Painting and Vino (at Pacific Catch)
2025-07-30 17:00 - 20:00 (America/Los_Angeles) | 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
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

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.

Latin Night Dance Party (at Motion Arts Center)
2025-08-01 19:00 - 23:59, 2025-08-08 19:00 - 23:59, 2025-08-15 19:00 - 23:59, 2025-08-22 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

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.

Farmer's Market (from West Coast Farmer's Market Association)
2025-08-03 09:00 - 14:00, 2025-08-10 09:00 - 14:00, 2025-08-17 09:00 - 14:00 | 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

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

Questionable Behavior trivia night (at McGoverns)
2025-08-05 20:00 - 22:00, 2025-08-12 20:00 - 22:00, 2025-08-19 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!)

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.

Golden Oldies Music Bingo (at Chill Spot Rendezvous)
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!

Flash Sale (at Squeeze Massage)
2025-08-13 - 2025-08-18 | Squeeze Massage, 17 N B St, San Mateo, CA, 94401
From Squeeze Massage:
50% off from August 13th to 18th, 2025.
Use promo code: FLASH50SM
https://www.squeezemassage.com/appointment/location/23/more-info/sanmateo
Business may have additional terms and conditions. Please contact them for more details

2025 Central Park Music Series with Electric Rodeo (Country/Rock)
2025-08-14 18:00 - 20:00 | San Mateo Central Park, 50 E 5th Ave, San Mateo, 94401, United States

Trunk Sale at Bundy Opticians
2025-08-16 10:00 - 15:00 | Bundy Opticians, 201 S. San Mateo Dr, San Mateo, CA, 94401, United States
Trunk Show at Bundy Opticians
Featuring the entire collection from ProDesign Denmark, Nifties and WOOW

Pop Up performance on North B Street: Reyna y su Trio
2025-08-16 17:00 - 18:30 | North B Street, North B Street & Tilton Avenue, San Mateo, CA, 94401, United States
Date: August 16th
Time: 5:00 – 6:30 PM
Location: Starting at 100 South B Street (in front of Orange Theory), Reyna y su Trio will make multiple stops as they move north on North B Street
Enjoy an evening of vibrant music on North B Street with Reyna y su Trio, performing classic Mexican and Latin songs that will have you swaying, singing, and smiling. This talented trio will stroll to multiple locations, filling the street with boleros, rancheras, cumbias, and more.
*Event details may change due to inclement weather.

HEAD WEST Marketplace
2025-08-17 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.

Date Night @ the Movies (at Cinemark Century San Mateo)
2025-08-22 | Cinemark Century San Mateo 12, 320 East 2nd Ave, San Mateo, 94401, United States
From Cinemark:
Treats for two
Buy 1 small popcorn, get 1 free
Double Rewards Points
10% off online gift cards
*Terms and conditions may apply, see business for details.

Edgar Allen Poe Speakeasy (at Peninsula Italian American Social Club)
2025-08-22 18:00 - 19:30 | Peninsula Italian American Social Club, 100 North B Street, San Mateo, CA, 94401, United States
Edgar Allan Poe Speakeasy – San Mateo, CA
https://feverup.com/m/401989
⭐ The Edgar Allan Poe Speakeasy is a chilling cocktail experience in San Mateo that brings four of his stories off the page and onto the stage as told through the Poe Historians while pairing them with four classic cocktails.
Highlights
✨ Step into the world of Edgar Allan Poe in this 4-part chilling cocktail experience
🍸 Sip on delicious themed cocktails that are paired with each story
😱 Hear Edgar Allan Poe’s work reimagined, as told by the Poe Historians
General Info
📅 Dates and times: select your date & time directly in the ticket selector
⏳ Duration: 1 hour and 30 minutes
📍 Location: Peninsula Italian American Social Club
👤 Age requirement: 21+ with valid ID
♿ Accessibility: the venue is ADA compliant
❓ Please consult the FAQs of this experience here
Description
Step back in time and immerse yourself in the dark and mysterious world of Edgar Allan Poe. This exclusive speakeasy will transport you to a bygone era as you sip on expertly crafted cocktails inspired by four of Poe’s most beloved stories. Led by the speakeasy’s lead mixologist and Poe historians, this immersive evening promises to be a chillingly unforgettable experience. Don’t miss your chance to bring Poe’s tales to life, one sip at a time, and get your tickets for the Edgar Allan Poe Speakeasy in San Mateo!

Death's Head Hawkmoth Pinning Class (at Golden Moon Gallery)
2025-08-22 19:00 - 21:00 | Golden Moon Gallery, 28 East 3rd Avenue Ste. 101, San Mateo, CA, 94401, United States
From Silver Moon Curiosities:
Learn to pin a Death’s Head Hawkmoth at @goldenmoongallery in San Mateo. This will be a beginner-friendly, hands-on class appropriate for ages 12+.
This $85 experience includes:
1 Insect pinning kit
Your specimen- one real Death’s Head Hawkmoth
A shadowbox frame for display
All hands-on instruction
Access to digital pinning kit to take home
Space is limited, reserve today! https://www.goldenmoongallery.com/product-page/beginners-bug-pinning-workshop-death-s-head-moth
