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X-WR-CALDESC:Events for Downtown San Mateo
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DTSTART;TZID=America/Los_Angeles:20260701T170000
DTEND;TZID=America/Los_Angeles:20260701T200000
DTSTAMP:20260602T225255Z
CREATED:20260602T225255Z
LAST-MODIFIED:20260602T225255Z
UID:10004185-1782925200-1782936000@dsma.org
SUMMARY:Soccer Social Pop Up
DESCRIPTION:From the City of San Mateo: \nLearn more about Soccer Celebrations and participating businesses HERE \nAll 2026 San Mateo Soccer-related events: \n\n\n\n\n\nEvent\nDate\nTime\nLocation\n\n\nSoccer Social Pop-Up\nFriday\, June 12\, 2026\n5:00 PM – 8:00 PM\nB Street Pedestrian Mall\, Downtown San Mateo\n\n\nFan Zone Watch Party\nThursday\, June 25\, 2026\n6:45 PM – 8:00 PM\nFitzgerald Field\, Central Park\, 50 East 5th Avenue\, San Mateo\n\n\nSoccer Social Pop-Up\nWednesday\, July 1\, 2026\n5:00 PM – 8:00 PM\nB Street Pedestrian Mall\, Downtown San Mateo\n\n\n\n  \n  \n  \n\n\n\nSearching for a great spot to catch upcoming pro soccer action? ⚽Save the date for the Soccer Social Pop-up Event on July 1st\, from 5 to 8 p.m. on the B Street pedestrian mall in downtown San Mateo. Support local San Mateo businesses while gathering with fellow fans to enjoy match-day specials\, tasty bites\, sports-themed games\, and a fun community atmosphere\, all as you cheer on your team and watch those GOALS happen. \n\nIf you’re a business owner offering special game day deals or opportunities to watch the games\, please reach out to zreda@cityofsanmateo.org at the City of San Mateo to be listed as a participant.\nBrought to you in partnership with: City of San Mateo\, Downtown San Mateo Association and San Mateo Area Chamber of Commerce*Event details may change in case of inclement weather. Registration is not required\, but space and supplies are limited.
URL:https://dsma.org/event/soccer-social-pop-up/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2026/04/Soccer-Social-Pop-Up-e1780440751160.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20260612T170000
DTEND;TZID=America/Los_Angeles:20260612T200000
DTSTAMP:20260602T225122Z
CREATED:20260429T234544Z
LAST-MODIFIED:20260602T225122Z
UID:10004109-1781283600-1781294400@dsma.org
SUMMARY:Soccer Social Pop Up
DESCRIPTION:From the City of San Mateo: \nLearn more about Soccer Celebrations and participating businesses HERE \nAll 2026 San Mateo Soccer-related events: \n\n\n\n\n\nEvent\nDate\nTime\nLocation\n\n\nSoccer Social Pop-Up\nFriday\, June 12\, 2026\n5:00 PM – 8:00 PM\nB Street Pedestrian Mall\, Downtown San Mateo\n\n\nFan Zone Watch Party\nThursday\, June 25\, 2026\n6:45 PM – 8:00 PM\nFitzgerald Field\, Central Park\, 50 East 5th Avenue\, San Mateo\n\n\nSoccer Social Pop-Up\nWednesday\, July 1\, 2026\n5:00 PM – 8:00 PM\nB Street Pedestrian Mall\, Downtown San Mateo\n\n\n\n  \n  \n  \n\n\nSearching for a great spot to catch upcoming pro soccer action? ⚽Save the date for the Soccer Social Pop-up Event on Friday\, June 12\, from 5 to 8 p.m. on the B Street pedestrian mall in downtown San Mateo. Support local San Mateo businesses while gathering with fellow fans to enjoy match-day specials\, tasty bites\, sports-themed games\, and a fun community atmosphere\, all as you cheer on your team and watch those GOALS happen. 🎉 \n\nIf you’re a business owner offering special game day deals or opportunities to watch the games\, please reach out to zreda@cityofsanmateo.org at the City of San Mateo to be listed as a participant.\nBrought to you in partnership with: City of San Mateo\, Downtown San Mateo Association and San Mateo Area Chamber of Commerce \n*Event details may change in case of inclement weather. Registration is not required\, but space and supplies are limited.
