Las Posadas on North B Street

North B Street North B Street & Tilton Avenue, San Mateo, CA, United States

Celebrate Las Posadas with the merchants of North B Street! Your favorite businesses on North B (between Tilton Ave and 1st Ave) will have holiday treats and live music to […]

Caltrain’s Holiday Train – San Mateo Stop

Downtown San Mateo Caltrain Station 385 1st Avenue, San Mateo, CA, United States

A family favorite! Caltrain's Holiday Train will stop in San Mateo at 5:30pm on Saturday, December 7th. Santa and friends start their journey in San Francisco before heading south, stopping […]

Event Series HEAD WEST Marketplace

HEAD WEST Marketplace

South B Street South B Street (Between Baldwin Ave. & 2nd Ave.), San Mateo, CA, United States

The Holiday season is HERE! Visit Downtown San Mateo's B Street for HEAD WEST Marketplace on Sunday, December 8 and Sunday, December 22! Browse unique holiday gifts or find a […]

Sounds of the Season, featuring Business Casual

Downtown San Mateo

🎶 Sounds of the Season in Downtown San Mateo! 🎄 Get into the holiday spirit with live music this December 8th! Join us for two festive pop up performances: ✨ […]

Grand Opening (at Chill Spot Rendezvous)

Chill Spot Rendezvous 271 Baldwin Ave., San Mateo, CA, United States

From Chill Spot Rendezvous: GRAND OPENING- Thursday, 12/12/24 3 pm. Join us for the grand opening of Chill Spot Rendezvous, a new ice cream cafe in San Mateo! Indulge in […]

Light up the Night: Dog and Pedestrian Safety event

Congregational Church of San Mateo 225 Tilton Ave, San Mateo, CA, United States

Tips on walking safely at night & improving your pets’ visibility When:   Friday Dec. 13th 2024 5:30-7:30pm Where: Corner of N. Ellsworth & Tilton, San Mateo (at Congregational Church) […]