A martini on an old-fashioned bar tray, a steak arriving with garlic butter, and the curve of a double horseshoe bar set the tone at Henry Flach’s. This compact neighborhood restaurant has the relaxed, familiar character of a Wisconsin supper club, translated into a lively city corner.

The room is small enough that dinner can feel pleasantly connected to the bar. People come in for cocktails, settle into a dining-room table or a high-top, and stay for the sort of classic steakhouse meal that leaves plenty of room for personal preferences: a baked potato here, blue cheese butter there, perhaps a side of macaroni and cheese for the table.

A bar built for settling in

The bar is not just where one waits for a table. It is a full dining option, and eating there gives the evening a particularly old-school rhythm: a drink, a look over the steak choices, then dinner served on a tray within easy reach of the bottles and conversation.

Martinis and old fashioneds are natural orders here, but the tequila selection provides a more unexpected direction. The list is notably broad, including bottles that may surprise even diners accustomed to tequila-focused bars. A mango-berry martini is another bright, specific option when an old fashioned sounds a little too serious.

Bartenders and servers help make the compact setup work. The staff is known for being welcoming and well informed, able to talk through the menu and point diners toward an accompaniment such as garlic butter.

The steak order has plenty of branches

Henry Flach’s puts its steaks at the center of the menu without turning dinner into a one-note exercise. Filet, New York strip, ribeye, teres major, steak tips and the 92nd Street Special give a group several ways to approach the main event.

The 92nd Street Special is worth noticing beyond its lower price point. It has a reputation as a flavorful choice in its own right, not merely the budget-minded substitute for a larger cut.

Then come the additions, which are a major reason to linger over the menu. Garlic butter, garlic horseradish, blue cheese butter, cabernet sauce and sautéed mushrooms can change the personality of a steak without making the kitchen reinvent the whole plate.

Classic sides keep the meal grounded: baked potatoes, loaded potatoes, mashed potatoes, fries and macaroni and cheese. For diners who want to broaden the table a little, scallops and crab cake can join the steak lineup.

Start with the rich stuff

A wedge salad may not sound like the most dramatic opening move, but it is one of the menu’s recurring favorites and is known for a thoroughly decadent approach. It makes a good counterpoint to the steakhouse staples precisely because it does not pretend to be delicate.

Other starters follow the same welcoming logic. Cheese curds, deviled eggs, spicy shrimp, crab cake and French onion soup all fit the familiar bar-and-grill register, with enough variety to keep a table from defaulting to the same appetizer every time.

Cheese curds deserve their own mention. They have won particular enthusiasm from diners with high expectations for the Wisconsin classic, which is no small compliment for a simple, snackable plate.

Seafood, pasta and Mom’s meatloaf

A steakhouse meal here does not have to end at steak. Seafood runs through the menu in several forms, including spicy shrimp, crab cake, salmon, scallops and a shrimp-and-scallops pasta dish.

The scallops, when ordered on their own, are a handsome alternative for someone who wants a lighter main course than a ribeye but still wants the same sense of occasion. They are seared and served tender and buttery.

Then there is Mom’s meatloaf, the sort of menu item that signals a kitchen comfortable with familiar American cooking. Alongside a teres major or a bowl of French onion soup, it gives the place more range than its steakhouse label initially suggests.

Save room for bread pudding

Bread pudding closes the meal in the same comforting spirit as the rest of the menu. A salted-caramel version adds a sweet-and-salty finish after a dinner of steak sauces, potatoes and cocktails.

It is a sensible place for a table to slow down rather than rush out the door. At Henry Flach’s, dessert can extend the bar-to-dinner progression by another round and a shared spoonful or two.

A small room with a local pulse

The dining room is close-set and intimate, while the double horseshoe bar keeps activity circulating through the center of the restaurant. On a busy evening, the energy rises with the crowd; the room can get loud, though it remains a place where people are generally talking and socializing rather than shouting over music.

That atmosphere suits different occasions without becoming overly formal. Couples have brought birthdays and anniversaries here, families have worked children’s sides into the meal, and solo or casual diners have made an evening of a bar seat.

When patio seating is available, it offers another way to dine, with an urban neighborhood backdrop at the corner of two busy streets. The tradeoff is street noise, so the patio has a different character from the enclosed, clubby warmth indoors.

A few useful details before dinner

Henry Flach’s can fill quickly during busy evening periods. The small scale is a strength once you are settled in, but it also means peak-time seating may be limited.

The hostess point is near the front entrance and bar, so that area naturally becomes the first stop on arrival. Indoor tables, bar seats and high-top bar-tray dining each offer a slightly different version of the evening.

Parking options include a free lot along with street parking that may be free or paid depending on the space. Availability varies, as it does around a busy neighborhood restaurant.