URL:https://dsma.org/event/save-the-date-soccer-social-pop-up/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2026/04/Soccer-Social-Pop-Up-e1780440751160.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20260207T130000
DTEND;TZID=America/Los_Angeles:20260207T150000
DTSTAMP:20260115T185145Z
CREATED:20260105T175814Z
LAST-MODIFIED:20260115T185145Z
UID:10003102-1770469200-1770476400@dsma.org
SUMMARY:San Mateo Sports Warm Up
DESCRIPTION:Kick off your SUPER weekend at our San Mateo Sports Warm Up on Saturday\, February 7th from 1–3 pm! We’re bringing the big-game energy to the heart of Downtown with a free\, family-friendly afternoon of play featuring a very special appearance by the back-to-back State Champion CSM Bulldogs! Come meet and greet some players from the College of San Mateo’s elite football team before testing your own skills on the Perform for Golf putting green\, foosball and ping pong tables\, and the San Mateo Parks & Rec mobile games. For those looking for a unique challenge\, don’t miss a live demo from the Belmont Brass Wrists arm wrestling club! \nThis community celebration is made possible through a generous partnership with Perform For Golf\, and it’s the perfect way to soak up the Bay Area’s championship vibes just one day before the Super Bowl. Special thanks to the San Mateo Area Chamber of Commerce\, the City of San Mateo\, the City of San Mateo’s Parks & Rec Dept\, CSM\, and the Belmont Brass Wrists! \n*Event details may change in case of inclement weather. Registration is not required\, but space and supplies are limited.
URL:https://dsma.org/event/san-mateo-sports-warm-up/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/jpeg:https://dsma.org/wp-content/uploads/2026/01/Green-and-Yellow-Illustrative-National-Sports-Day-Instagram-Post.jpg
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20260124T120000
DTEND;TZID=America/Los_Angeles:20260124T140000
DTSTAMP:20260105T175424Z
CREATED:20251203T180920Z
LAST-MODIFIED:20260105T175424Z
UID:10003005-1769256000-1769263200@dsma.org
SUMMARY:Lunar New Year in Downtown San Mateo
DESCRIPTION:Celebrate Lunar New Year on Saturday\, January 24th in Downtown San Mateo! Stay tuned for more information! Brought to you by the DSMA and Florian Orthodontics. \nThis family-friendly event on B Street (between 1st and 2nd Ave) will showcase a Lion Dance performance from Lion Dance Me at noon\, plus community booths with activities\, red envelopes\, and give-aways for kids from noon to 2pm*. \n\nCommunity booths on B Street\nnoon-2pm\nLion Dance ME performance on B Street\nnoon-1pm\nLion Dance ME parade to businesses throughout Downtown\n1-2pm \n\n\n  \n\n*Event details may change in case of inclement weather. Registration is not required\, but space and supplies are limited.
URL:https://dsma.org/event/lunar-new-year-in-downtown-san-mateo/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/jpeg:https://dsma.org/wp-content/uploads/2025/12/2026-Lunar-New-Year-Sponsor-Deck-Instagram-Post-45-1.jpg
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20251221T110000
DTEND;TZID=America/Los_Angeles:20251221T110000
DTSTAMP:20251217T185350Z
CREATED:20250210T225929Z
LAST-MODIFIED:20251217T185350Z
UID:10001364-1766314800-1766314800@dsma.org
SUMMARY:HEAD WEST Marketplace - CANCELED DUE TO RAIN
DESCRIPTION:Sorry! The final HEAD WEST San Mateo event for 2025 has been canceled due to the weather. Keep an eye out for 2026 dates! \nAbout HEAD WEST:\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace-3/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20251130T110000
DTEND;TZID=America/Los_Angeles:20251130T160000
DTSTAMP:20251125T164815Z
CREATED:20250210T225854Z
LAST-MODIFIED:20251125T164815Z
UID:10001363-1764500400-1764518400@dsma.org
SUMMARY:HEAD WEST Marketplace SPECIAL DATE!
