Downtown San Mateo

Farmer's Market (from West Coast Farmer's Market Association)
2025-07-20 09:00 - 14:00, 2025-07-27 09:00 - 14:00, 2025-08-03 09:00 - 14:00, 2025-08-10 09:00 - 14:00 (America/Los_Angeles) | Draeger’s, 222 E 4th Ave, San Mateo, CA, 94401, United States
Help support local farmers and a weekly Downtown Farmer’s Market — it all starts with you.
222 4th Ave, in the parking lot of the former Draeger’s Market
Sundays
9 AM – 2 PM
Interested in having a booth at the Farmer’s Market? Call 650-200-9446

HEAD WEST Marketplace
2025-07-20 11:00 - 17:00 | South B Street, South B Street (Between Baldwin Ave. & 2nd Ave.), San Mateo, CA, 94401, United States
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!
More about HEAD WEST:

HEAD 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
Need help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages
*Event details may change due to inclement weather.

Yin + Sound with Tara Danli (at Nandi Yoga)
2025-07-20 13:30 - 15:30 | Nandi Yoga, 309 8th Ave, San Mateo, CA, 94401, United States
From Nandi Yoga’s website:
Yin + Sound with Tara Danli
Date: 7/20/2025 From: 1:30 pm – 3:30 pm
*Please note that there are no refunds or exchanges for workshops and special events.
This special workshop is an opportunity to surrender and release. Yin Yoga poses will help you unwind and open up through longer holds using props (typically 3-5 minutes in length). The goal is to release deeply held tension in the muscles (with a focus on the hips and lower back) to access the connective tissues and rebalance the energetic body.
During the live sound bath with Crystal Singing Bowls, your brain will move into the deeper brainwave frequencies that can help induce meditative and peaceful states to allow for clarity of mind and relaxation.
Some of the many benefits of sound meditation include: improved sleep; a deep sense of tranquility; reduction of stress and anxiety, and relief from depression and emotional pain.
Techniques used throughout this special class will guide you into a meditative state, allowing you to release, let go and surrender. If you have never experienced a yin class or sound meditation, even better!
You are in for an incredible experience.
The cost for this workshop is $55.

Golden Oldies Music Bingo (at Chill Spot Rendezvous)
2025-07-22 14:00 - 16:00, 2025-08-12 14:00 - 16:00 | Chill Spot Rendezvous, 271 Baldwin Ave., San Mateo, CA, 94401, United States
From Chill Spot Rendezvous:
2nd & 4th Tuesdays of the month 2-4pm Golden Oldies Senior Discount Day
Last Thursday of the month 5:30-7:30pm Variety Song List for Everyone!

Questionable Behavior trivia night (at McGoverns)
2025-07-22 20:00 - 22:00, 2025-07-29 20:00 - 22:00, 2025-08-05 20:00 - 22:00 | McGoverns, 215 E 4th Ave, San Mateo, CA, 94401, United States
Hosted by Misha every Tuesday at 8pm
Prizes for winners (and losers!)

Painting and Vino (at Fogbird)
2025-07-23 17:00 - 20:00 | Fogbird, 144 S B St, San Mateo, CA, 94401, United States
From Painting & Vino:

Join us for drinks, art and fun at FOGBIRD! Get ready for a creative, fun-filled night of painting and socializing at this beginner “RED BIRDS ON A LAMP” paint and sip. Whether you’re an experienced artist or just looking for a memorable experience, this San Mateo Paint and Sip night promises an approachable, artistic activity for friends, family and couples. Our San Mateo Paint and Sip event is the perfect way to celebrate with loved ones.

