“ We stopped here on our way to the coast and it was awesome! The smash burgers were delicious. My son liked the fries, hotdog and the best soft serve in the county. I was happy to have their michelada and that is not to be missed. Next time we are in the area we will be stopping by for lunch ”

“ Absolutely loved having lunch here! I got the fish tacos and they were delicious and a little spicy. The soft serve was amazing too. My friends had the burger, fish sandwich, chicken sandwich and steak tacos - all winners. They have a large outside area and allow dogs inside and out. ”

“ We stumbled upon Jumbo’s Win Win with 0 expectations and left completely BLOWN AWAY! My husband declared their burger one of his top 5 ever - juicy, flavorful, and perfectly cooked. The fried chicken sandwich? Equally phenomenal. We’ll be thinking about it forever and ever. Their fries were crispy and fun shaped, almost like the size of waffle fries. Also tried the Chopped Salad, which was solid as well. The drink selection is pretty big for a diner, including a tempting pickle beer. It looked like the perfect pairing with their burgers. The interior has a mix of nostalgic diner charm and modern chic. We got our food pretty quickly as well. We were honestly so impressed with the food that we’re planning our return trip from Mendocino just to eat there again. If only it were closer to San Francisco! What an absolute gem!!! ”

“ What happens when a SF bar legend opens a modern Americana diner in the heart of Anderson Valley? Pure magic, that's what. Jumbo's Win Win, helmed by Scott Baird (co-owner of SF's acclaimed Trick Dog), has become my family's mandatory pit stop between wine country and the Mendocino coast. So mandatory that we ate here THREE times in one weekend during our mushroom foraging adventure! The setup is refreshingly simple - order at the counter, then prepare for some of the best casual eats you'll find in Northern California. The menu is focused and intentional, spotlighting local purveyors and organic ingredients whenever possible. Let me break down the must-orders: The burgers? Perfection. The fries? INSANE (seriously, don't you dare skip them). But the sleeper hit is their mind-bending soft serve topped with honey, olive oil, sea salt, and fennel pollen - a combination that sounds wild but works brilliantly. We've basically eaten our way through the entire menu at this point - stellar chicken sandwich, fantastic fish sandwich, and surprisingly crave-worthy salads. The rotating specials keep things interesting, and the drink selection is on point (would you expect anything less from a Trick Dog alum?). What really seals the deal is the vibe - it's that perfect blend of local hangout and traveler's oasis. You'll see regulars catching up at the counter while road-trippers like us plan their routes specifically around hitting Jumbo's for lunch. Pro tip: If you're heading up to Mendocino or exploring Anderson Valley, this is your spot. The quality and execution put most big-city spots to shame. Just don't blame me when you find yourself making excuses to drive through Philo just to grab another burger. One last time for those in the back: DON'T. SKIP. THE. FRIES. ”

“ Jumbo's Win-Win is a buzzing local spot with refreshments that hit way harder than other joints in this weight class. Try the fish tacos with local rock cod. Some items like shrimp tostadas or hand-cut fries run out, so arrive early to dodge the lunch rush. The 'Win-Win' is simple - you win by eating here, and the community of Philo wins by having somewhere of this caliber to hang out at. Undefeated! ”

“ Jumbo’s in Philo is a full-blown roadside miracle disguised as humble burger shack. It doesn’t scream for attention, but it absolutely deserves it. This place serves up the kind of burger that makes you roll your eyes in pleasure and question why you ever settled for fast food mediocrity. The patties are juicy, seasoned just right, and stacked like they mean business with fresh condiments, melty cheese, and buns that don’t fall apart mid-bite (because we’re adults here, barely). The fries are golden perfection, best I’ve had in a very long time. They also have gargantuan hot dogs, chicken sandwiches and more. Jumbo’s is the real deal: no pretentious menu, no overthought branding just unapologetically good food served up with small-town realness. Sit your happy butt down at a picnic table, breathe in that Philo country air, and devour something that actually satisfies. It’s the kind of spot you brag about discovering but secretly hope never gets too popular. Because Jumbo’s isn’t just a burger stop it’s a glorious rite of passage. You came for the food, but you’ll come back for the feeling. And maybe a second burger. ”

“ This is a must stop if you ever find yourself on Hwy 128 in a little inter-coastal town, Philo about an hour or so west of I101/Cloverdale, California. They serve amazing burgers (smash and regular), great signature fries and the best soft serve ice cream!! My experience has been mixed and the portions of ice cream. From towering cone to just average size, but crazy creaminess! I highly recommend if you are out and about maybe wine tasting in the Navarro Valley or on the way to Mendocino. Prices are reasonable and as said before, great flavors!! Enjoy!! ”

“ Stopped off at Jumbos on the way to Mendocino. Shared the fried chicken sando, pickle dog, and mortadella special. Everything was unbelievably delicious and very reasonable. The owner was also very kind. Atmosphere was definitely a vibe, we will absolutely be back! ”