DESCRIPTION:SPECIAL DATE! Shop Small in Downtown San Mateo with HEAD WEST Marketplace. \nVisit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace-2/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20251019T110000
DTEND;TZID=America/Los_Angeles:20251019T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001362-1760871600-1760893200@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-10-19/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250928T110000
DTEND;TZID=America/Los_Angeles:20250928T170000
DTSTAMP:20250908T183904Z
CREATED:20250615T144934Z
LAST-MODIFIED:20250908T183904Z
UID:10001632-1759057200-1759078800@dsma.org
SUMMARY:September Arts & Culture Fest
DESCRIPTION:From the San Mateo Area Chamber of Commerce (https://sanmateochamber.org/sept-fest/): \n\n\nSeptember Arts & Culture Fest\n\n\n\n\n\nThe Best Street Festival on the Peninsula is Back! \nPresented by the San Mateo Area Chamber of Commerce\, Downtown San Mateo Association\, & County of San Mateo Office of Arts and Culture. Join us in the heart of Downtown San Mateo for a day-long celebration of art\, music\, dance\, food\, and culture! From live bands and dazzling cultural performances to interactive kids’ activities\, mural competitions\, and handcrafted artist booths\, the September Arts & Culture Fest has something for everyone — and it’s completely FREE to attend. \nSunday\, September 28th\, 11am – 5pm • B Street • Downtown San Mateo \n\n\n\n\n\n\nMain Stage Music Lineup: \n\n1:00 PM – The Mirage Band | Party Rock & Dance Hits \n2:30 PM – Rene Escovedo & Son Sabroso | Latin Fusion & Rhythm \n4:00 PM – Pure Ecstasy | Motown\, Soul & R&B Classics \n\nCinema Plaza Performances \n\nA vibrant mix of cultural showcases\, theatre\, and dance throughout the day. \nFull updated schedule: smcgov.org/ceo/september-arts-culture-fest-2025 \n\nMural Madness \n\nWatch local artists bring blank canvases to life in a live mural competition throughout the day! Visitors can vote for their favorites as artists compete for the chance to have their work featured in Downtown San Mateo. \n\nFeatured Artists \n\nBooths 40+ local artists and makers will be showcasing painting\, photography\, jewelry\, textiles\, and more. Plus be inspired by local poets at Chill Spot Rendezvous. \nFull list of artist vendors: smcgov.org/ceo/september-arts-culture-fest-2025 \n\nCommunity Booths \n\nMeet the people\, businesses\, and organizations that make San Mateo shine! \n\nKid Zone \n\nFamily-friendly activities including games from Mobile Parks & Rec\, hands-on art activities\, balloon animals\, a scavenger hunt\, and more! Keep your eyes peeled for our Fest mascot\, Mateo the Fox! \n\nCome Hungry! \n\nWith more than 150 Downtown San Mateo eateries representing cuisine from around the world just steps from the festival\, it’s the perfect chance to discover a new favorite spot while enjoying the day. Restaurant Guide PLUS – Wine and beer will be available for purchase\, as well as special snack vendors! Restaurant Guide \n\nWant to Be Part of the Fest? \n\n• Become a Sponsor \n• Become a Volunteer \n\nKnow Before You Go \n\nStreet Closures: B Street (1st–3rd Ave) & Baldwin will be closed to traffic. Follow detour signs. \nParking: Free all day in city-owned lots and on surrounding streets. Some spaces will be reserved for event or VIP access. Downtown Parking Options. Downtown Parking Options \n\nFollow the Fest \n\nStay up to date on performers\, artists\, murals\, and special announcements:  @sanmateochamber | facebook.com/SanMateoChamber \n\nCelebrate Art\, Food\, Culture & Community \nWhether you’re discovering a new favorite band\, watching murals take shape before your eyes\, or tasting something delicious from one of Downtown San Mateo’s restaurants\, the September Arts & Culture Fest is where it all comes together. \n\n\n\n 
URL:https://dsma.org/event/2025september-arts-culture-fest/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/06/september-fest-landing-page-header-copy2.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250921T110000
DTEND;TZID=America/Los_Angeles:20250921T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001361-1758452400-1758474000@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-09-21/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250817T110000
DTEND;TZID=America/Los_Angeles:20250817T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001360-1755428400-1755450000@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-08-17/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250720T110000
DTEND;TZID=America/Los_Angeles:20250720T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001359-1753009200-1753030800@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-07-20/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250615T110000
DTEND;TZID=America/Los_Angeles:20250615T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001358-1749985200-1750006800@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-06-15/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250614T103000
DTEND;TZID=America/Los_Angeles:20250614T113000
DTSTAMP:20250611T185813Z
CREATED:20250611T185737Z
LAST-MODIFIED:20250611T185813Z
UID:10001484-1749897000-1749900600@dsma.org
SUMMARY:San Mateo County Pride Parade
DESCRIPTION:From the San Mateo County Pride Celebration: \nPlease join us for our 3rd Annual San Mateo County Pride Parade! \nGet ready to celebrate love\, joy\, and pride at the 2025 San Mateo County Pride Parade! Whether you’re a longtime supporter or new to the festivities\, we can’t wait to welcome you to a vibrant morning of community\, color\, and celebration. \n\nParade Start: 2nd & B StreetParade End: San Mateo Central Park \n\n\nRoute opens for spectators at 9:30 am.  Parade starts promptly at 10:30 am.