Location: Outdoors
Age Range: 21+
Parking: Parking Available in Downtown San Mateo – Street Parking and Parking Structures nearby
Food: Food and drinks for purchase
📋 How it Works:
Our talented instructor will guide you step-by-step in recreating this beautiful bird resting on a lamp post. Whether it’s your first time holding a paintbrush or you’re a seasoned artist, you’ll leave with a masterpiece you can be proud of. Join the San Mateo Paint and Sip event to explore your creativity.
🎨 All Materials Included:
We provide all the art supplies you’ll need, including canvas, paint, brushes, and aprons. Just bring your enthusiasm and a thirst for creativity.
🍷 Socialize, Paint and Sip:
Please note your ticket is only for painting at the San Mateo Paint and Sip event. Food and drink are available for purchase through FogBird. Indulge in a delightful selection of small plates and beverages.
👍 No Artistic Experience Necessary:
Don’t worry if you haven’t painted before. Our experienced instructor will ensure that you have all the support and guidance you need to create your own masterpiece.
🖼️ Take Home Your Paint and Sip Masterpiece:
At the end of the event, you’ll have a stunning painting to take home as a lasting memory of this special activity.
Secure your spot now! Tickets are limited, so don’t miss out on this unique experience. Whether you come alone, with friends, family or couples, this San Mateo Paint and Sip promises a memorable, creative date.
We HIGHLY encourage artistic freedom! You can alter the painting to fit your style and use any of our colors!
Additional Information
We encourage artistic freedom! You can alter the painting to fit your style and use any of our colors.
Things to know:
We require a 48-hour notice for cancellations/rescheduling.
Refunds must be requested within 3 days of purchase. After 3 days a credit will be given.
Check-in begins 15 minutes before the event start time. Give yourself time to park to avoid arriving late.
Painting and Vino is not responsible for paint on customer or venue property.
No outside food or drink is allowed. They are available for purchase. Wine is not included in your ticket purchase.
If you have any questions about the event, feel free to contact customer service.

Register HERE

Music Bingo (at Chill Spot Rendezvous)
2025-07-24 17:30 - 19:30 | Chill Spot Rendezvous, 271 Baldwin Ave., San Mateo, CA, 94401, United States

2025 Central Park Music Series with Maya Band (Latin)
2025-07-24 18:00 - 20:00 | San Mateo Central Park, 50 E 5th Ave, San Mateo, 94401, United States
From City of San Mateo Parks & Rec:
Concert Dates & Band Line-Up:
Thursday, June 26, 2025 – 6-8 p.m. Native Elements (Reggae)
Friday, July 4, 2025 – 11:00am – 2:00pm – Special Concert for 4th of July in the Park
Thursday, July 10, 2025 – 6-8 p.m. Neon Velvet (90’s Tribute)
Thursday, July 17, 2025 – 6-8 p.m. Pop Fiction (Dance Party)
Thursday, July 24, 2025 – 6-8 p.m. Maya Band (Latin)
Thursday, July 31, 2025 – 6-8 p.m. Tom Rigney and Flambeau (Cajun/Zydeco)
Thursday, August 7, 2025 – 6-8 p.m. Mitch Woods and his rocket 88’s (Jump Swing/Boogie Woogie)
Thursday, August 14, 2025 – 6-8 p.m. Electric Rodeo (Country/Rock)
*No concert on Thursday July 3rd, please join us for a special concert on Friday 4th of July!
Visit our website to learn more: www.cityofsanmateo.org/1367/Central-Park-Music-Series

Summer Trunk Show: Marcel Roelofs (at Christensen & Rafferty Fine Jewelry)
2025-07-25 - 2025-07-26 | Christensen & Rafferty Fine Jewelry, 100 S. Ellsworth Suite 607, San Mateo, CA, 94401, United States
From Christensen & Rafferty:
Come in for a Summer Remodel!
Custom redesigns: Bring your pearls, beads, and jewelry items. Let’s work with Marcel to transform them into vario designs.

For hours and to make an appointment: http://www.crfinejewelry.com/

Latin Night Dance Party (at Motion Arts Center)
2025-07-25 19:00 - 23:59, 2025-08-01 19:00 - 23:59, 2025-08-08 19:00 - 23:59 | Motion Arts Center, 217 South Claremont Street, San Mateo, CA, 94401, United States
From Motion Arts Center:
Join us for our weekly Latin Night Dance Party filled with Salsa, Bachata, and Cumbia music!
Come, bring your friends and get ready for an unforgettable night of dancing and fun on the dance floor. We will provide snacks and light drinks.
The dance studio has air conditioning, a beautiful hardwood floor, colorful mood ambient lighting and a high quality sound system.
FRIDAY SCHEDULE:
7pm-8pm Latin Motion Fundamentals All Level Class
8pm-9pm Salsa Beginner Level Class
8pm – 9pm Bachata Beginner Level Class
9pm-12am Social Dance Party with Live DJ
TEACHERS: Tristan, Rhazel and Jesica

TICKETS PER PERSON:
$30 One single class session
$55 Two classes same day only
$15 Dance Party Only
*Social Dance Party is included when you take a class.

