North B Street Fiesta

North B Street North B Street & Tilton Avenue, San Mateo, CA, United States

The North B Street Fiesta is an opportunity for merchants on the North B Street block of Downtown San Mateo to show appreciation to the community and their loyal customers. The Fiesta will feature gift vendors, a car show, folkloric and Aztec dancers, a DJ, and music from Mariachi Region de Los Altos. Enjoy the […]

Storytime In The Park At Central Park

San Mateo Central Park 50 E 5th Ave, San Mateo, United States

Brought to you by the San Mateo Public Library. For kids and families. Join us in beautiful Cental Park for stories, songs, and lots of dancing! This Storytime is located on the central lawn under the flagpole in the park. Bring water, sunscreen, and a blanket to sit on! Registration is not required.

Free

Lions Club 9th Annual Downtown San Mateo Restaurant Walk

Downtown San Mateo

Hosted by San Mateo Lions Club and Peninsula Special Interest Lions Club Enjoy tasty treats from participating Downtown San Mateo eateries $35.00 Ticket Restaurant Walk Only $55.00 VIP Ticket includes wine & champagne Tasting 6-7pm Registration from 5:45-7:00PM at SCANDINAVIAN DESIGN, 317 B St, San Mateo Funds raised will benefit local charities and community programs […]

Golden Moon Studios Student Art Show

Golden Moon Studios 28 E 3rd Avenue #101, San Mateo, CA, United States

Join Golden Moon Studios as they celebrate the art of their students from this year's summer camps! Families and friends of campers are welcome to attend. RSVP through Golden Moon Studios.

Free

September Nights on B Street: Sept 7 with the Maya Latin Band

B Street between 1st and 2nd avenues B Street between 1st and 2nd avenues, San mateo, CA, United States

Join us for the return of our popular September Nights on B Street event series with free music and entertainment for the whole family! Sponsored by the City of San Mateo with support from the DSMA. Grab take-out from a local restaurant and join outdoor pop-up dining in Downtown San Mateo on B Street in […]

Free

DSMA September 2023 Board Meeting (Open to the Public)

Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United States

The Downtown San Mateo Association Board and staff, representatives from the City of San Mateo, DSMA members, and other community members gather each month to discuss DSMA business. If you have questions, please email us at [email protected].

September Nights on B Street: Sept 14 with Dueling Pianos 

B Street between 2nd and 3rd Avenues B Street between 2nd and 3rd Avenues, San Mateo, United States

Join us for the return of our popular September Nights on B Street event series with free music and entertainment for the whole family! Sponsored by the City of San Mateo with support from the DSMA. Grab take-out from a local restaurant and join outdoor pop-up dining in Downtown San Mateo on B Street in […]

Free

Prunotto Wine Dinner (at Pausa)

Pausa Bar & Cookery 23 East 4th Ave, San Mateo, CA, United States

Chef Andrea and his culinary team prepare a four-course dinner to complement the incredible line up of Prunotto wines. Limited Seats Available! Monday, September 18th Welcome Reception: 6:15pm Seated for Dinner: 6:45pm (communal tables) $150 per person (tax & gratuity not included)

$150

Bespoken Whiskey Tasting at Fogbird

Fogbird 144 S B St, San Mateo, CA, United States

Event includes: 3/4 oz. taste of 4 different premium Whiskey bottles: Twice Toasted American Whiskey Twice Toasted Bourbon Whiskey Twice Toasted Rye Whiskey Pinstripe Straight Bourbon Education and Q/A with Scott Krinsky of Bespoken The experience lasts approximately 45 minutes. This is a group experience for up to 12 guests each hour.

$30