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No trip out to (or back from) the Mendocino Coast is complete without a stop at Jumbo's Win Win. The burgers and fries always hit the spot, service is always friendly, bathrooms are always clean, and there's always plenty of parking. It's also a good midpoint on 128 to stop and break up the arduous drive (especially when you get stuck behind someone that won't use the turnouts to allow cars to pass, lol). Can't go wrong with either the Jumbo's Burger or the Okie's Onion Smash--both are amazing, depending on what mood you're in. They also have a good selection of local beers and wines that are decently priced, though if you're driving, please skip the alcohol--as you know, these windy roads demand the utmost care and attention :) Whether you're looking for a quick lunch stop, a break from the windy roads, or just want to check out Philo, I highly recommend stopping in at Jumbo's Win Win!
Cutest place to stop by for a sweet treat or a great meal! Staff was very patient and friendly. I got a lettuce wrap burger and fries. Honestly great burger. Fries also hit the spot. Diet Coke had the crispy crunchy ice. Finished off with the swirl soft serve. That was the best I've ever had. Very casual spot with plenty of seating. I can't wait to go back!!
Finally... finally... FINALLY stopped at Jumbo's Win Win in Philo. Headed back to Bay Area early after a stay on the North Coast, and the magic formula for not wading through the ever present lines and crowds at this roadside institution seemed to be a midweek lunch stop. Maybe 6 people total already there. Walked in and gave the menu a quick look over. There's the regular menu plus a few specials listed to the side. Wine, beer, and soft drinks available on a menu near the register. It was a toss up between the Jumbo Burger or the Okie Onion Smash Burger. After some advice from the friendly counter person, I went with the Okie Onion Smash Burger, double patties. Husband ordered the Chicken Karaage special. Bottled sparkling water and a Pliny the Elder brought us in at $42 tab (plus tip). We grabbed seats in the garden out back with was super pleasant with lots of tables, chairs, and fun artwork. You could even ride a hippo or a giant tortoise while eating if you're so inclined. Food was brought out to us (normally they call numbers, but it was on the quiet side today). My Okie Onion Smash Burger was huge. Grilled onions, melty cheese, double patties, and generous portions of crisp iceberg lettuce, pickle, and tomato slices topped the meat, and the toasted brioche bun was slathered with a thousand island-like spread. I was able to use my hands for about half, but had to resort to a knife and fork to finish it off. A delicious mess! Husband liked the chicken karaage, but they were more chicken nuggets than karaage. When I think of karaage I think shatteringly crisp pieces of chicken in a light potato starch breading. This was more cornmeal breaded and fried. Good, but not quite karaage. No complaints tho as it was also delicious with the spicy mustard. Didn't order fries or ice cream this trip, but that's what the next trip to Philo is for. What's left to say? Great food. Great drinks. Come off peak hours for an easy in and out experience. Def a must stop!
Such a great pitstop for food along the highway! Friendly service and plentiful indoor and outdoor seating. - Onion smashburger: loved the potato bun and the burger was properly sauced up. The onions and pickles were delish in this! - schwinger fries: perfect combo of fluffy and crispy!!! Loved these - soft serve: creamy but also light, such good flavors in the greek toppings - the fennel was delightful!
Made a stop up here on the way to the Mendocino coast and while wine tasting at the many vineyards on the road. Ordered the Jumbo's burger (single) and the pickle dog. The burger was pretty straight forward. Ordered it spicy and it was indeed spicy!! Felt like the iceberg in this somewhat watered down the richness of the meat and I might elect to get a double or the Okie Onion smash burger should I make my way back. The hotdog had a bunch of pickle jalapeño relish which made it quite wet and cold. Was also missing the characteristic snap of a good sausage. Otherwise appreciated the brightness of pickle and mustard. Both items came out lukewarm. I might not specifically make my way out to come here but works well if you're passing through.
