Award-Winning Steak House | Classic Surf 'n' Turf | Live Entertainment | Californian Wines | Supper-Club Decor
When to Go: Try to plan your dinner for a Friday night around 8 p.m. That’s when musicians hit the adjoining Alley Cat Lounge stage, playing everything from oldies and jazz to modern rock and R&B.
Inside Tip: Show up hungry. All meals come with a salad, relish tray, and sourdough bread with butter and honey. A side of butter-sauteéd mushrooms also accompanies every steak.
Media Mentions: Over the years, 5 O’Clock has drawn national attention. The Travel Channel featured it on the program Steak Paradise, Saveur magazine named it one of the best steak houses in the country, and Travel + Leisure said it has a "Mad Men vibe."
Behind the Name: According to the restaurant's lore, the steak house got its name from an alarm clock that would ring every day at 5 p.m., alerting customers that it was time for a free drink.
While You’re in the Neighborhood
Before: Tour the Tripoli Shrine Center (3000 W. Wisconsin Avenue), a replica of the Taj Mahal and a member of the National Register of Historic Places.
After: If the entertainment at the Alley Cat Lounge isn't to your taste, head over to The Coffee House (631 N. 19th Street), which offers acoustic music and poetry performances.
Showcased on the Travel Channel’s Food Paradise for its gargantuan cuts of prime rib, Ward’s House of Prime elevates plates with formidable servings of steak, veal, seafood, and pasta within an elegant, leather-tinged dining room. Chefs slice the signature prime rib in a spectrum of portion sizes ranging from modest 8-ounce morsels to The Al-Mighty Halaka's behemoth 160 ounces. Those who conquer these savory leviathans garner immortalization in Ward’s Hall of Fame, where caricatures of past protein vanquishers smile from behind their trusty steak knives. At the bar, an extensive wine list gilds glasses with varietals hailing from throughout the globe as drinksmiths craft a bevy of inventive cocktails. The dining room’s studded-leather seating flanks tables clad in white linens, and the outdoor patio’s umbrellas keep diners dry during worcestershire storms brought on by their steaks' gravitational forces.
Chubby's Cheesesteaks celebrates one of America's best-loved regional dishes with a menu full of Philly-style cheesesteak sandwiches that Chubby's chefs believe to be the best cheesesteaks west of Philadelphia. They chop up morsels of steak to order for creations ranging from a pizza cheesesteak with marinara and mozzarella to the classic Philly with peppers and Cheez Whiz, a cheese spread that could only be more American if it came with free baseball in every jar. In addition to hand-held feasts of warm, toasty rolls and succulent beef, cooks whip up chicken cheesesteaks, Italian beef sandwiches, fried fish dinners, gyros, burritos, and jumbo chili dogs.
Acclaimed Supper Club | Steaks and Seafood | Massive Portions | Brandy Old-Fashioned Cocktails | Retro Vibe
The Vibe: If one phrase best sums up Jackson Grill, it's "old fashioned." This descriptor applies equally to the decor of candlelit white linens and to the way the same family has run the establishment for decades. It's also the name of one of Wisconsin's most beloved cocktails, which the restaurant's bartenders strive to perfect.
While You're Waiting
As one of the first churrascarias in the United States, Rodizio Grill acquainted Americans with extraordinary dining traditions from Brazil, where founder Ivan Utrera was born. One such custom was making desserts of flan and chocolate cake from scratch. Another was flame-grilling meats on a rotisserie while applying a delectable mix of seasonings and sauces. But most impressive was the style in which the meats were served?skewered on three-foot spikes, carried to each table, and thinly carved by the attending gaucho.
That unique culinary experience has made Rodizio Grill a destination for adventurous?or merely hungry?diners since its first location opened in 1995. Guests inform their waiter of how well they'd like their meat cooked, then enjoy unlimited servings of more than one dozen proteins, including steak, chicken, pork, and fish. Picanha, or top sirloin, remains a crowd favorite, but the menu also features Brazilian sausages, bacon-wrapped turkey breast, and even grilled chicken hearts. The full Rodizio dinner provides access to all of these savory options, as well as the gourmet salad bar stocked with sides such as fresh salads, vegetables, black bean stew, and whipped potatoes. And, for those seeking sweeter slices, glazed and grilled pineapple arrives pinned upon the sword with which it was justly slain.
Brewski's Sports Club can only be described as an adult playground. Giant screens broadcast popular sporting events, including football and baseball games. Black lights dangle over long tables set up for drinking games. A hoops game helps patrons work on their jump shot. On Sundays, bartenders mix up liquid breakfasts, including the Eggs and Bakey, a bloody mary mix paired with house-infused bacon vodka, topped with a hard-boiled egg, and loaded with cheese whips and bacon.