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6 events,
From RockSalt Pilates Back to School, Back to Sweat! Let’s ROCK into the new school year! Our Back-to-School 10-Pack is your pass to stretch, strength, and sweat all season long. Available until August 31 @ 11:59 PM PST 📍 Valid at all RockSalt studios https://www.rocksaltpilates.com/back-to-school From Atlas: Use the code: ATLAS30 for 30% off footwear and apparel in our online store now. Sale ends Monday, September 1st. Free shipping on all domestic orders (within the contiguous US). Come by the shop to use the same discount in store. See the sale section of our site for even better deals. *sale […] From The Cupping Box: Through Sept 1st, use code LABORDAY25 for 30% off everything! *Please see business for terms and conditions. From Squeeze Massage: 50% off from August 29th to September 1st, 2025. Use promo code: LABORDAY50 https://www.squeezemassage.com/appointment/location/23/more-info/sanmateo Business may have additional terms and conditions. Please contact them for more details Aug 29- Sept 1, use code LD20 for 20% off your order! Order online: https://currypizzahouse.com/locations/san-mateo/ or on their app *Please see business for terms and conditions 
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 |
6 events,
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 […] 
Amici's Items of the Month! Enjoy 20% off Calabria Pizza and Honey Garlic Wings all month long! Offer valid on pick-up & delivery orders during the month of July only via amicis.com or Amici's mobile app. Visit amicis.com to order online or for more details. |
3 events,
Hosted by Misha every Tuesday at 8pm Prizes for winners (and losers!) |
4 events,
First Friday of each month. Please visit peninsulaitalianclub.org/club-events for more details.
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Enjoy a night under the stars and watch a movie outdoors! Movies start at dusk between 7:30-7:45pm. Bring your own blanket and chair. Admission is free! Mobile Recreation will have […] 
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 […] |
4 events,
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From Kathy's Creative Kakes: BIG PARKING LOT SALE!!! This Saturday August 30 and next Saturday. September 6th. 10am to 5pm. All remaining items from Kathy’s Creative Kakes Must Go! Lots […]
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From the San Mateo Consolidated Fire Department: The SMC Firefighters Annual Chili Cook-Off is back — Saturday, Sept 6th • 11AM–4PM at Central Park, Downtown San Mateo -Live music by @six50productions […]
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Saturday, Sept 6 @ 8pm Back 2 School Bash! Live music • Stone Temple Parents - 90's Rock Tribute stonetempleparents.com |
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4 events,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 […] 
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!
Hosted by Misha every Tuesday at 8pm Prizes for winners (and losers!) |
3 events,
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From the San Mateo San Mateo Consolidated Fire Department: Every year- we REMEMBER those lost on September 11th. The memorial at 8:40 AM (PST) at SM downtown station #21 is […]
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Join us for the return of our popular September Nights on B Street event series with free music and entertainment for the whole family! Enjoy 🎶live music, 🕺 dancing, and […] |
2 events,
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 […] |
2 events,
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From the Peninsula Italian American Social Club: Una Serata in Toscana (An Evening in Tuscany) Saturday, September 13, 2025 No Host Cocktails at 6pm Dinner Served at 7pm Music by Lou/Franco Band (formally known as the Roselli Band) Menu to include: Passed Hors d’ Oeuvres: Prosciutto and Melon Tortellini with Bolognese Sauce & Special Fedoretti […] |
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2 events,
Hosted by Misha every Tuesday at 8pm Prizes for winners (and losers!) |
2 events,
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**THIS EVENT HAS BEEN POSTPONED. PLEASE CHECK BACK FOR THE RESCHEDULING INFO** From the PIASC: Kevin Blake Magician Extaordinaire As seen on America's Got Talent, Pen & Teller: Fool Us, Thrillist, and in his show The Illusionist at the Palace Theater, Kevin Blake is a San Francisco-based magician, mentalist,and illusionist who is one of the […] |
2 events,
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Join us for the return of our popular September Nights on B Street event series with free music and entertainment for the whole family! Enjoy 🎶live music, 🕺 dancing, and fun-filled activities for all ages in the pedestrian mall of Downtown San Mateo. The street will transform into an outdoor dining pavilion under twinkling lights✨, […] |
2 events,
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 […] |
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3 events,
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From the San Mateo Heritage Alliance: REGISTRATION REQUIRED Downtown Historic District Walking Tour - Last Tour of the year! San Mateo – Sunday, September 21st, 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 […] 
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 […] |
3 events,
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!
Hosted by Misha every Tuesday at 8pm Prizes for winners (and losers!) |
2 events,
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! |
2 events,
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 […] |
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2 events,
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From the San Mateo Area Chamber of Commerce (https://sanmateochamber.org/sept-fest/): September Arts & Culture Fest The Best Street Festival on the Peninsula is Back! Presented 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 […] |
2 events,
From Izzo Therapy: About the Group Is your child feeling anxious, stressed, or overwhelmed? Worry Warriors is an 6-week online group designed for kids ages 10–12 to understand their feelings, learn practical coping strategies, and gain confidence—all while connecting with peers in a supportive environment. Details Facilitator : Ana Real Group information Format: online (zoom) […] |
2 events,
Hosted by Misha every Tuesday at 8pm Prizes for winners (and losers!) |
1 event,
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 […] |
2 events,
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***Note this event is not in Downtown San Mateo, but is put on by Mills Peninsula/Sutter Health, a Downtown San Mateo business*** An Evening of Remembrance Date & Time October 2, 2025 @ 6:00 pm – 7:30 pm Location Foster City Community Center 1000 E. Hillsdale Blvd, 2nd Floor Wind Room, Foster City, CA United […] |
3 events,
First Friday of each month. Please visit peninsulaitalianclub.org/club-events for more details.
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 […] |
3 events,
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Join us for Jazz on B Street on Saturday, October 4th, as we welcome Swingatto, a dynamic Swing and Gypsy jazz trio, to Downtown San Mateo! From 1-3pm, let their lively melodies transport you to another era while you enjoy a delightful afternoon in the heart of Downtown. Don’t miss this chance to experience music […]
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From Motion Arts Center: Treat yourself to an afternoon of empowerment, femininity, and play at our Heels Barre & Chair Workshop with the amazing Sydnie and Mimi—now with a wild twist! Whether you’re brand-new to heels or ready to level up your lines and musicality, this immersive experience is designed to help you move with confidence, […]
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Live Classic Rock by The Wood Saturday, October 4th at 8:30pm $5 cover Ages 21+ thewoodband.com |