January 21
ANNUAL FREEDOM TRAIN
A community event in celebration of the memory and work of Martin Luther King, Jr. Downtown Caltrain station
June 27
DSMA 13th ANNUAL WINE WALK
Enjoy wine country in the heart of San Mateo. Visitors to Downtown purchase a wine glass and visit businesses sampling wines and hors d’oeuvres.
June 12, 19, 26
CENTRAL PARK MUSIC SERIES
Every Thursday evening in Downtown San Mateo in Central Park. The shows are FREE to music lovers of all ages! Pick up a to-go box from one of the Downtown restaurants and enjoy!
How would you like to be at the forefront of excitement at these annual events and in the process, help Downtown San Mateo be the premier Downtown of San Mateo County? Well you can! The Downtown San Mateo Association welcomes volunteers to assist in these events. If you'd like to volunteer, simply call the DSMA at
650-342 5520 or Email Us.
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July 3, 10, 17, 24, 31
CENTRAL PARK MUSIC SERIES
Every Thursday evening in Downtown San Mateo in Central Park. The shows are FREE to music lovers of all ages! Pick up a to-go box from one of the Downtown restaurants and enjoy!
July 20
FESTA ITALIANA
COMMUNITY STREET FAIR
For the past 20 years, people have come from all over the bay area to shop for art and handmade goods, sample Italian cuisine, listen to music, and take in the spectacular display at the annual chalk art gallery. On B Street from First to Tilton.
August 9 & 10; 16 & 17; 23 & 24
FREE
SHAKESPEARE IN THE PARK
Bring your family and friends to enjoy free Shakespeare in the Park’s 24th season of FREE professional theater!
October 25
FUN FEST
Kids! Put on your costume and come Downtown for a ghoulish good time. Entertainment, Crafts, Pumpkin Patch, Jump Houses, Trick or Treat.
December - Date TBD
DSMA HOLIDAY EVENT
Join us for our annual holiday Tree Lighting Ceremony at the theater plaza.
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