We stumbled across Jumbo's during our drive back from Mendocino. We drove past it, but saw some people go in and we turned around and decided to get some food. The exterior and interior of this shop is super cute! Love the diner feel of this spot. The line to order was short and we thought ok, it shouldn't be too bad of a wait because the line to order was short and it's burgers and fries, so it shouldn't take too long. We ordered one Jumbo's burger (single), sidewinder fries and pickle beer. We didn't want to order too much since we were just driving back home and wanted a little "snack." We ordered at 1:53 pm and didn't get our order until 2:50 pm!! During that wait, we were getting very impatient. We got our food and ok.... We were blown away. My boyfriend and I were just so annoyed and we were just like, this better be worth the wait and well...it was worth the wait. So, knocked down one star, other than the wait, would've been a five star spot for us. Can't wait to come back to this spot!
This looks like your typical roadside diner but it's on another level. The burgers are first rate and could be found on top ten lists. Its slick interior, hospitality, and fun atmosphere are a plus. I had an excellent smashburger with cheese, grilled onions, pickles and just the right amount of edge crispiness. The fries are excellent. They have a nice variety of beers, wines, plus an irresistible soft serve ice cream. Don't pass this one by!
Stopped here along the way to Fort Bragg for a quick stop and bite to eat. I heard this place had great smashburgers despite being in a remote area on Hwy 128. But news spreads fast and here I am. We both enjoyed the okie smashburger and Jasper fries. The burgers were juicy and had lots of flavor. The grilled onions and pickles were a nice touch. The fries were great too. Crispy and I could tell by the taste they were fresh organic. The pickle beer was a first for me... and the other reason why I wanted to check out this spot. It's interesting. You get hints of both pickle and beer at the same time. It wasn't that bad actually. Overall this place is a hidden gem. You can eat inside or outside and enjoy the beautiful scenery of the Alexander Valley. The outside seating area is pretty nice. I wish I would've got the name of the cashier because she was very friendly and helpful. Makes everyone feel right at home. I would definitely make this my go-to stop whenever I'm headed to Mendocino County.
Stopped here for a quick bite on the way to Mendocino. Cool little spot with nice interior, self-service setup, and some outdoor tables too. We tried the chicken sandwich, pickled beer, fries, and soft serve, one plain and one with fruit. Just FYI, the sandwich doesn't come with fries, it's $14 by itself, fries are $5, beer $5, and soft serve $5 (extra if you add fruit). The chicken sandwich is hands down the star, super juicy, crispy, piping hot, with a toasted bun and finger-licking sauce. Worth trying at least once, though $14 feels a little steep. Fries were solid, some a bit on the thicker side but still good. The soft serve was a miss for us, not great flavor, and the fruit topping was more like a jam, which was kind of off-putting. The beer is very interesting and my family liked it very much. Overall: stop in if you want a quick snack and definitely go for the sandwich. Just skip the soft serve.
This was the perfect stop on a long roadtrip: I can't believe how fresh everything was given that they're kind of in the middle of nowhere. The Greek style soft serve was my absolute favorite and they make a mean smash burger too. I had also never seen fries in this shape and I can understand why they are so popular now! Look forward to trying more on my next trip.
Overall this place is very interesting and the food is pretty good. I wanted something on the lighter end so I got the wedge salad (half size) but I couldn't finish it because there was way too much dressing. I was impressed they were able to get the dressing in between all the layers of the lettuce. This would be great for those who love extra dressing but it was just too heavy for me. But I did love the flavors overall and everything that was put into this dish. The soft boiled egg, the chives, bacon bits, pickled red onions, etc. It gave a slight Asian flavor to it, which I enjoyed, but again, just too much dressing for my personal liking. The restaurant was pretty big and had ample seating inside and out. There were a few flies hovering over the tables inside though which was a bit annoying.
