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    Jumbo's Win Win

    4.8 (173 reviews)
    Closed • 11:00 am - 8:00 pm
    Updated 3 months ago

    Jumbo's Win Win Photos

    JUMBO'S WIN WIN ATMOSPHERE

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

    Recommended Reviews - Jumbo's Win Win

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    Marielena L.

    This is probably the best restaurant in the whole area. It's a classic American diner with burgers, fries, floats and more. The vibe inside was really inviting an all-time American. The staff was nice in the inside was really clean. The food was also really delicious and conveniently located near our hotel. There isn't too many options around the area, but still a lovely place to stop at if you're hungry and want something yummy. Definitely get a serve too!!

    Soft serve swirl with Greek topping (olive oil, honey and fleur de sel)
    Peg S.

    It's like In-n-Out but better, with small town charm, efficient service, and reasonable prices. Their large backyard area has picnic tables and a community feel where everyone can hang out, sometimes with live music. My Jumbo's Burger was juicy and nicely balanced with lettuce, tomatoes, onion and sauce between buttered buns. The Okie Onion Smash Burger looked even juicier and the Jaspers hand cut fries were almost potato wedge sized and crispy. The absolute best, though, was their Straus soft serve which you can have with your toppings of choice, i.e. lemon curd, chocolate syrup (try the Greek!). They also have other sandwiches, salads, tacos, other specials, and I wonder about their hand pies ...

    Burger and fish sandwich with fries
    Es F.

    Loved the counter service, the enormous patio and casual atmosphere. It's the kind of place that you end up talking to people at the next table. Don't rush a visit here. Try the burger and chicken sando and we thought the regular fries were delicious!

    Wayne H.

    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!

    jumbos with side winder fries
    Isaac L.

    came to jumbos right after going to the apple farm and coming back from our fort bragg vacation. the food was super good but there was like a really long line ~1 hour and wait for food. we did go during the lunch rush so if you go around 11-1:30 just be aware that it will be busy. if we are in the area again we will definitely go back and get some more burgers!!

    Soft serve
    Nicole D.

    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!!

    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!

    Double Okie Onion Smash Burger
    Rick M.

    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!

    Jason L.

    After driving through the windy road of HWY 128, Jumbo's Win Win is the perfect spot to get out, stretch your legs, get your marbles back and stuff your face with a burger and/or soft serve. We were wine tasting in Healdsburg and our host kept raving about Jumbo's, labeling it as a MUST STOP on our way to Mendocino... but strictly for the soft serve. Her recommendation did not disappoint. The soft serve ice cream is really THAT good! Inside gives you that old-school diner vibe and I'm here for it. You could see the staff cooking and preparing people's orders. Outside had a live band playing and people/families with their pets enjoying the warm weather and tunes. If you or anyone in your party gets car sick, then maybe skip the greasy foods cause either direction you go is going to have a bunch of tight turns.

    Oklahoma burgers
    Mikayla M.

    Burgers were great quality but too black peppery for me for the Oklahoma burgers but I would definitely come back here for the other cheeseburgers. Hand cut fries were the best fries I've ever had and I want to try the soft serve here next time. Kinda hot inside on a hot day with minimal AC. Lots of indoor and outdoor seating. Overall worth coming back for the food and vibes.

    Amanda A.

    Absolutely worth going out of the way to stop in for a bite to eat. I tried both the Jumbo's burger and the smash burger -- both were delicious. Next time I'll have to save room for dessert. It looked so good!

    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!

    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

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    Great food, great service and great spot. This place is just banging. The specifics require a visit. The staff was great

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    Ask the Community - Jumbo's Win Win

    Frankie's - Mushroom cap 5/5. Best thing ever .

    Frankie's

    4.0(481 reviews)
    25.4 mi
    •$$

    Frankie's serves ice cream from Cowlicks, and it's absolutely worth a stop. The staff is incredibly…read morefriendly, and the ice cream is delicious. On our first visit, we ordered strawberry and root beer float cones. We enjoyed them on the deck after the dinner rush, relaxing while watching the ravens across the street. On our second visit, I tried the affogato with Candy Cap Mushroom ice cream. The earthy, nutty sweetness of the ice cream added an unexpected depth of flavor to the espresso, making for a unique and memorable treat. If you decide to linger, the cozy upstairs seating is a hidden gem. A small window lets in the cool ocean breeze, making it the perfect spot to slow down and enjoy your treat. If you're in town, Frankie's is definitely worth a visit..

    On a North Coast vacation, we were in Mendocino for the day. On our list to try was Frankie's, as…read morethey serve Cowlick's ice cream from Fort Bragg, which we have long been fans of. We were fortunate to come by when there was hardly any line, a good start. With all the buzz about Candy Cap Mushroom ice cream I just had to try it. My wife chose the Hokey Pokey (described as honeycomb candy ice cream with lots of honeycomb candy pieces). We grabbed our ice cream and found a number of inside tables to relax in and enjoy our sweets. There are also upstairs and outside tables. My wife loved her Hokey Pokey, and I tried it as well and agreed - a unique concoction and delicious! I found my Candy Cap Mushroom OK, but not a favorite. Certainly points for originality (where else can you find one?) but my tastebuds like something a little sweeter. For me it was a little too like vanilla, my least liked flavor. But I won't ding them for a personal preference, as there was nothing wrong with the quality. Great location for Mendocino ice cream - although maybe next time it's the Hokey Pokey for me.

    Photos
    Frankie's - Some of seating area

    Some of seating area

    Frankie's
    Frankie's

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    Jumbo's Win Win - burgers - Updated September 2026

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