Aileen Heatherington

Background

About Aileen Heatherington

With a strong foundation in food and beverage, hotel operations, and brand programming, I lead cross-functional teams to deliver memorable, high-quality experiences while achieving commercial success. My leadership style blends creativity with discipline — whether opening new venues, scaling teams, or activating community-based programming. As a leader at Drake Hotel Properties, in addition to 51 hotel rooms, I oversee five dynamic food and beverage outlets alongside a renowned live music venue, all within one of Toronto’s most iconic hospitality destinations. Located in the heart of Queen West, The Drake is deeply rooted in contemporary art, culture, and genuine hospitality, celebrating our local surroundings and the communities we serve. Strategic leadership is at the core of my role, where my expertise in driving revenue growth, managing expenses, and optimizing operations has been instrumental in our continued success. Collaborating closely with senior departmental managers, I help shape innovative, guest-centric experiences that blend integrated sales, marketing, and cultural programming. My goal is to create distinct and memorable stays for every guest, reinforcing The Drake’s reputation as a leader in the hospitality industry.