Half Moon Bay has always attracted people looking to stay awhile. Some of its businesses have taken that literally.
There’s a certain kind of place that doesn’t need to advertise itself as authentic. You can feel it the moment you walk in — the worn wooden floors, the particular smell of a room that has absorbed decades of everyday life. In a world that obsesses over what just opened, Half Moon Bay quietly holds onto something rarer: businesses that have been here long enough to become part of the place itself. What they share is something harder to manufacture than any brand identity. Time. And the loyalty that comes with it.
Here, in order of when they first opened, are the oldest stores in the Half Moon Bay area.
San Gregorio General Store — Since 1889
Half Moon Bay Feed and Fuel — Since 1911
The oldest store in Half Moon Bay proper, Feed and Fuel has been on Main Street since 1911 — the largest and oldest feed and tack store in San Mateo County. Farmers, horse owners, and backyard chicken keepers come here for feed, seeds, and tools. The seasonal baby chicks stop everyone in their tracks.Â
Cunha's Country Store — Since 1924
Founded by the Cunha family in 1924 and now under new family ownership, Cunha’s is as close to a true general store as Main Street gets. Dairy, eggs, fresh produce, deli sandwiches, ice cream — it’s the place locals stop when they actually need something. Over a century in, it feels less like a destination and more like a given.
Half Moon Bay Nursery — Since 1957
Cowboy Surf Shop — Since 1971
Founded in 1971 by Craig “Cowboy” MacArthur as Miramar Surf Boards — the area’s first surf shop — Cowboy has been part of the local surf community for over fifty years. Built for people who actually surf here. Board building, local knowledge, and a hands-on connection to the water have kept it relevant where the waves demand the real thing.
Coastside Books — Since 1972
Repetto's Nursery & Florist — Since 1976
Tokenz — Since 1982
Originally rooted in San Francisco before settling in Half Moon Bay, Tokenz has spent over four decades building a following with an eclectic mix of gifts, craft supplies, crystals, and home accents. The crystal collection draws both casual browsers and dedicated collectors. It’s the kind of shop you want to hang out in, run by people who choose inventory with a point of view.