Very good food salad bar and service the bar no so much very weak drinks poor soda selection definitely needs help

Old school charm and excellent food makes Rupp's a must stop in Sheboygan. The restaurant is very unassuming from the outside, but once inside you are taken back to a bygone age of supper clubs. Greeted by a bartender in a bow tie, viewing the open kitchen, the atmosphere is warm and cozy. Dinner was excellent. Both the filet and the scallops were perfectly prepared, delicious and represented an excellent value. Don't forget an after dinner ice cream drink! read more

I hate to do this to a restaurant with such a hard working chef. In fact, the food deserves three stars but the service was atrocious!! We got there a bit before 8PM on a Thursday (well, tonight). The place was empty aside from people at the bar (and if we ever go back, I think that's where we will sit.) Yes it's out dated but its from 1939 and that's fine. My fiance had the Reuben with a potato onion soup. The soup was decent and as a Reuben connoisseur, he said it was above average. I myself got the steak tenderloin tips in a heavy gravy sauce with onions, mushrooms, and supposedly red wine. Also it came with an undressed baked potato and the salad bar. The service... o... wow. the service was so terrible. The girl that sat us had a bad attitude, and our server, while polite, was not 'there' but totally distracted and chatting with the other girl all night. Back to the salad bar - it looked perfectly fine, aside from the fact there was no SALAD (ie lettuce). We had to wait for that for quite some time. No bread was delivered to our table, so the previous commenter had a much better experience than we did. I even saw bread baskets and couldn't believe we were being treated so poorly. Even when my baked potato came I had to ask for butter. Not to mention, though they asked my fiance if he wanted a refill on his soda, they never inquired about my wine. I had to ask for a glass of Shiraz (don't bother with the merlot, it's awful). Then, when we were basically done with dinner but out of soda, we waited another extended period even trying to get the waitress's attention for more soda - and when she brought it, she took my wine glass without even asking if I wanted any more. Whomever owns this restaurant needs to have a big talk with their staff. The chefs did a fine job delivering our food (I also had a cream of broccoli soup that was fine).. I imagine nothing here will blow you away if you have a refined pallet, but probably most things will meet with your expectations of an old-school steakhouse. ....That is, unless they had good service, once upon a time. read more

Don't judge this restaurant by the outside or the impression you get when you first walk in....it's a bit dated. I travel for a living all over the world and I usually enjoy a steak whenever possible, with that said the steak here was one of the best I have had in a long time. The loaded baked potato was really good with the melted cheese. Or waitress was very patient with us as there were 5 of us at the table and three different ways to separate the bills according to our companies expense account rules.....she was very accommodating . read more

Loved Rupp's for many years. Must eat place for old time German and American food.

Steaks were outstanding. Three of us ordered the prime rib, and one ordered the New York strip. The prime rib was tender and flavorful, and the strip was also very tender and had a great crisp sear on it. It was this great experience of being so crispy on the outside, yet so tender and juicy on the inside. Amazing. The au jus was savory and meaty. Service was outstanding--waitress was extremely nice and had great recommendations. Got a ton of food for the price: $35 (not including tip) got a huge piece of prime rib, salad from the salad bar, a cup of soup (try the Swiss Onion!), a bread basket, a baked potato, 2 10oz beers, and a dessert. My only complaint is that the baked potato was a little crusty. Clientele is around the 40s and 50s. For out-of-towners, they have New Glarus beer--try the Spotted Cow! read more

great supper club, with its original decor, even the music 80's elevator music!!! love it!!! let's talk about the food...everything was delicious!!! salad bar was on point, lettuce(fresh), chicken noodle soup, new york strip, coconut shrimp, rice pilaf, loaded mashed potatoes. and the old fashioned!!! so come support them. (heard the owner just passed away, so sorry to hear, mood was somber but totally understand) hoping this will be here when we come back to sheboygan. read more

A total disappointment for my son's birthday. We had a party of nine. Waited at the bar with a bartender that had no business being behind the bar. Slow and very under poured drinks.The waitress was pleasant to start, her attitude went down hill as the meal progressed. The salad bar was less than pleasing as they had many outs on the table. The food was brought out and placed with the wrong person for almost the entire party. The soups were just luke warm. The entrees were sad. The salmon was dry, the rueben and black forest beef sandwiches were burnt and dried out. The steak sandwich was like a very thin hamburger patty with nothing on it. The french fries were very small portions and cold. My sons duck dinner was disappointing, as this is what he was looking forward to. The sauce was bland, the dressing was like a rice pudding and tasted awful, the duck itself was just ok. The steaks were very dry, not cooked to request. We tried to be patient, the waitress said they were short staffed. Well, that does not excuse poorly prepared food. As I observed two cooks in the cooking area having a grand time laughing and standing around. If you are that understaffed, maybe you shouldn't book so many large reservations at the same time! Just a thought! We will not return or recommend!!!! read more

