Canna Bus.
- **Q**: Are there any online May events available?
  - **A:** Yes, many May events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new May events in Los Gatos?
  - **A:** Follow the May category on AllEvents.in to get notified when new May events are listed in Los Gatos.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/76/446ab5b8894647afc5dbe2e4aac27e/may.webp
- **Mobile Banner**: https://cdn2.allevents.in/transup/90/8647e35ea145e785f95cbfaed96658/may.webp

## Events in May from nearby cities

- [Events in May in Campbell](https://allevents.in/campbell-ca/may)
- [Events in May in Saratoga](https://allevents.in/saratoga/may)
- [Events in May in Cupertino](https://allevents.in/cupertino/may)
- [Events in May in Santa Clara](https://allevents.in/santa-clara/may)
- [Events in May in San Jose](https://allevents.in/san-jose/may)
- [Events in May in Sunnyvale](https://allevents.in/sunnyvale/may)
- [Events in May in Boulder Creek](https://allevents.in/boulder-creek/may)
- [Events in May in Brookdale](https://allevents.in/brookdale/may)