I think the vanilla frozen custard is some of the best I've ever had. It tastes like they use vanilla bean instead of just vanilla. It was thick and creamy (and dreamy)! My flurry was huuuuge--just how I like it. The deluxe sundaes were extremely large, and absolutely picture perfect. We stopped in about 20 minutes to close and they were happy to serve us still. (Given, we were only looking for custard and not a full meal.) The service was fast and friendly. They did turn the lights off about 10 minutes after close. The place itself is super cute. The menu seems pretty varied. I can't wait to go back! read more

Stopped here last night on a motorcycle ride cuz I'd heard nothing but good things about the place. I was SORELY disappointed! First, the place is cash only...had to find an ATM nearby before we could even order. We couldn't order at the counter ourselves, and had to wait for a one of the car hop girls to take our order. It was busy, so we expected to wait a bit. Ordered a cheeseburger with ketchup, brat, 2 orders of fries, a vanilla shake and a chocolate shake. Food shows up after 15 minutes, and the bill is just over $28. They forgot the brat, the burger was only as thick as the slice of unmelted cheese on it, and was drenched in ketchup...slid apart as soon as I picked it up. Fries were okay, shakes were pretty good. All said and done, nothing to get excited about. We'll probably never be back. Overpriced, not great food. Save your money and go someplace else. read more

Ordered food and ice cream and it was made quickly, kind service, and very good overall. It was just like how I remember it from my childhood, so nostalgic! read more

We are from out of town. Nice drive-up atmosphere but there was a parking hazard our car hit when pulling in a spot. It was a low pipe marked with a teeny tiny orange cone. Totally bummed me out. Our waitress said quite a few people have hit it. The establishment should mark this hazard with a HUGE cone so SUV's can see it! read more

Kiltie Drive-In - Watch out for this hazardous obstruction. - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

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New owners, now a medium cone is a small. Service is awesome but cutting corners will catch up with you. read more

There is no way a human being should ever step foot in this establishment.. I hear from very close sources that they only take cash because they launder money under the counter supposedly.. not to mention their kitchen looks like something from a post apocalyptic disaster movie.. the owner or manager and all of their employees are completely incompetent and their food is absolutely disgusting. I wouldn't be surprised if their meat was more than a week old.... What a pathetic excuse for a Lokal joint that I have ever stopped at... please for public safety and health close your horrible dirty disgusting repulsive restaurant. You are a totally pathetic owner.. and you or your manager knows nothing about running a restaurant/dive drive-in as you call it.. I wouldn't even call it a dive. It is worse than that if I took a poop on the side of the highway, I could call it more of a restaurant than what you operate and it would have better service... you are pathetic all of you from the weight staff to the management and especially the ownership read more

Desserts, yes. Burgers, no. Hands down the worst burger we have ever had. An oversized, greasy, off tasting, gray patty. Grilled onions tasted like French onion soup mix. The fries tasted like they were cooked in old oil and were also super greasy. Do yourself a favor and eat your meal elsewhere and save The Kiltie for dessert. read more

New owners this year ruined the fish sandwich. $6.60 for alittle gortons fish fillet. The sandwich was more bun than anything. Too bad they had to change a good thing. Used to be really good. We will not be returning. read more

Burger, fries and some concoction that features custard- you can't lose. Still features friendly car hops to take orders and deliver food. It's delightful. This was a high school hang out for us, so glad it still thrives. (It is exactly the same.) Warning- cash only! read more

Kiltie Drive-In - a car stopped at a traffic light - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

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It's typical drive-in food, delivered car side, like in the good old days! It's also one of the last drive-ins around, so be sure to go, if you've never been to one! Typical food is burgers, hot dogs, fries, onion rings, malts, sodas, and custard. This place adds a a lot of other items to the menu, including, chicken, fish sandwiches, and jalapeno poppers, and you can pretty much customize your order to your heart's content. The servers wear Kiltie t-shirts, and plaid mini-skirts, kind of like a kilt, get it????? We arrived on a motorcycle, so we parked in the very last parking spot at the end of the sidewalk and sat there to eat, since there was no where to place a tray on a bike. We ordered cheeseburgers, a coke, a chocolate malt, and split an order of fries. Not gourmet, but as delicious as any other drive in I've been to over the years. Come for the experience, stay for the custard! 33/2024 read more

Great food Great service Awesome vibe! Would recommend to anyone looking for a fun drive-in experience! read more

Stopped in toward the end of summer and will never go back. Food was horrible burgers were spoiled and fries were burnt. If you have ever smelt spoiled hamburger then you know the smell and that's what we were given. Took one bite and yes it was definitely spoiled. Put the food where it belonged (Trash)and left. read more

Heard so much about this place, had to try it! Ordered cheeseburgers, meat patty was about 1/16" thick, hard to taste it! Then we tried the cheese curds, which we don't believe were, we think they cut up some mozzarella sticks and deep fried them, we didn't finish the. My vanilla malt was the star of the show, it was good. Too bad, this used to be a great place! read more

Loved it so much the food was good the service is good the atmosphere is good loved it would recommend.