We love Rupps! It has a great local crowd on Friday's for fish fry, and you can't beat the prime rib on Saturday. The staff is wonderful.... The bartenders Jay and Pam make great cocktails, and they also have the list of ice cream drinks you just can't find most places anymore... Enjoy! read more

Dining with the locals at this cozy super club was a wonderful experience. My family had a great time. The service was exceptional and the food fantastic! I had the small portion tenderloin and hubby had the strip steak special. Our food was cooked perfectly. The old fashioneds were spectacular. As an appetizer we had shrimp cocktail which was divine! The shrimp were huge and delicious. The cost was more than fair, especially for the food and dining experience. Our waitress was so kind and attentive with my small kids and us. read more

I have traveled for many years and eaten at most of the great steak houses in this country. Do not let negative reviews bias your opinion of this classic restaurant. Is it old? Yes. Does it smell old? Yes. Is it dark? Yes. But the experience exceeded expectations. This was our experience. Middle of the week early arrival (5:00). When we first arrived we were not sure what to think. It felt a bit creepy. But once you got your bearing and realized the age of the restaurant and the quaintness is it you quickly realized you might be in for a surprise. Boy were we. First. The salad bar was great. So was the French onion soup. But the big surprise was the steak. Wow wow wow. We both ordered the big strip steak. It was massive. Cooked to our desired temp (medium) perfectly. The baked potato tasted a bit old but not bad. The service was very professional, and prompt. Don't expect chit chat with the staff. They are working hard and are not there to get to know you. They are there to put a great dinner on your table. All in all a perfect score. Great foot. Great ambiance. Great pricing. A similar dinner for 2 at some of the national chain top end steakhouses would have been double. read more

Was driving back to Milwaukee from Lambeau and decided to give this place a try. The food was simply outstanding -- escargot, amazing blue cheese dressing at the salad bar and a perfectly charred on the outside, medium rare in the middle, New York Strip. They know how to cook tasty food at this joint. I'll be back. read more

We stopped here on a whim while visiting Sheboygan and had a wonderful dinner. Our waitress was super friendly and efficient. The old fashioned, while NOT hand muddled, was still tasty and a good price. My husband liked his prime rib and I liked my tenderloin. The salad bar was nice. The soup was good. The fries were yummy. The decor was a little dated but it lends it itself to the "old school" supper club feel. We would be back if ever in the area. read more

Recommended by a friend, we took family visiting from out of state. Went the night of the Killer Queen show at the Weil Center... the place was packed, so understood the delay in the reservation... we still had awesome fast service once we sat down, and a absolutely delicious meal... we'll be back on our own for sure, but our family loves the Wisconsin Supper Club experience!!! read more

This used to be our favorite supper club to visit while in Sheboygan until our visit a couple weeks back on a Monday night. Our waitress was an unpleasant, short, dark haired stocky woman who acted as though she was doing us a favor by waiting on us. We ordered a couple steak specials and the rib special. One of two steaks were good--the other was a fatty mess. Boyfriend was sick later that night after the ribs. And to top it off, one of the cooks was openly leering at my boyfriend's 14 year old daughter while we walked to the salad bar. So long, Rupp's... read more

My family of 8 visited here thanks to the Yelp reviews. It was exactly as they described, a step back into the past. We made reservations but they must have had a busy night because it took about 20 min before our server took our order. The food was definitely the best part! I did not get the salad bar but the selection was great and unique. I got a 1/2 rack of ribs and they were out of this world!!!!! A must!!! A few people at our table got the chicken supreme which was also very good! Altogether a great night and super good food. The service was slow so plan on a little longer stay, but it was a very relaxing atmosphere! read more

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They have wonderful food. Wonderful staff. A nice seating area upstairs. Bartable is average. The outside is inviting with the red painting on the wall. read more

For years I've been telling people that the Best prime rib I ever had was at Rupp's. For some reason the last time I was there was 30 years ago. I must have had prime rib around 25 times since but nothing as good as I remembered at Rupp's. So it was time to go back. Really wasn't expecting much since alot of things changed in the food service industry. Wrong !!! It was as good as I remembered. Very tender cut of meat cooked to perfection. Excellent salad bar, and the server was on top of her game. Wow very impressive experience. Will definitely be back. Hopefully several times a year. read more