2 years ago
Stellar grub and casual diner vibes. Popped in on a rainy Sunday evening after a day of wine tasting Anderson Valley's finest. You order upon entering and grab a seat at one of their cozy booths. Upon recommendation, I ordered the fried fish sandwich with a side of sidewinder fries. For $20 (food+tip) you can eat Phenomenally! The fish sandwich was perfectly breaded, light and flakey, and the fries ticked all the buckets! Great vibes and reasonably priced, good food - what more could you ask for? read more
2 months ago
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1 year ago
Come for the burgers, stay for the Mexican food! Their burgers are the best we've had anywhere. The patties are thin and grilled to perfection. There's probably not much I can say that hasn't already been said about this iconic local establishment. We come here at least once a month. Tip: you can get the burgers animal style (keto friendly) with lettuce instead of buns. read more
1 year ago
What I ordered: ** 9/10: Jumbo's Burger, Double - $14 - such a well made smash burger with quality ingredients! - patties are juicy and flavorful - the sauce ties everything together perfectly!! ** 10/10: Sidewinder Fries - $5 - if there is one thing you get, GET THE SIDEWINDER FRIES! - incredibly crispy and flavorful, hands down might be the best kind of fry to ever exist - call me greedy, but i wish the portion was larger!! ** 8.5/10: Soft Serve, Greek Style - $5 + $1.50 - soft serve made with straus milk, so smooth and creamy - greek style: olive oil, sea salt, honey, and fennel - perfect balance of sweet and savory ** 8/10: Donna's Pickle Beer - $5 - i love pickles, i love beer, literally a match made in heaven - dilly lager? (forgive me, idk beers) with a salty tinge, very refreshing! Jumbo's Win Win is a vibey old-school burger spot, hidden on the 128 as you pass through Philo. I was lucky to find it on my way to Hendy Woods State Park and it's only 5 minutes away from the campgrounds! There is plenty of indoor and outdoor dining space, with a vintage hometown charm. The menu is extensive, ranging from burgers to tacos and different pescatarian options. The food truly blew me away, and I would return again, camping or not, to have those fries again. Food: 9/10 Service: 10/10 Total: 10/10 read more
6 months ago
Delicious food, charming vibe, and excellent service. And affordable! No wonder this place has become a wine country winner already. #punintended pro tip: the line to order is long but then your food comes out nice and fast - super worth it. read more
6 months ago
3 months ago
OMG.... This place is a must stop. From the burgers to the soft serve topped with "the Greek" olive oil, fleur de sal, honey. Trust me .... Amazing!! Service was fast. Cute little barn setting with seating indoor and out. Grab pickle beer on your way out!!! Oh the salad was great too....just not the star of the place. read more
We planned lunch here on the drive back to the Bay from Mendocino. Such a cute spot hidden away on the one-lane highway. The interior is decorated like an old-school diner, and there's outdoor seating in the backyard as well. We ordered at the counter and had our food out pretty quickly. Menu options are super varied and there's a lot of choice, ranging from classic burgers & fried chicken sandwiches to Mexican food like chilaquiles and tacos. We were here for the fried chicken sandwich, so that's what we got. We also ordered fish & chips. While it was good, I probably would have chosen the burger in hindsight. It was a pretty small portion. However, the chicken sandwich was great. We got soft serve ice cream to go (chocolate & vanilla). It seems to be popular so we couldn't miss it. Honestly, it might have been my favorite part of the meal. Drove away really satisfied! I already made it a point to recommend to any of my friends that might drive through. read more
My friends and I went camping at Hendy Woods State Park down the street and stopped by Jumbo's Win Win for one of our meals. To start, I have not met staff more friendly than the warm and welcoming folks here at Jumbo's. 10 of out 10 on our interactions with everyone here. Moving on to the food, my wife and I both got the Okie onion smash burger along with a side of their sidewinder fries, an apple hand pie, karaage chicken for the table, and two pickle beers. Overall, my impressions are mixed on the food. Our group unanimously enjoyed the texture and fry on the sidewinder fries, but we've also agreed we've had better smash burgers elsewhere (i.e. more thinly smashed, more well-seasoned, etc.). A few folks got the apple hand pie and while it's an improvement on the McDonald's