Downtown San Mateo Association Community

News

JUNE 2025

June Music and More

Summer has unofficially begin, and Downtown is a great place to be during the longer, warm days and nights.

We celebrated Mother’s Day at our Pop-Up Event in May. There was stargazing on B Street, and live music at HEAD WEST Marketplace and at McGovern’s and Peninsula Italian-American Social Club.

The votes are in from Downtown San Mateo Boba Day: TP Tea was voted Downtown San Mateo’s Favorite Boba 2025. Congratulations, TP Tea!

In June, you won’t want to miss the Karaoke World Championships at McGovern’s, the San Mateo County Pride Celebration, our monthly HEAD WEST Marketplace, the start of the Central Park Music Series, and we’ll be collaborating with Fogbird on a music pop-up event.

Don’t forget that you can always find our Events Calendar, Restaurant Guide, Deals and Promotions page, a Walking Tour, and more, on DSMA.org.

Thank you for supporting our small business community.

Music Pop-Up

Join us for live music on B Street on Friday, June 27, from 6-9pm.

Chip Gale will be entertaining us with Folk & Country Rhythm Guitar.

This event is in collaboration with Fogbird.

*Details may change in case of inclement weather.

San Mateo County Pride Celebration

San Mateo County’s 13th Annual Pride Celebration will take place Downtown on Saturday, June 14.

Cheer on local organizations, community leaders, and colorful floats as we march together. Whether you’re walking in the parade or watching from the sidelines, everyone is welcome at this vibrant, family-friendly celebration.

Parade Details:

Time: 10:30-11:30am
Route: Begins at 2nd & B Street, ends at Central Park
Spectator Entry Opens: 9:30 a.m.
Cost: Free and open to all!

Find more information here.

HEAD WEST Marketplace

HEAD WEST Marketplace returns to B Street on Sunday, June 15, bringing 50 local makers, artists, and other merchants.

Held on the third Sunday of every month through December, from 11am-5pm, it’s a fun event.

Apply here to be part of the Marketplace.

Photo: Mia Torres Photography

Best of San Mateo

Congratulations to the Best of San Mateo winners from our neighborhood! These, and all the winners, will be celebrated at the Best of San Mateo Awards Celebration on Tuesday, June 3.

A1 Cleaners

Alborzi Orthodontics

Antoine’s Cookie Shop

Aragon Veterinary Clinic

CMIT Solutions of San Mateo

L Salon & Color Group

Nandi Yoga

Pausa

Peninsula Eye Physicians

Peninsula Family Service

Rise Woodfire

Rituals Aesthetic Skin Care

More Upcoming Events

June 1 – Beaute & Bosses (Y Salon & Spa)
June 1 – Summer Rose Care for Beautiful Blooms (San Mateo Arboretum Society)
June 1 – Karaoke World Championships (McGovern’s)
June 2 – Swing Social (Motion Arts Center)
June 2 – Secret Movie Series (Cinemark Century 12 San Mateo)
June 3- Trivia Tuesdays (McGovern’s) (every Tuesday)
June 3 – Best of San Mateo Awards Celebration
June 6 – First Friday Dinner Dance (Peninsula Italian American Social Club)
June 7 – Wedding First Dance Workshop (Motion Arts Center)
June 7 – Milonga Tango Party (Motion Arts Center) (every Saturday)
June 7 – Cinema & Chill (Chill Spot Rendezvous) (every Saturday)
June 8 – Karaoke (McGovern’s) (every Sunday)
June 13 – Death’s Head Hawkmoth Pinning Class (Golden Moon Gallery)
June 14 – Mixology 101 Class (Fogbird)
June 15 – HEAD WEST Marketplace
June 16 – Juneteenth Film Festival (Main Library)
June 17 – Cazcanes Tequila Tasting (Fogbird)
June 20 – Teen Summer Party (Main Library)
June 22 – Downtown Historic District Walking Tour
June 23 – Cooking Demonstration (Peninsula Italian American Social Club)
June 24 – RethinkWaste Compost Summit (Main Library)
June 26 – Central Park Music Series
June 26 – Author Talk with Illah Nourbaksh (Main Library)
June 26 – Latin Night Social Party (Motion Arts Center)
June 27 – Live Music Pop-Up: Chip Gale
June 27 – Trivia Night (Main Library)
June 28 – Mixology 101 Class (Fogbird)
July 19 – Save the Date: Fit Fest
July 19 – Save the Date: Peninsula Family Service 75th Anniversary Community Celebration Event

Downtown Business Updates

TP Tea, 65 E. 4th Ave.

B Street & Vine has extended their Happy Hour, Tuesday-Saturday, 3-6pm
Get 3 tacos and 1 free can of soda for $10.45 + tax on Taco Tuesdays at Fletch’s Taqueria
Fogbird now offers private event space outside of regular hours
L&L Hawaiian Barbecue has new management
Porterhouse continues their tradition of honoring graduates — through July 15, enjoy $40 off any entree for the graduate during your celebratory meal
Celebrate Father’s Day (June 13-15) at Rise Woodfire with their Backyard Barbecue Brisket Plate

City of San Mateo Announcements

Reminder: There are new Pedestrian Scrambles at 1st Avenue & B Street, 2nd Avenue and B Street, and 3rd Avenue and B Street. A pedestrian scramble temporarily stops all vehicular traffic, and allows pedestrians to cross an intersection in every direction, including diagonally, at the same time
Your feedback is important to help the City learn what matters most to you about our parks.Take a few minutes answering the Annual Parks Survey and help create the best experience for all of San Mateo.The survey is available through Monday, June 30
The enforcement of California’s New Daylighting Law (AB 413) started on April 2. Effective January 1, 2025, it is illegal in California to park within 20 feet of the vehicle approach of any marked or unmarked crosswalk, even if a red curb is not present, or 15 feet of any crosswalk where a curb extension is present. See more details here