Adeline’s is a step back in time. Adeline’s House of Cool brings you to the glitz and glamour of the flapper and prohibition era.

Adeline’s House of Cool is a reminder of the luxuries common to prohibition gangsters such as Al Capone, Baby Face Nelson, and Bugs Moran. And Wisconsin was the notorious retreat for such wise guys looking to skirt the law as they found refuge from the Feds in cities such as Chicago, Milwaukee, St. Louis, Kansas City, and Minnesota’s Twin Cities.

Today, you can find your own luxurious estate while visiting the hideouts of notorious gangsters throughout Wisconsin. Adeline’s House of Cool is a centrally located rental property ideally suited for a gangster-style vacation property.

Al Capone’s Favorite Speakeasy Green Lake County

As one of central Wisconsin’s lesser-known prohibition gangsters speakeasy’s. Adeline’s was once a popular spot for many notorious names to kick back and relax. A favorite rest spot and hideout of Al Capone, this establishment became a gangster hangout thanks to the low key high stakes gambling taking place and a brothel upstairs.

Wisconsin was an easy escape for Chicago’s mobster elite. Adeline’s place became a popular spot with Bugs Moran, Baby Face Nelson, and members of John Dillinger’s gang in the 1930s. The gangsters and their families spent so much time at the property that Adeline even became close with Bugs Moran’s wife and remained friends long after their divorce. While those days are long gone Adeline’s House of Cool is still closely associated with the notorious gangsters. She treated them like real VIPs, throwing them elaborate coming and going-away parties. Known as the “Grand Ole Lady of Wisconsin,” Adeline’s House of Cool is legendary for its charm, elegance, gracious hospitality, and rich history. When you’re ready to experience Wisconsin’s most unique and distinctive vacation rental, Adeline’s House of Cool is waiting.

Little Bohemia Lodge in Manitowish Waters

Little Bohemia Lodge in Manitowish Waters, Wisconsin is one of Wisconsin’s most infamous retreats for prohibition gangsters. Located only a few hours north of Adeline’s House of Cool, the Little Bohemia Lodge is a fun place to visit during your weekday or midweek Adeline’s stay.

The Little Bohemia Lodge boasts bullet holes from the 1934 shoot out between charismatic John Dillinger and the FBI. In his quick escape Dillinger left behind personal items such as his suitcase, clothes, and medications which are still all on display at the lodge.

Capone’s hideaway in Couderay

Capone’s hideaway in Couderay is a day trip to one of Wisconsin’s most popular gangster retreats. Capone’s Northwoods retreat was once housed on over 400 acres with guard posts during the 1920s. The property was revitalized in the 1950s as a tourist location. Rumor has it that this supposedly haunted property is again slated as a tourist destination revival.

Al Capone’s Milwaukee Speakeasy and Brothel

Al Capone’s Milwaukee Speakeasy and Brothel, the Shaker’s Cigar Bar was once owned by the mobster Al Capone. Shaker’s Cigar Bar is Milwaukee’s only licensed cigar bar. Shaker’s disguised as a soda bottling operation, but was more notoriously known to the underworld as a speakeasy and brothel.