URL:https://dsma.org/event/san-mateo-county-pride-parade/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/06/Screenshot-2025-06-11-114837.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250518T110000
DTEND;TZID=America/Los_Angeles:20250518T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001357-1747566000-1747587600@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-05-18/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250420T110000
DTEND;TZID=America/Los_Angeles:20250420T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001356-1745146800-1745168400@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-04-20/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250316T110000
DTEND;TZID=America/Los_Angeles:20250316T170000
DTSTAMP:20250210T223826Z
CREATED:20250210T223826Z
LAST-MODIFIED:20250210T223826Z
UID:10001355-1742122800-1742144400@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. Connecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply \nNeed help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages \n*Event details may change due to inclement weather.
URL:https://dsma.org/event/2025head-west-marketplace/2025-03-16/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2025/02/South-B-Street-1080x1080-copy.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20250125T120000
DTEND;TZID=America/Los_Angeles:20250125T140000
DTSTAMP:20250123T000216Z
CREATED:20241218T221112Z
LAST-MODIFIED:20250123T000216Z
UID:10001178-1737806400-1737813600@dsma.org
SUMMARY:Lunar New Year in Downtown San Mateo
DESCRIPTION:Celebrate Lunar New Year on Saturday\, January 25th in Downtown San Mateo! \nThis family-friendly event on B Street (between 1st and 2nd Ave) will showcase a Lion Dance performance from Lion Dance Me at noon\, plus community booths with activities\, red envelopes\, and give-aways for kids from noon to 2pm*. \n\nCommunity booths on B Street\nnoon-2pm\nBooth participants include Self Help for the Elderly\, San Mateo Public Library\, Florian Orthodontics\, City of San Mateo Parks & Rec\, and the Asian American Curriculum Project\n\nLion Dance ME performance on B Street\nnoon-1pm\nLion Dance ME parade to businesses throughout Downtown\n1-2pm \n\n\n\nParticipating parade businesses (Lions will stop at each business for approximately 3-5 minutes):\nAnton Patisserie (390 1st Ave)\nMY Dumpling (100 S B Street)\nFanloli Beauty (159 South B St)\nShuyi Grass Jelly & Tea (165 E 4th Ave)\nDough Zone (111 E 4th Ave)\nCathay Bank (1 E 3rd Ave #101)\nEast West Bank (27 East 4th Ave)\nTaste of Sha Xian (38 E 4th Ave)\nTang Bar (62 E 4th Ave)\nSuperstar Dim Sum (88 4th Avenue) \n\n\n*Event details may change in case of inclement weather. Registration is not required\, but space and supplies are limited.
