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    Jumbo's Win Win

    4.8 (144 reviews)
    Closed 11:00 am - 8:00 pm

    Jumbo's Win Win Photos

    JUMBO'S WIN WIN ATMOSPHERE

    What's the vibe?
    Moderate noise
    Dogs allowed
    Good for kids
    Outdoor seating

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    Recommended Reviews - Jumbo's Win Win

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    Onion smashburger and fries
    Caly T.

    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!

    Single burger
    Kathleen L.

    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!

    Steve W.

    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!

    Davis Y.

    A MUST stop, burger (and more) diner on the 128! Smash burgers were cooked perfectly and the hand cut fries were some of the best fries I've ever had. Topped it off with a soft serve ice cream in the back patio area. Will be making this a stop every time I'm on the 128

    Okie Smashburgers with Jasper Fries
    Paul W.

    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.

    Very good brewed root beer.
    Adrienne A.

    This is a very nice place to stop and have lunch. It's very clean and they have nice music playing. The service was great, you order at the counter. They have outdoor seating, and I heard the waitress say they were having a superbowl party which I am sure would be a blast. I got the jumbo burger and it had high quality meat with fresh veggies and a delicious bun. The special sauce tasted like it might have horseradish in it. The root beer was amazing and hand cut fried are very good. I ordered the hand apple pie to go and it was made to order and excellent. I would highly recites place.

    Soft serve 5$
    Vineesha D.

    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.

    Ajay K.

    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.

    Wedge salad - half size
    Tina T.

    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.

    Quince hand pie at top left, apple hand pie on bottom left. Sidewinder fries, and two single Jumbo's burgers.
    Kathy N.

    This is a must-have spot on the way to and from the Mendocino/Fort Bragg area. I heard about the place on social media, so we stopped here for lunch on the way to Mendocino. After having the food, I knew I wanted to stop again on the way out. The first stop was about 2:30, and it was still fairly busy. There was a small line, which was fine cause it gave me enough time to choose what I wanted. I ended up trying the single Jumbo's burger (my partner also got a single Jumbo's burger) with one order of sidewinder fries. We had also ordered the apple hand pie and the seasonal hand pie (which is currently quince). It took about ten minutes to get the food, which was enough time for us to grab a table inside (there is also plenty of outdoor seating), use the restroom, and admire the decor. Our order was called out by number and we went back to the counter to pick up. Our food was on a tray, with notes on the parchment to let us know which burger was which and which hand pie was which. They had set out paper plates, napkins, and condiments on the bar for self-serve. The food was so delish! The burger was perfectly cooked and the sauce was great. The sidewinder fries were crispy on the outside and soft inside; they kinda reminded me of a Korean tornado potato but thicker. The hand pies were so good. I'm not a dessert person but I'm a sucker for apple hand pies and this was no exception. The seasonal quince was tart but it went well with the flaky pastry. Our second time trying Jumbo's Win Win was on the way out and the line was significantly longer! We waited about 15 minutes to order, but once we got to the front, the ordering process was quick as well as getting our food. This time, I ordered the fried chicken sandwich, and it was my favorite of all the things I'd tried from there. It was Tokyo-style (so like karaage chicken) with a slaw that perfectly cut through the fried heaviness. I absolutely would stop by again for that chicken sandwich.

    Chi L.

    I just went there yesterday. My friend suggested it, she read about an article that a person or family moved from SF to Philo and open this cute restaurant. 1) Decor is modern cute farmhouse. The bathroom is really nice 2) There are indoor seating and outdoor seating. 3) Yesterday is holiday, labor day monday. I saw a music band setting up to play. I go to run. 4) food is very good. My friend said you could customize your burger to have some jalapeno chopped and put on the bottom of your burger. Super tasty. 5) I got burger one piece of beef, very good. 6) my daughter got chicken sandwich and also soft serve. 7) a lot of parking, don't let the front discourge you. There are a lot of parking at the back. Highly recommended, will be back again.

    Chicken Sandwich
    Allie G.

    Jumbo's Win Win was such a pleasant surprise! We came in for lunch, mostly due to its convenient location. The interior had cool, retro decor and was dog-friendly. They also had a large outdoor seating area in the back, but that had quite a few bees. There was no line to order at the counter, and all the staff members were super friendly. I got the Smashburger with Jasper's hand-cut fries, which were fantastic. The Smashburger was almost perfect (except for the excessive mustard). I don't usually prefer thick fries, but these had a great texture. We also asked for the house-made chili aoli - highly recommend trying this with your fries! My friends all enjoyed their food as well, including the Fried Chicken Sandwich and Fish Tacos. I couldn't resist also getting Vanilla Ice Cream with their house-made Blackberry Compote (seasonal). The compote was made with locally picked blackberries, and completely rocked my world. It paired so well with the soft-serve and tasted incredible. This place is a gem!

    Jumbo burger, single. Perfect!
    Joe R.

    Awesome throwback spot, our new go-to when we go to the coast! Burgers are tasty, fries are hot and fresh, soft serve can't fail and they have fun toppings! Awesome seating with a view of the hills around Philo, plenty of space with animal sculptures the kiddos can climb on. Staff are super friendly, and they have wine and beer on tap. Bathrooms are clean and they even have a buck hunter video game. This place is so legit! Can't wait to go back.

    Veggies abound and those sidewinders!

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    Cowlick's Ice Cream - Mini scoop of ginger

    Cowlick's Ice Cream

    (893 reviews)

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    I told my husband to pick a thing as I wasn't in the mood for ice cream. He chose Black Forest ice…read morecream. He knows I like cherryand just learned this year that I like chocolate. and that's how he chose this flavor. I tried some and it was so good. I loved the pieces. I could have done without the chocolate chips. I totally approve of the flavor. On my own I'd never picked this flavor. This shop is located in the heart of downtown Fort Bragg. Across from the Sea Glass Museum. Parking is all street parking. We found a spot right I. Spot. Street parking is free, but there is a two hour limited. So, if you're spending additional time downtown you'll have to move your car. The shop is new and clean. Even today Tuesday, May 5, 2026 at 8pm (they close at 9) there was a steady stream of ice cream enthusiasts. They have so many loved flavors and some unique flavors such as mushroom and ginger. I should have tried them, but as I stated earlier I wasn't in the mood for ice cream. As much as I started not in the mood, I ate half his ice cream scoop. It was nice and soft. If you're looking for a sweet treat this is a must stop shop.

    Stopped by for ice cream after getting off the skunk train…read more Delicious ice cream, but service was incredibly slow. There were two people working, 2 families in from of my spouse and me, I went to the restroom and came back and he still hadn't ordered. When we did get our sundae, the line was getting longer and longer and one employee kept making waffle congress like their life depended on it.

    Jumbo's Win Win - burgers - Updated May 2026

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