Tasty ice cream and custard, I just wished they had given me napkins to finish it off before it instantly started melting in my hands. Other than that, I have no complaints--the ice cream had a super fresh and tangy raspberry flavor and a rich and creamy custard topping that I'll be craving for months to come ~ read more

Kiltie Drive-In - Exterior - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

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**Cash Only** Kitlie has really stepped up their game the last couple of years! They have upgraded their menu and I am a huge fan of the new items. Lets start off that it is an old school drive in. A perfect place to bring your family, friends, and even go out on a date to. I love the concept and the fact that the tray sits on your window. Yall, ever since I tried the chicken dinner I have yet to go back to a burger or hot dog. The burgers are typical but the specialty dogs can be hit or a miss with the bun getting soggy. BUT the fried chicken is honestly one of the best I have had, what a statement. The skin is so darn crispy it is unbelievable. Even when the chicken cools, the skin stays crispy. It really is magic. Seasoned delicious magic. (pro tip! Get a side of cheese for your fries ;) Since the chicken dinner was so good, I had to try the chicken wings and the chicken wings come to a close second. You have the option of mild or hot and the sauce is incorporated with the breading topped with more seasoning. This is not a saucy wing and I would not consider the hot to be spicy at all. Do not skip out on the chicken here. As for everything else, I recommend the onion rings, mozz sticks (wonton wrapped!), jalapeno poppers, mini corn dogs, and all their custard. My personal favorite is a vanilla malt with extra malt because it is the right slurpable consistency. My one complaint about Kiltie is that when it is packed and you are parked 3 cars deep, it is impossible to see the menu without stepping out of your car and they do not provide any paper menus. Come on a week day and you shouldn't have any problems. read more

Kiltie Drive-In - Hot chicken wings - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

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If you happen to be in Oconomowoc you must stop at Kiltie's for a treat!! My GPS did not work exactly right, but Kiltie's is located on a kind of frontage road, adjacent to the highway. Not much has changed at the Kiltie as far as signage, menu and car-hop service....awesome!! If it ain't broke don't fix it! The server showed up fairly quickly and gave us just enough time to peruse the menu and decide on our food. And guess what the server was wearing...a KILT. So appropriate. We enjoyed our food which consisted of a ham and cheese sandwich, and hot dog and fries. We were in a rush so we'll have to check out the ice cream next time. The fries were our favorite dish. The car adjacent to us said she's been coming here for years and loves it. And if I lived nearby, I would definitely be a regular customer, too. read more

Kiltie Drive-In - The hot ham and cheese was substantial - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

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Kiltie was packed when we pulled in on a Tuesday night, but the service was still prompt in spite of that. The food was delicious (if the burgers were a tad plain the flavorful sides of onion rings and mozzarella sticks more than made up for it). You can eat at the outdoor picnic tables or in your car like an old fashioned drive in. The ambience was friendly and fun, with lots of families when we stopped in. The only thing that stopped me from giving it a full five stars is they made one of our burgers wrong, and the prices were a bit high for what we got. Be aware that they only accept cash as payment. But I highly recommend this spot, whether for a meal or just a frozen treat, and I can see why they have so many regulars who stop in! read more

Kiltie Drive-In - Kiltie drive in - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

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Fun, but make sure to take cash and not be in a hurry! It takes a while to get your food or order, especially on a busy night but most of the girls are nice!! Wish their actual food quality was a little bit better. read more

The Kiltie is a local favorite! I've been coming here for 50 years and other than prices, nothing has changed. That is a good thing. Their food is consistently excellent, particularly the onion rings and ice cream. They do not skimp on portions either. The car hops run their booties off. My dog loves the pup cups. Plus it feels very old school (which it is and probably explains why people crowd to this place and bring their kids and grandkids.) read more