URL:https://dsma.org/event/2025lunar-new-year/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2024/12/IMG_8646-1-e1734561098895.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20241222T110000
DTEND;TZID=America/Los_Angeles:20241222T160000
DTSTAMP:20260311T204509Z
CREATED:20241202T183649Z
LAST-MODIFIED:20260311T204509Z
UID:10000760-1734865200-1734883200@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:The Holiday season is HERE! Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on Sunday\, December 8\, and Sunday\, December 22! Browse unique holiday gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. \nFrom hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. \nConnecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share. \nParking in Downtown San Mateo is FREE on Sundays! Learn about parking HERE
URL:https://dsma.org/event/head-west-marketplace-4/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/jpeg:https://dsma.org/wp-content/uploads/2024/12/Instagram-Post-37.jpg
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20241208T110000
DTEND;TZID=America/Los_Angeles:20241208T160000
DTSTAMP:20241202T182319Z
CREATED:20241202T182319Z
LAST-MODIFIED:20241202T182319Z
UID:10000900-1733655600-1733673600@dsma.org
SUMMARY:HEAD WEST Marketplace
DESCRIPTION:The Holiday season is HERE! Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on Sunday\, December 8 and Sunday\, December 22! Browse unique holiday gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. \nFrom hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. \nConnecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share.
URL:https://dsma.org/event/head-west-marketplace-3/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2024/12/South-B-Street-1350x1080-copy-3-e1733163765488.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20241124T110000
DTEND;TZID=America/Los_Angeles:20241124T160000
DTSTAMP:20241122T220534Z
CREATED:20241122T220142Z
LAST-MODIFIED:20241122T220534Z
UID:10000759-1732446000-1732464000@dsma.org
SUMMARY:HEAD WEST Marketplace - Nov 24th event has been CANCELLED due to inclement weather
DESCRIPTION:*** This event has unfortunately been cancelled due to inclement weather. Stay tuned for a make up date\, and we’ll see you on December 22nd!! *** \nThe Holiday season is HERE! Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on Sunday\, November 24\, and Sunday\, December 22! Browse unique holiday gifts or find a treat for yourself from 50 local Makers\, Merchants\, Crafters\, Designers\, and Artists. While you’re here\, explore Downtown’s retail offerings\, and enjoy delicious food from our local spots—there’s something for everyone this season! \nMore about HEAD WEST: \n\n\nHEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. \nFrom hand-made ceramics to locally sourced vintage\, there are always new categories of goods available to explore. \nConnecting people\, forging community + sustaining the local economy\, we continue to build upon our presence by offering expanded resources for small businesses to learn\, grow\, connect + share.
URL:https://dsma.org/event/head-west-marketplace-2/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2024/11/Screenshot-2024-11-22-140358.png
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20241005T110000
DTEND;TZID=America/Los_Angeles:20241005T160000
DTSTAMP:20240913T184440Z
CREATED:20240913T183918Z
LAST-MODIFIED:20240913T184440Z
UID:10000344-1728126000-1728144000@dsma.org
SUMMARY:SMPD’s Pink Patch Party
DESCRIPTION:From the San Mateo Police Officer’s Association: \n\n\n\n\n\nJoin us for our annual Pink Patch Party downtown San Mateo on October 5th from 11-4pm. This Breast Cancer Awareness event will provide no-cost to patient screening mammograms\, have resource and education material available\, and so much more; all while encouraging early detection. Visit sanmateopoa.org to learn more.
URL:https://dsma.org/event/smpds-pink-patch-party-2/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/jpeg:https://dsma.org/wp-content/uploads/2024/09/Instagram-Post-9.jpg
ORGANIZER;CN="San Mateo Police Officers' Association":MAILTO:info@sanmateopoa.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20240928T100000
DTEND;TZID=America/Los_Angeles:20240928T180000
DTSTAMP:20240910T224225Z
CREATED:20240715T215550Z
LAST-MODIFIED:20240910T224225Z
UID:10000272-1727517600-1727546400@dsma.org
SUMMARY:September Arts & Culture Fest
DESCRIPTION:This day-long event features local musicians\, entertainment and cultural performances\, artists and craft-makers\, cuisine from around the world\, wine and beer\, and family-friendly activities in the heart of Downtown San Mateo. The event is free and open to the public. \nLocation | B Street Pedestrian Mall and Baldwin Avenue in downtown San Mateo\nDate & Time | September 28\, 10 am – 6 pm \nBaldwin (Large) Stage Line-up\n10:15-11:15am Arts & Culture Dancers\n12:30-1:30pm Pure Ecstasy\n2:00-3:00 The Mirage\n3:30-4:30pm Son Sabroso\n5-6pm Rebel \n  \n 
URL:https://dsma.org/event/september-arts-culture-fest/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
CATEGORIES:Events
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2024/07/Screenshot-2024-07-15-144919-e1721080539850.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20240608T103000
DTEND;TZID=America/Los_Angeles:20240608T110000
DTSTAMP:20240530T205742Z
CREATED:20240515T165815Z
LAST-MODIFIED:20240530T205742Z
UID:10000229-1717842600-1717844400@dsma.org
SUMMARY:Pride Parade (part of San Mateo County's 12th Annual Pride Celebration)
DESCRIPTION:Meet at Baldwin and B Street in Downtown at 10am to join the Parade!
