explore
color and character at every turn
Our history can be seen in the unmistakable architecture that has defined Downtown San Mateo since the 1890s. As you explore on foot, the modern character of Downtown reveals itself in more unexpected places – through vibrant art that comes alive on street poles, in window fronts, and across green spaces.
Take a walking tour of Downtown to discover the latest installations that represent our diverse community.


history
San Mateo was first inhabited by the Ohlone Indians as far back as four thousand years ago. Spanish explorers came to the area in 1776, followed by missionaries who established an outpost at San Mateo in 1793. The abandoned mission later became a stagecoach stop, but it was the arrival of the railroad in 1863 that truly established Downtown San Mateo as a vital commercial center.
Downtown saw major growth after San Mateo incorporated as a town in 1894, and many historic buildings dating from the 1890s to the 1930s can still be seen. You can take an easy Walking Tour to learn more about the history and architecture of the downtown district.
join us at an upcoming event
Shared Valentine Weekend Special (at Rise Woodfire)
Rise Woodfire 2 N B St, San Mateo, CA, United StatesFrom Rise Woodfire: This Valentine’s Day, celebrate love with an unforgettable multi-course dining experience for two. Share delectable dishes, indulge in delightful desserts, and toast to your special connection—all for just $130 per […]
“A Kiss and a Song” Pop Up in Downtown San Mateo
B Street between 1st and 2nd avenues B Street between 1st and 2nd avenues, San mateo, CA, United StatesA Kiss and a Song Make your Valentine’s Day unforgettable in Downtown San Mateo! While you enjoy a special date night in Downtown San Mateo let us add a little […]
Valentine’s Heels Workshop (at Motion Arts Center)
Motion Arts Center 217 South Claremont Street, San Mateo, CA, United StatesFrom Motion Arts Center: Join us and treat yourself to an empowering experience in our Valentine’s Heels Workshop with the incredible Sydnie! You’ll dive into the art of dancing in […]
VALENTINE’S MILONGA SENTIMENTAL TANGO PARTY (at Motion Arts Center)
Motion Arts Center 217 South Claremont Street, San Mateo, CA, United StatesFrom Motion Arts Center: Join us and celebrate love this Saturday at the Valentine’s Milonga Sentimental located at the Motion Arts Center in downtown San Mateo.Come and enjoy dancing tango […]
Gratitude Meditation (at Chill Spot Rendezvous)
Chill Spot Rendezvous 271 Baldwin Ave., San Mateo, CA, United StatesFrom Chill Spot Rendezvous: GRATITUDE MEDITATION SUNDAYs February 2025 6:00PM FREE TO ATTEND Maximum capacity applies. Please be kind, considerate, and respectful.
Gratitude Meditation (at Chill Spot Rendezvous)
Chill Spot Rendezvous 271 Baldwin Ave., San Mateo, CA, United StatesFrom Chill Spot Rendezvous: GRATITUDE MEDITATION SUNDAYs February 2025 6:00PM FREE TO ATTEND Maximum capacity applies. Please be kind, considerate, and respectful.
Cooking Demo (Peninsula Italian American Social Club)
Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United StatesFrom the Peninsula Italian American Social Club: COOKING DEMO Purchase Your Ticket and Reserve Your Spot Below! Monday, February 24th, 2025 Check-in @ 5:00 • Cooking Demo @ 6:00 • […]
Latin Night Dance Party (at Motion Arts Center)
Motion Arts Center 217 South Claremont Street, San Mateo, CA, United StatesFrom Motion Arts Center: Join us for our monthly Latin Night Dance Party filled with Salsa, Bachata, and Cumbia music! Get ready for an unforgettable night of dancing and fun […]
A Weekend with Eoin Finn (at Nandi Yoga)
Nandi Yoga 309 8th Ave, San Mateo, CA, United StatesFrom Nandi Yoga's website: A Weekend with Eoin Finn REGISTER Join Eoin Finn Friday and Saturday for a series of classes. Friday night he will put on his Superflow: Ocean […]