New Students Intro Offer: $65 7 Day Pass Unlimited For First Time Students Only (expires in 7 days, dance party is paid separately).
LOCATION:
Motion Arts Center
217 S Claremont St,
San Mateo, CA 94401

Partner Prenatal Yoga Workshop with Larissa Kenny (at Nandi Yoga)
2025-07-26 13:00 - 15:00 | Nandi Yoga, 309 8th Ave, San Mateo, CA, 94401, United States
From Nandi Yoga’s website:
Partner Prenatal Yoga Workshop with Larissa Kenny
Date: 7/26/2025 From: 1:00 pm – 3:00 pm
* Please note that there are no refunds for workshops and special events.
In this workshop, we will focus on strategies that can help you physically, mentally and emotionally prepare for childbirth together as partners. Our purpose is to provide you with knowledge and resources to empower expectant mothers to be in tune with their bodies, understand optimal baby positioning, and be prepared with hands-on techniques and massages partner can use during labor.
The cost of this workshop is $90.
https://clients.mindbodyonline.com/asp/main_enroll.asp

Painting and Vino (at Pacific Catch)
2025-07-30 17:00 - 20:00 | Pacific Catch, 243 S B St, San Mateo, CA, 94401
From Painting & Vino:
Join us for drinks, art and fun at PACIFIC CATCH! Get ready for a creative, fun-filled night of painting and socializing at this beginner “Lavender Seascapes” San Mateo Paint and Sip. Whether you’re an experienced artist or just looking for a memorable experience, this night promises an approachable, artistic activity for friends, family and couples. Our San Mateo Paint and Sip event is the perfect way to celebrate with loved ones.

Location: Indoors
Age Range: ALL AGES
Parking: Parking Available in Downtown San Mateo – Street Parking and Parking Structures nearby
Food: Food and drinks for purchase
How it Works:
Our talented instructor will guide you step-by-step in recreating this BEAUTIFUL Lavender seascape painting on canvas. Whether it’s your first time holding a paintbrush or you’re a seasoned artist, you’ll leave with a masterpiece you can be proud of. Join the San Mateo Paint and Sip event to explore your creativity.
All Materials Included:
We provide all the art supplies you’ll need, including canvas, paint, brushes, and aprons. Just bring your enthusiasm and a thirst for creativity.
Socialize, Paint and Sip:
Please note your ticket is only for painting at the San Mateo Paint and Sip event. Food and drink are available for purchase through Pacific Catch. Indulge in a delightful selection of beverages, including a full selection of aloha inspired food and drink options.
No Artistic Experience Necessary:
Don’t worry if you haven’t painted before. Our experienced instructor will ensure that you have all the support and guidance you need to create your own masterpiece.
Take Home Your Paint and Sip Masterpiece:
At the end of the event, you’ll have a stunning painting to take home as a lasting memory of this special activity.
Secure your spot now! Tickets are limited, so don’t miss out on this unique experience. Whether you come alone, with friends, family or couples, this San Mateo Paint and Sip promises a memorable, creative date.
We HIGHLY encourage artistic freedom! You can alter the painting to fit your style and use any of our colors!

Additional Information
We encourage artistic freedom! You can alter the painting to fit your style and use any of our colors.
Things to know:

We require a 48-hour notice for cancellations/rescheduling.
Refunds must be requested within 3 days of purchase. After 3 days a credit will be given.
Check-in begins 15 minutes before the event start time. Give yourself time to park to avoid arriving late.
Painting and Vino is not responsible for paint on customer or venue property.
No outside food or drink is allowed. They are available for purchase. Wine is not included in your ticket purchase.

Register HERE

2025 Central Park Music Series with Tom Rigney and Flambeau (Cajun/Zydeco)
2025-07-31 18:00 - 20:00 | San Mateo Central Park, 50 E 5th Ave, San Mateo, 94401, United States

New Student Promo (at Motion Arts Center)
2025-08-01 - 2025-08-03 | Motion Arts Center, 217 South Claremont Street, San Mateo, CA, 94401, United States
From Motion Arts Center:
Special Intro Offer for New Students
7 Day Unlimited Pass for $65 per person (savings of up to $145!)
Expires 7 days from purchase
https://motionartscenter.com/new-students/

Welcome to Motion Arts Center!
We are thrilled to have you here at our beautiful studios in downtown San Mateo, CA.
We have a passion for dance and music and would love to share with you our experience and knowledge to make you a great dancer in a fun, comfortable and nurturing atmosphere! Whether you’re a total beginner student or an advanced level dancer enjoy learning from our friendly and professional teachers in our state-of-the-art dance studios.
Come and drop-in to any dance class, this means you can stop by at any time and choose from our diverse selection of group dance and fitness classes available throughout the day.
Online pre-registration and sign up is required for all in-person classes.
We look forward to seeing you in the studio soon!

