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

Balcones Bourbon Tasting (at Fogbird)

Fogbird 144 S B St, San Mateo, CA, United States

From Fogbird: The tasting will feature four Whisky's from Balcones: Baby Blue Corn Whisky 92 Proof Lineage Single Malt 94 Proof Texas 1 Single Malt 106 Proof Mirador Eclipse Single […]

Central Park Music Series: Native Elements (Reggae)

San Mateo Central Park 50 E 5th Ave, San Mateo, United States

From San Mateo Parks & Rec: Get ready to rock, San Mateo! Our 2024 Central Park Music Series kicks off in just a few weeks with FREE music in the […]

Grand Opening Celebration & Free Lunch (at Nick the Greek)

Nick the Greek 213 3rd Ave, San Mateo, CA, United States

From Nick the Greek:  Grand Opening Celebration: Nick The GreekJoin us for an extraordinary celebration as we proudly announce the grand opening of Nick The Greek! Prepare your taste buds […]

Summerween (at the Main San Mateo Public Library)

San Mateo Public Library (Main) 55 West 3rd Avenue, San Mateo, CA, United States

From the San Mateo Public Library: Join us at the San Mateo Main Library for a celebration of the Gravity Falls holiday- SUMMERWEEN! We will kick off the festivities with […]

Wine & Cheese Tasting (at A2 Wine)

A2 Wine 117 S B Street, San Mateo, CA, United States

From A2 Wine: Join us for a special wine education event featuring the private A2 label. Includes 5 selections + cheese board $65 Limited Space RSVP by texting 650-387-0888

Sip & Shop (at Byrd’s Filling Station)

Byrd's Filling Station 219 S San Mateo Dr, San Mateo, United States

From San Mateo Parents Club: Byrd’s Filling Station is the Peninsula’s only zero waste grocery option. They make it easy to ditch the single-use plastic habit by offering refillable home […]

Chess Meetup (at Wursthall)

Wursthall 310 Baldwin Ave, San Mateo, CA, United States

No scores, no pressure, just fun! Boards and clocks will be provided. There is a participation limit of 20 people. RSVP here: https://docs.google.com/forms/d/e/1FAIpQLScGPDFK35B8h7QUPBWzBNJdMxDECqVc-f0CsB7j-vlXKlJzhQ/viewform?urp=gmail_link Contact email: [email protected]

Central Park Music Series: Pop Fiction (Party Mix)

San Mateo Central Park 50 E 5th Ave, San Mateo, United States

From San Mateo Parks & Rec: Get ready to rock, San Mateo! Our 2024 Central Park Music Series kicks off in just a few weeks with FREE music in the […]

Jazz on B Street with the Naveen Schwarzkopf Quartet

B Street between 1st and 2nd avenues B Street between 1st and 2nd avenues, San mateo, CA, United States

Downtown San Mateo Association presents: Jazz on B Street featuring the Naveen Schwarzkopf Quartet Date: Saturday, July 13th Time: 1:00 PM - 3:00 PM Location: B Street (between 1st and […]