Had a very good experience at the Kiltie tonight. My server was Natalya. She Assisted me with my order and before I knew it the custard was back at my car. My experience at this drive-in restaurant is nostalgic bringing back memories of driving ice cream joints from my childhood. They have quality food, excellent service, and they're friendly and welcoming. I will return and I do recommend. read more

Kiltie Drive-In - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

Love the atmosphere but the food is hot garbage at best. Ordered a cheese burger and couldn't even take a bite of it because it looked so ratchet. Low quality and I don't think they even cooked the thing lmao read more

Kiltie Drive-In - 1/3 Lb cheese burger - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

When I pulled in I was very excited to be treated with a great welcome and a fast order... I was very wrong. I was waiting in my car for more than 10 minutes. There was numerous amount of cars that pulled in got there food and left in the span of us sitting there. I usually love the service at this place. Today was not a good day for them. read more

Service: ***** Atmosphere: ***** Fun: ***** Quality: **** Menu: **** My rating really is 4.5 stars...Another review on my long list of places that I've come to love as a kid. I've been coming here for many decades (to protect my age). Spending days on the lake and heading here with friends as teenagers was the thing to do. Where can you find a drive-in with car hops like this? Lets faced it, you come here for the experience. The fun of driving up, parking, ordering from the car, windows open and music going. People watching or looking at cars! The food is good with all of your traditional burgers, hot dogs, fried stuff and custard. It is a family friendly atmosphere. The place has been kept up well especially since it hasn't changed much besides painting for the most part in decades. We recently came here on a Sunday evening on a warm summer day and we were parked three cars deep. Still fast service by the car hops watching who is coming and who needs service. Cash or check... sorry, no debit or credit cards accepted so be prepared! Give young kids an experience that their grandparents had, and expose them to a family cruise in the back roads to a great throwback to a true drive-in. read more

Kiltie Drive-In - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

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UNBELIEVABLE...in the absolute best of ways. Hands down the best custard I have had ever and that is saying a lot considering I live in America's Dairyland. The Mint Mello Sundae is divine. The custard is thick, cold, and fresh. I requested extra cherries and was provided with at least 6 or 7 on my sundae. I wanted to turn around and experience the place all over again minutes after pulling out of the parking lot (ha!) Besides knocking it out of the park on the custard front, the food wasn't half bad either. We had a ham and cheese sandwich, fries, and onion rings. The onion rings were a great choice - crunchy, not too salty, and not too greasy. The rings were also served piping hot (thank you!) The drive-in, 1950's retro vibe is a nice break from the norm and provides for a memorable experience for all ages. Staff was hustling and super friendly and accommodating. We did not have to wait long for food or ice cream. The place is cash only and we did have a car pull up behind us which freaked us out, but it wasn't an issue at all (i.e., we didn't get stuck in a jam unable to leave). It can be difficult to see the menu on the signage but, I think you can access the menu online too. We only saw one server with a mask do it may be up to the employee's discretion. read more

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Rude and wouldn't spend a dime at this establishment. They have tables, but apparently patrons aren't allowed to sit at them? Stopped by with two young children and parked on the side because we weren't familiar with the menu and I don't want my children eating in the car. Was approached by a waitress and asked where we parked. I was told we weren't allowed to park in the parking spaces and needed to do the "drive-in" option. No, thank you! That was incredibly rude, especially since there was AMPLE parking. The menu prices were also shocking... $8+ for a burger, almost $5 for a hotdog... yeah... no thanks. Will take my business elsewhere. read more

Food has been going down the tubes for a number of years. Had burned fish fry on one visit; Melo mint used to be great, but recipe has changed. Prices have increased more than other similar burger & frozen custard locations. Small size sundae was really small compared to the large. Pricing of the small was out of proportion. Just look in the windows, kitchen, windows, walls - looks filthy. Onion rings have been good. Quality just not what it used to be. Servers work hard and are helpful and friendly. read more

Great service, always busy but still amazing every time. food is super and very good priced. only downside is that it's cash only so be prepared. but overall, amazing! read more

Great old fashion drive up. Good food and ice cream treats delivered right to your vehicle. Very popular spot in the warmer months. Only open seasonally. read more

I went here for the first time and oh my! Absolutely stellar food all the way around! Burger, fries, Mac n cheese bites, Arnold Palmer and banana split Sundae! You need to stop here - you won't regret a stop at this little gem. Service was a little slow but the food is worth the wait. read more