*Terms and conditions may apply. Please see individual business for details.

First Friday Dinner Dance (at the Peninsula Italian American Social Club)
2025-08-01 17:30 - 21:00 | Peninsula Italian American Social Club, 100 North B Street, San Mateo, CA, 94401, United States
First Friday of each month. Please visit peninsulaitalianclub.org/club-events for more details.

Ceramics Summer Sale (at Central Park)
2025-08-02 10:00 - 16:00 | San Mateo Central Park, 50 E 5th Ave, San Mateo, 94401, United States
End of summer sale presented by the San Mateo Ceramics Studio and the City of San Mateo’s Parks & Rec Dept. Featuring items like mugs, planters, vases, bowls, gifts, and more
Find the sale near the ceramics studio, next to Fitzgerald Field.

FREE Historical San Mateo Walking Tour (from the San Mateo Heritage Alliance)
2025-08-03 10:00 - 12:00 | CA
From the San Mateo Heritage Alliance:
REGISTRATION REQUIRED

Downtown Historic District Walking Tour
San Mateo – Sunday, August 3, 2025 from 10 a.m. – 12 p.m.
Explore the fascinating architecture of San Mateo’s Downtown Historic District on a tour led by the San Mateo Heritage Alliance. The District’s eclectic mix of styles includes Art Deco, Colonial, Classical and Greek Revival, Spanish Colonial, Mission and Tudor Revival. Comfortable walking shoes are recommended.
The tour is FREE and limited to 25 people. Registration is required. Contact tour@smheritage.org to reserve your spot!

Sister City Youth Baseball Exchange Double Header (at Central Park)
2025-08-03 10:00 - 15:00 | San Mateo Central Park, 50 E 5th Ave, San Mateo, 94401, United States
From the City of San Mateo:
We’re beyond excited to welcome the Toyonaka Little League back to San Mateo for the first time since 2017! ⚾
This long-standing Sister City tradition continues with a series of friendly games hosted by San Mateo National and American Little Leagues—a celebration of youth, sport, and international friendship. 🌎💙
📍Game Schedule
Wed, July 30 – 5:30 PM @ Martens Field
Thurs, July 31 – 5:30 PM @ Trinta Field
Fri, Aug 1 – 5:30 PM @ Los Prados South
Sun, Aug 3 – Doubleheader @ Central Park:
10:00 AM – Game 4
1:00 PM – Game 5
🙌Come out and show your support! Let’s cheer on these incredible young athletes and celebrate the power of community, culture, and baseball.
PARKING OPTIONS FOR DOWNTOWN

All Aboard! The Downtown Express
2025-08-03 12:00 - 14:00 | Draeger’s, 222 E 4th Ave, San Mateo, CA, 94401, United States
Downtown San Mateo Association & Florian Orthodontics present: The Downtown Express
Date: August 3rd
Time: 12:00 – 2:00 PM
Location: 222 E 4th Ave (Farmer’s Market at the former Draegers Parking Lot) in Downtown San Mateo
The Downtown Express! Bringing smiles to Downtown San Mateo with FREE train rides and treats at the Farmer’s Market* on Sunday, August 3 from noon-2pm!
See you there!
*Event details may change due to inclement weather. Rides and giveaways will be first come, first served.

Gardening Class (Arboretum Society)
2025-08-03 13:00 - 14:30 | San Mateo Arboretum Society, Pumphouse & Nursery, 101 9th Avenue, San Mateo, CA, United States
From the San Mateo Arboretum Society:
LEARN THE BENEFITS OF SUMMER PRUNING FRUIT TREES AND SHRUBS
SUNDAY – August 3, 2025
1:00 – 2:30 pm
FREE! In Person and via Zoom
Registration required. Visit the website to register or call 650-579-0536×3
In this class, learn how to control the size of your fruit trees by summer pruning. Get better fruit production, less disease and insect problems and make harvesting easier. Additional benefits of summer pruning are improved light exposure, sturdier branch development and control of undesirable growth.
Presenters: Lisa Putnam and Kathleen Putnam

2025 Central Park Music Series with Mitch Woods and his rocket 88's (Jump Swing/Boogie Woogie)
2025-08-07 18:00 - 20:00 | San Mateo Central Park, 50 E 5th Ave, San Mateo, 94401, United States

DSMA Board Meeting (Open to the Public)
2025-08-12 09:00 - 10:00 | CA
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 or to confirm the meeting location, please email us at HQ@dsma.org.
If you would like to make a presentation to the DSMA Board, reach out by email at least one month before the scheduled meeting.
