This teaching case study explores the legal and ethical challenges and opportunities surrounding private clubs’ exclusivity. It examines the evolving legal frameworks that regulate these clubs, highlighting how their operations intersect with anti-discrimination laws. By analyzing Warfield v. Peninsula Golf and Country Club and Moose Lodge No. 107 v. Irvis, the study provides hospitality students with a legal lens to understand private clubs’ unique status and the tensions between exclusivity and inclusion. In Warfield v. Peninsula Golf and Country Club, the court ruled that the club’s profit-driven activities classified it as a “business establishment” and obligated the club to adhere to anti-discrimination laws, ultimately finding it guilty of gender-based exclusion. Conversely, in Moose Lodge No. 107 v. Irvis, the U.S. Supreme Court determined that the private club’s possession of a state liquor license did not constitute sufficient state involvement to trigger the Equal Protection Clause of the 14th Amendment. These cases illustrate the complexities of defining private clubs’ legal obligations under anti-discrimination laws. They also highlight the need for private clubs to assess their policies and membership criteria to align with societal expectations and legal standards. For hospitality professionals, the cases underscore the importance of understanding the legal definitions of “private clubs” versus “business establishments” and the implications for operational practices. As social norms continue to evolve, private clubs must strike a balance between exclusivity and inclusivity, ensuring compliance with anti-discrimination laws while preserving their distinct identity.