I'm not sure how the service or waitresses or food was because we didn't get that far. We tried to host a post-funeral service dinner and were greeted exceptionally rudely by one bartender named Jay at the door. I've never felt so disrespected and we ended up moving the luncheon to a more friendly and inviting location down the street. Never ate here. Never will attempt to. read more

Was here to play golf and a lot of restaurants are closed Sunday and Monday. The outside of Rupps looks very 70's - as does the inside. Once we got inside, were werent sure what to expect, but the food is really good. My steak and my wife's chicken were both very good. They have a retro salad bar - and everything was fresh and good. I would definitely recommend and the atmostphere is really kind of fun. read more

I wasn't pleased with this dinner adventure at ALL. We went for my boyfriends Grandmother's 80th year Birthday Celebration and we had made reservations for a party of 16-20. We sat upstairs where it was VERY warm. To my shock and surprise we had ONE waitress. *spins head around* REALLY???? Service was insanely slow. We all ordered drinks from the bar or tap and they were just incredibly slow for them having such a slow night. (most of the restaurant was empty) What irritated me the most was asking for refills on the waters since everyone's glass was practically empty and getting an attitude in return. No offense, but when your prices range from $16.95-$50.00 per plate, you need to offer better service. I had the Orange Bourbon chicken that was really good but the temperature was a little on the cool side. My boyfriend (yeah he's a burger eater... haha every review is him ordering a burger! LOL!!!!) He ordered the burger *shocker* and he didn't realize that it did not come with fries so he asked for a side of fries and she gave him attitude that did not go unnoticed. The bread at the table was fantastic! Too bad the service didn't match the rest of the experience. I know the family will be back as they love to try new places in Sheboygan but as for the younger crowd (who happen to Tip better for better service considering we WORK in the same field) will not be back. Treating your patrons EQUALLY will make you more money. Period. read more

I have been going to this restaurant for years. It the best steak in Sheboygan in my opinion. I normally get the steak and shrimp or steak and lobster and it is to die for. Their salad bar is great, I love their home made warm rolls, we always have good service, and they make good drinks. If you are going out for fine dining in Sheboygan I would suggest Rupp's to anyone. I rated it a 4 only because it's a bit pricey and the decor is a bit out dated. read more

Classic, old school, steak house vibe. Enjoyed a fantastic rack of ribs complimented by great service. Reasonable price contributed to giving Rupp's a five star rank. read more

We went to Rupp's on a Saturday evening. We had reservations and arrived early so we could have a drink or two at the bar. The drinks were not supper club worthy. I had a scotch and water and would have been better off ordering plain water. They have the magnetic pourers on all bottles and the amount of alcohol in each drink is almost non-existent. Food and service was good. Will probably not return or recommend this so called supper club. Tom F. read more

I have been to Rupps Downtown on two occasions and had I not experienced Rupps on Washington, I might have enjoyed this location. It is worth leaving your local Sheboygan and driving the distance to the other location - the menu choices are broader with a wider range of specials to choose from, the prices more in line with the quality of what you receive, and the steaks of better cut and size. I would name the best rib-eye of my life to have come from Rupps on Washington and I do not know where I went wrong in returning to my local Sheboygan location, but the same order does not compare. We do not go out often in my family and I regret not traveling the distance today, and so this review is being written. Now, if you are not inclined to make the drive, then I will say Rupps Downtown is the better place in the city to get a steak. It is above Texas Roadhouse and the atmosphere is agreeable, a fine dining arrangement for yourself and your significant other. The salad bar was well-appointed and I do enjoy their thousand island dressing. Our waitress was also friendly and attentive. I hope this review is seen and that Rupps Downtown makes changes to become like its other location. read more

Went to Rupp's for fish fry Friday and not really a big fan of this place , food here is so bland , no seasoning nothing fancy to write about and restaurant decoration is boring read more

Pretty decent place, classy ambiance. Excellent prices for the drinks, especially the Rupp's Amber on tap. All staff very nice, cheerful & friendly. read more

Excellent experience! Our organization had to make last minute reservations for our Holiday Party this year and Rupps Downtown came through for us. Excellent customer service; the banquet area was ready for us and had soft holiday background music, excellent lighting and a quiet atmosphere. And the friendly wait staff was top quality, it was evident they were well trained. Our meals were ordered right on time, delivered quickly and separate checks were provided without complaint. We would highly recommend Rupps Downtown to anyone wanting a reliable, quiet and festive location for their group's function! read more