apple pie, the pastry isn't as flakey as other puff pastry goods we've tried elsewhere. The apple filling inside the pie is solid though, as its not overly sweet. The karaage chicken is an easy skip. If you're looking for popcorn chicken like you'd find at a boba spot, this is not it. The pieces of chicken look oddly like extra flat chicken nuggets and because they were a little dry, they had a jerky like texture which was not super enjoyable. One positive about the side dish however was the spicy mustard dipping sauce: everyone liked the wasabi, horseradish flavor of it and it went really well with the sidewinder fries, If you're ever in this part of town, Jumbo's Win Win is definitely worth a stop. I would stick with a burger and fries only on my next visit though. read more
Rainy Saturday in Sonoma county. We recently moved to a community called The Sea Ranch and when the weather is nice there is a ton of great oceanfront stuff to do, but on a drizzly weekend we decided to visit the Alexander Valley area for the day and Jumbos was on our short of new places to visit and try out the highly rated burgers. We love the vibe of the place and both burgers were delicious. We got the Jumbo double and the Okie Onion smash double burger - both distinct and quite yummy. The hand cut fries could have been a bigger portion and a little hotter but also quite good. Great place and a nice addition to the area. We will be back for the daily specials, soft serve and the nice selection of local wines by the glass and excellent beers on tap ! Welcome to the area and we will be back !! read more
6 months ago
Excellent burger, fries and atmosphere. Excellent service. Unique. One of the best burgers I've ever had. Great ambiance. read more
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1 year ago
Wanted to try this place for a while now. On way to Mendocino we stopped in for Double smash burger and loaded nachos. Both were spectacular. Great job guys read more
1 year ago
We visited on Sunday afternoon and found parking right away. We ordered the Fried Chicken burger - the chicken was crispy with the kewpie mayo and lettuce was perfect and the fries were crispy and well seasoned. I really liked the root beer with the crushed ice. The ambiance was cute and I liked the outdoor seating. read more
Wow! What a pleasant addition to the area, and for those traveling towards Elk/Mendocino area. Got two Jumbo's burgers: one with a single patty and one double patty. Also got 1 order of side winder fries and Jaspers hand cut fries. The burgers and fries all came out of the kitchen fresh and seasoned well. The "sauce" in the burgers tasted great and although I usually do not enjoy burgers, I did like this one. They have salads and other drinks + desserts in the menu. Parking is right in front, and condiments are self serve. The interior of the place is very clean and modern with a touch of vintage flare. There is a back patio area and they are dog friendly. Will definitely be stopping here again when I am headed towards this area again! read more
1 year ago
2 years ago
6 months ago
1 year ago
We had the Jumbo's burger, smash burger, Jasper's fries, and half chopped salad. Everything tasted amazing and the value was great! Loved the old burger joint vibe but still feels super new. Highly recommend stopping by! read more
2 years ago
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1 year ago
Easiest five star rating I've ever given. I had the double jumbo and the wife had shrimp tostadas. The burger is definitely one of my top five I've ever had in the flavors of that shrimp tostada was unbelievable. My only complaint is it's in Philo instead of Santa Rosa. I will put down the down payment if you ever want to expand read more
1 year ago
Such a fun spot for lunch. Easy to find right off the road, food was quick and the ambiance is fabulous! I would recommend this place to anyone coming through this area! read more
10 months ago
1 year ago
Bomb lil' burgers, neato decor, people pleaser for sure. Handmade fries are awesome - a great stop right on the 128 read more
9 months ago
The special "El Ruben" and spiced pear wahand pie were STUPID GOOD! What a fantastic restaurant we are so lucky to have! Service is kind and friendly. Couldn't have been a better experience! read more
4 months ago
1 year ago
Jumbo's is a win win. The smash burgers were fire, the two different style of fries were great as well. The soft serve is the best in the county. And I wouldn't miss the michelada either read more
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Jumbo's Win Win - burgers - Updated June 2026
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