Tag Archives: Northern California roadside burger joint

Gourmet Getaway to the Mendocino Region, Part III: Jumbo’s Win Win

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It only opened last year, but this burger shack already got a nod from the New York Times.
It only opened last year, but this burger shack already got a nod from the New York Times.

You simply cannot drive on highway 128 through Philo in the Anderson Valley and miss this place — in more ways than one.

First, with its huge block letter sign painted atop its building, Jumbo’s Win Win definitely sticks out.

Second, this retro, playful, family-run burger stand serves up classic burgers, sandwiches, fries, and soft serve with premium ingredients and top-notch techniques at shockingly affordable prices.

The New York Times even named it one of the best new restaurants of 2025. If you’re in the area, it’s an absolute must-stop.

The fried fish sandwich is sublime.
The fried fish sandwich is sublime.

It was opened last year by Scott Baird, the lauded James Beard-nominated cocktail and beverage consultant who co-founded the innovative Trick Dog bar in San Francisco.

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