Rupps Supperclub (Rupp’s on Washington) | A Premier Steakhouse Experience in Cleveland

Overview

Rupp's Supperclub, also known as Rupp’s on Washington, is a standout steakhouse nestled in the heart of Cleveland, Wisconsin. Located at 1102 W Washington Ave, this classic supper club offers a welcome embrace of hearty Midwestern fare with a focus on expertly prepared steaks and traditional dishes.

The menu is diverse yet focused, featuring highlights like the T Bone in Ribeye, succulent ribs, prime rib served with a zesty horseradish sauce, and a variety of fresh seafood including walleye and fried lobster. Fans of comfort food will appreciate their loaded baked potato and unique options like frog legs, while the grasshopper cocktail adds a nostalgic finishing touch to the meal.

Rupp’s caters to diners seeking a warm, convivial atmosphere paired with upscale service. The space strikes a balance between cozy and refined, with cloth napkins and attentive staff enhancing the experience. Whether celebrating a special occasion or enjoying a steady local favorite, this supper club delivers consistency and charm.

Regular patrons rave about the generous portions and the quality of ingredients—steaks that melt in your mouth, richly seasoned and cooked to perfection. The salad bar and house-made soups supplement the meals beautifully, offering freshness and variety. Guests frequently commend the seamless flow of service, whether dining in a large group or a quiet evening for two.

The bartenders at Rupp’s shine in crafting classic and unique cocktails, complementing the meal with personalized care. While offerings like the old fashioned may be simple, they fulfill their role with reliability. The atmosphere invites both longtime locals and out-of-town visitors who come to savor an authentic supper club experience beyond the conventional steakhouse.

What truly sets Rupp’s apart is its ability to preserve the supper club tradition while delivering an elevated dining experience. From perfectly cooked prime rib for a celebratory anniversary to the humble yet impeccable pork chop with bacon jam glaze, the kitchen honors classic flavors with precision and heart.

For anyone traveling through or residing near Sheboygan and Madison, Rupp's Supperclub stands as a culinary beacon worth making the trip for. This is a place where hearty portions, genuine hospitality, and a warm ambiance converge—inviting diners back time and again.

Menu Highlights

See Full Menu

Amenities & Services

Popular for

Popular for dinner

Good for solo dining

Offerings

Serves alcohol

Serves beer

Serves cocktails

Serves coffee

Serves comfort food

Serves happy-hour food

Serves spirits

Serves wine

Atmosphere

Casual

Cosy

What Customers Say

Di P.

Dec 11,2025

5/5

It's not always common when an AWESOME restaurant is sold and the new owners keep it AWESOME, but they did! Prices are up BECAUSE of Bidenomics, not any restaurant's fault, . The food is big and beautiful ! Salad bar, steaks, desserts, seafood? Delicious. Staff? perfect; unique cocktails and bartenders? Again, perfect. Zero complaints. Best to make reservations, it can be super busy! God bless

Aleacia Bursaw

Dec 11,2025

5/5

Where do I start? The food was phenomenal! I had the petite ribeye that was cooked to absolute perfection! Melt in your mouth! My husband got the pork chop with bacon jam glaze and that was phenomenal as well! This has a comfortable atmosphere with food that you would expect in an upscale, high class establishment with cloth napkins. We are coming from out of town to celebrate 25 years of marriage and are staying in Sheboygan. We were asking around to find a good place to eat a really good steak and we were told Rupp’s is good, but they are closed for the season. As I was looking online, I found out that there are two Rupp’s, and when I called Rupp’s in Cleveland, they said they’re open all year long . It was only 10 miles from Sheboygan and I will tell you it was well worth the drive, even well worth the drive coming from Madison! This is a place that the next time we are in the Sheboygan area we will definitely come to Cleveland Rupp’s!! Thank you for having such amazing food and service on our 25th wedding anniversary !! Mark and Chrissy

Annette Meisenbech

Dec 11,2025

5/5

We were there for a private party, which was wonderful. We have gone there during business hours. Had a good-sized group. Everyone's food came out practically at the same time. All loved what they ordered and many traded tastes. It is a great traditional supper club!

Trudy Hundt

Dec 11,2025

5/5

What a gem of a place! The bartender greeted us and pointed us to the hostess station. The drinks we had to start were made to our liking. The food was AMAZING! Salad bar was full with many choices and 2 soups. We had the best tenderloin and ribeye we've had out in over 10 years! Our meat was seasoned well, buttery and tender.

Jen Heller

Dec 11,2025

5/5

We started dinner with traditional old fashioneds—nothing to write home about, but they did the job. After a quick glance at the salad bar, we decided to go for the French Onion soup instead. And let me tell you, it was freaking amazing. Now, onto the real star of the show: dinner. I had the roasted duck with mashed potatoes and cabbage, while my husband went for the walleye with loaded taters. Let me tell you, these meals were next level. The duck was tender and flavorful, the mashed potatoes were smooth and creamy, and the cabbage added the perfect bite. As for the walleye and those loaded potatoes—OMG, they were so good we practically needed a moment of silence to appreciate them. To top it all off, we treated ourselves to a grasshopper, and it was the cherry on top of an already perfect meal. This place absolutely nails it when it comes to food. If you're looking for a dinner that’ll make you want to high-five the chef, this is the place!

Cheri Nennig

Dec 11,2025

5/5

They always have the best steak around! So tender and flavorful. The beef tips aren’t always on the menu, but if they are, get them. You’ll have enough for a meal the next day. Salad bar is always good too, along with the soup! Bartenders are very friendly and they come up with new and fun drink concoctions for every season. Check it out, you won’t be disappointed.

Jake Salemi

Dec 11,2025

5/5

It is far and away the best supper club in Wisconsin. The food is never bad, and it is so reasonably priced. I always get the ribeye, and it is always amazing. Ignore any review that is not a 5 star. I travel from Oconomowoc, WI to Cleveland Wi (Nearly 70 Miles) just to get dinner here. It is worth the trip. Every. Single. Time! Best supper club in Wisconsin, and it is not close.