URL:https://dsma.org/event/pride-parade-part-of-san-mateo-countys-12th-annual-pride-celebration/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
ATTACH;FMTTYPE=image/jpeg:https://dsma.org/wp-content/uploads/2024/05/24-SMC-Pride-Parade-ad-v5-1.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20240127T120000
DTEND;TZID=America/Los_Angeles:20240127T140000
DTSTAMP:20240110T231920Z
CREATED:20240102T224454Z
LAST-MODIFIED:20240110T231920Z
UID:10000167-1706356800-1706364000@dsma.org
SUMMARY:Lunar New Year in Downtown San Mateo
DESCRIPTION:Celebrate Lunar New Year on Saturday\, January 27th in Downtown San Mateo! \nThis family-friendly event on B Street (between 1st and 2nd Ave) will showcase a Lion Dance performance from Lion Dance Me at noon\, plus crafts\, activities\, and prizes for kids from noon to 2pm*. \nMany thanks to our Lunar New Year event partners: @sanmateochamber\, @fogbirdsanmateo\, @peopleologie\, @selfhelpelderly\, and @officialcoretkd! \nAnd special thanks to Roz Koo’s Family\, the @cityofsanmateo\, and @smparksandrec for your support! \n*Event details may change in case of inclement weather. Registration is not required\, but space and supplies are limited.
URL:https://dsma.org/event/lunar-new-year/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
ATTACH;FMTTYPE=image/jpeg:https://dsma.org/wp-content/uploads/2024/01/2024-Lunar-New-Year-v1-Instagram-Post-2.jpg
ORGANIZER;CN="Downtown San Mateo Association":MAILTO:HQDSMA@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20231007T110000
DTEND;TZID=America/Los_Angeles:20231007T160000
DTSTAMP:20230802T191923Z
CREATED:20230802T191923Z
LAST-MODIFIED:20230802T191923Z
UID:10000122-1696676400-1696694400@dsma.org
SUMMARY:SMPD’s Pink Patch Party
DESCRIPTION:Please join the San Mateo Police Officer’s Association on October 7th for their annual Breast Cancer Awareness Event\, as they bring awareness to this cause and provide support to those who need it. This event will feature free mammograms by Sutter Health\, dunk-a-cop\, donut eating competition\, pumpkin painting\, bounce house\, food and drinks\, live music\, raffles\, prizes and more! \nMore information here: https://sanmateopoa.org/pink-patch-party
URL:https://dsma.org/event/smpds-pink-patch-party/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
ORGANIZER;CN="San Mateo Police Officers' Association":MAILTO:info@sanmateopoa.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Los_Angeles:20230930T100000
DTEND;TZID=America/Los_Angeles:20230930T180000
DTSTAMP:20230825T234652Z
CREATED:20230825T234652Z
LAST-MODIFIED:20230825T234652Z
UID:10000127-1696068000-1696096800@dsma.org
SUMMARY:San Mateo Fall Fest
DESCRIPTION:Enjoy a wide variety of music\, entertainment\, local arts\, gastronomical delights\, and family-friendly activities all day as you stroll down B Street. Craft beer and cider as well as a selection of local wines will be available for purchase to quench your thirst. The event is free and open to the public. \nMore information here: https://sanmateochamber.org/fall-fest/ \nThis event is presented by the San Mateo Area Chamber of Commerce with support from the Downtown San Mateo Association.
URL:https://dsma.org/event/san-mateo-fall-fest/
LOCATION:South B Street\, South B Street (Between Baldwin Ave. & 2nd Ave.)\, San Mateo\, CA\, 94401\, United States
ATTACH;FMTTYPE=image/png:https://dsma.org/wp-content/uploads/2023/08/2023FallFest.png
END:VEVENT
END:VCALENDAR