If you are looking for a special place to have a memorable meal keep looking. We came for our anniversary and were disappointed. The food and salad bar were just ok. The place was not busy, but we waited for quite a long time to get our meal. We ordered fish, scallops, steak, lobster and dessert. Nothing was bad, but nothing was really great either. The food was bland/under seasoned. The place is very dated and lacking in charm. Normally I wouldn't care if the food was great but since it wasn't, the atmosphere added to our lackluster experience. On a positive note our waitress was nice and attentive. read more

Ehhhh? Its good, not great. Good value for Steak with everything included, food lacks a bit of flavor even though they cooked the steak perfectly. Salad bar rocks and I dig the vibe of the old School Steak joint, just wished that the flavor was there. Also, they have the worst Steak Knives I've ever encountered at any restaurant. read more

Rupp's has been a favorite of mine for years. Unfortunately, after my last experience, I will no longer be a customer. We were seated exactly at our reservation time; after 10 minutes without a server, I inquired and was told that they simply forgot about us. The waitress admitted she was covering our table as there was nobody assigned to us and the poor woman did her very best, but she simply couldn't keep up. Food took over an hour to arrive to our table, forcing us to eat in 15 minutes in order to make a prior engagement. I explained to the hostess the situation and she proceeded to argue with me about how I should have been more patient, made my reservation earlier and "what else do you want me to say?" She treated me so poorly our waitress was visibly in tears over the way the hostess handled the situation. The food is always wonderful, but when dining out and spending a decent amount on dinner, customer service has to come into the equation. Unfortunately, this establishment clearly could care less about the customer's dining experience. read more

I trekked in a snowstorm from my hotel to Rupps because I heard they had good steaks. The meal was well worth the bitter cold. I had a ribeye which I still think about. There was also a solid salad bar and a neat old bar with wood carvings and old mirrors. The atmosphere is dark and quiet, and you do feel like you're walking into a restaurant designed in many many years ago, but that's not uncommon in my experiences in the area. read more

We had New Year's Eve dinner here the past 2 years. The steak & shrimp we all had to eat was excellent. Our waitress was good. Our only complaint was the bartenders seemed unfriendly and crabby. read more

Thank you, Rupp's! We were looking for a decent Sheboygan brat and kept running into places serving brat patties, not actual sausages. But Rupp's saved the day with a perfectly grilled brat on a classic hard roll. A cup of chicken and dumpling soup with perfect homemade dumplings was a great topper. It's a cool, old-fashioned atmosphere and the chef knows what he's doing. read more

Great food and drinks. Best place for steak in Sheboygan. I had the T-bone and it was superb. My wife had the ribeye which was also superb. I know because I finished it the next day. Salad bar is unbelievable . Jay the bartender/manager very down to earth and attentive. Prices are reasonable. If your looking for a relaxing evening you gotta give it a try. read more

thank you for accommodating our large group!...we had gathered for the weekend for my father's celebration of life and in his honor, all had a brandy old fashioned sweet and the lake perch fish fry...service was great as was the food!...being a picky crazy eater growing up, this really was only my second true fish fry...i dig the coleslaw!... read more

Outstanding food, service, and ambience. The decor and ambience hit me like a ton of bricks. Sinatra in the corner booth talking to a couple of guys in hushed tones and Dean Martin talking a sultry blonde into an evening of "fine dining " I had steak. If its on the menu I have steak.I like to eat things that had parents. The T-Bone was huge tender and tasty. A decent wine list and just enough light to convey my intentions to my dinner companion. Wonderful food and a excellent staff, and the company of a beautiful woman. La Dolce Vita ! read more

We were in town for a few nights and needed a break from the resort food. The food here was great and the BBQ Rib Special was outstanding. The only thing keeping them from a 5 star review was our waitress, who was just not on the ball, forgetting kids menus, not knowing the menu updates, taking too late by to bring and process the check. read more

We were in town for the PGA and found this quaint little restaurant by accident. Loved the bartender who not only made a great margarita but also shared the history of the restaurant and the building. If you are lucky enough to be in town Saturday night, don't miss the prime rib special! The three men in our party agreed it was the best they have ever had. The fried walleye was scrumptious as well. So good we went back the next night. Different food choices but all just as delicious. A big hat tip to our server Nadine, she did a simply terrific job!! Definitely worth a visit if you're in Sheboygan!! read more

Love their steak!!! Great food and customer service. Only thing I dislike is sometimes there's quite a wait, even with a reservation.