Kiltie Drive-In - Banana Split - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

Well it seems it's finally happened. The end of an era. The Turtle Sundae was always the main reason I went to the Kiltie. A creamy delicious milk chocolate and caramel treat with the Kiltie soft serve custard. I ordered my favorite treat a couple nights ago and despite watching the price increase about $5 since my first turtle back in the late 70's it is clear that the skimp on ingredients has hit here too. Tasted like plain Hersey's off the shelf squeeze bottle chocolate. The flavor was pathetic. Looks like Culver's has the best Turtles in Oconomowoc now. Nostalgia is not a business model. read more

Food is great, best ice cream in wisconsin hands down. Only downside is plan to be waiting a long time if you go between 7:30-close

Incredibly rude, unprofessional behavior. I went to the counter to ask a question and was dismissed by a man working there. Next, one of the waitresses pushed me out of her way without saying a word. When I said excuse me, and that I'd be leaving I was told this was "good". I've spent my last dollar here, that's for sure. My advice is to avoid this place like the plague. There are plenty of other establishments that know how to treat people. read more

Passing through the area and was looking for a place for ice cream. Found this unique gem and was not disappointed! Very cute drive in experience with decent food for the price. Atmosphere: It is a drive in, so your order can be taken at your car or at the window if you walk up. There are a few benches around the drive in that you can sit at. Service: The waitstaff were friendly and helpful. Part of their service is to bring the food to you and then they usually help you remove your trash. Food Quality: Average food. Nothing amazing but definitely filling for a burger and fries joint. The custard was pretty comparable to a Culver's and was satisfying! read more

Kiltie Drive-In - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

This is a one of a kind favorite of mine. Only open in the summer but so worth the wait! Classic American food is found here. I dig the seasonings on the fries. If your just looking for the frozen custard, definitely check out the sundaes. I favor shakes and love their Black Cow. read more

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After kayaking five hours anything would've tasted great but the 1/3 pounder was exceptional. Service is outstanding. Best fries ever- skip the cheese curds - only average. Cash only read more

Kiltie Drive-In - Well if you don't know what it is you need help. 1/3 pounder with extra pickles - Ice Cream & Frozen Yogurt Near Me - Oconomowoc, Wisconsin

Oh kiltie why can't you be open year round?? Now I will have to wait until the spring to enjoy your yummy goodness again:( We enjoy the burgers,wings,tenders and fries here. They also have amazing ice cream, from shakes to sundes or just a twist cone you can't go wrong. Love the old fashioned drive in feel as well. The car hops bust their buts so make sure to give them a good tip, they really hustle. Be warned to bring cash as they do not take any credit cards. Counting down the days to spring 2021 to enjoy their food and ice cream again! read more

One of a kind really. Been coming here for years the car hops are great and the food and custard is good. They were lined up 3 deep on a Friday night Had to have a brat and a Sunday That's all I got to say read more

I haven't been to a true drive-in with car hops since I was a kid. The Kiltie didn't top my childhood memories of Pinocchio's in Racine, but I did quite enjoy our stop. My boyfriend and I ordered a cheeseburger, a double cheeseburger, fries, cheese fries, a Coke, and a root beer. The burger patties are super thin and served on a soft sesame seed bun. Good flavor, cooked all the way through (which is how I like it), and delicious with pickles, mustard, and ketchup. The fries had some interesting seasoning on it and their crisp, crinkle-cut goodness didn't need the help of ketchup. I tried some of the cheese sauce from my boyfriend's order and while it's certainly out of a can, it did hit the spot. Their root beer was on the more herbal side and tasted like it was made with real sugar. The pebble ice kept my drink cold through the drive back to Madison. After finishing our meals we decided to split a small cup of twist custard - I loved that it was made soft-serve style. The custard was thick and delicious and I look forward to trying some of their sundae offerings if we find ourselves out that way again. The bill with tax and tip was about $28 - a little on the high end but the food was tasty and the experience was fun so it was worth it for a splurge. Do note that it's cash only and there didn't appear to be an ATM on site. If you, like me, pull up and realize you don't have enough cash in your wallet, hang a right out of the parking lot and go past the car lots toward the highway - you'll find a Pick 'n Save on your left. I also didn't spot an ATM there, but I grabbed a pack of gum in the self checkouts and was able to get cash back with my purchase that would have been less than a service fee. read more

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Service was fine, sweet treats were good but the burgers were not very good. We would only go back for ice cream.