Visit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Saturday of every month in 2026! Browse unique gifts or find a treat for yourself from 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! More […]
The Bay Area's funniest comedians walk into a lounge... join us for a night of free stand-up comedy at Sky Lounge in San Mateo! Expect fresh jokes, amazing drinks, and zero cover charge. We're bringing you comics who have performed at cobb's Comedy Club, San Francisco Punchline, and San Jose Improv. Doors open at 7:00 […]
From the Italian American Women’s Guild: KEVIN BLAKE MAGICIAN EXTRAORDINAIRE As seen on America’s Got Talent, Penn & 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. His show is a mind-bending experience of sleight of hand and mind that […]
Surprise your eyes with Cinemark's Secret Movie Series! Every month, we feature a new, soon-to-be-released film from Hollywood before it comes out. And not only do you get to see the movie early before it's officially out, but you get to see it for only $5! The catch is: the title is totally secret until […]
From Cinemark: TUESDAY MOVIE DEALS FOR ALL MOVIE LOVERS EVERYONE SAVES! Find Cheap Movie Theaters Near You Discount Tuesday may not apply on or near holidays. See Cinemark for more […]
Unearth your team's potential at O'Neills Irish Pub in San Mateo! This vibrant spot, perfect for continuing your evening, hosts exhilarating trivia every Wednesday at 7:15 PM. Gather your sharpest minds, join the craic, and put your knowledge to the ultimate test. Will you be the lucky team to claim victory? This is a recurring […]
From Blue Moon Bar: Join us every Wednesday and Friday at 9:30 PM with your host @xfallingstarx. Sing your heart out in the heart of Downtown San Mateo.
Come support the Downtown San Mateo Farmers’ Market! West Coast Farmer’s Market brings a curated selection of fresh fruits, veggies, and a couple of tasty food trucks to fuel your afternoon stroll. Support local farmers and this weekly Downtown Farmer’s Market—it all starts with you. The market is located in the parking lot of the […]
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!