Between the years of 1904 and 1944, the Greek Revival–style mansion that now holds Eric's Porter - Haus was home to former Waukesha mayor Isaac Lain. Today, it's a bustling supper club where servers make the rounds to multiple dining rooms, one of which is equipped with a fireplace lined with fresh cookies for Santa. Chef Chris prepares Old World specialties such as black forest schnitzel made with natural range-fed veal. Another specialty is steak; tender filet mignon sizzles alongside 24-ounce porterhouse cuts. Bottles imported from Germany, Australia, Italy, Spain, and California also make appearances on the wine list.
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.
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
At The Summit Restaurant, soft light illuminates an ultramodern space full of blonde woods, black leather, and wrought-iron accents, perfectly framing feasts of gourmet steaks, seafood, and handmade burgers. Guests wrap their hands around roast-beef baguette sandwiches or dig knives into tender morsels of filet mignon and kona-crusted sirloin. Couples share romantic evenings out over meals of cedar-plank salmon or chicken pasta, while company parties and wedding banquets revel in the restaurant's event space. In the Everest Lounge bar area, patrons enjoy live music, comedy, and dancing four days a week. The bar is a member of the Tavern League of Wisconsin and offers free safe rides for late-nighters. A window for takeout opens in the winter.