Work Location: In-person role based in Windham, NY.
Seasonal Position: This role is available for the winter season.
Pay: 24 per hour based on experience
Anticipated Start Dates: Weather-dependent, typically beginning in early December.
Schedule: Will require working in the afternoon, late nights, weekends, and holidays
Position Summary: Our Chauffeur at Windham Mountain Club plays a vital guest-facing role and is often one of the first and last impressions our members and guests have of the Club. This team member is responsible for providing safe, professional, and exceptional transportation services to and from resort properties, private residences, local restaurants, and train or airport locations. The ideal candidate is personable, professional, and committed to delivering outstanding hospitality while ensuring every guest enjoys a seamless and welcoming experience.
This job posting is intended to provide a general overview of the role and does not represent a complete list of all duties and responsibilities. A more detailed job description will be provided during the hiring process.
All details are subject to change at any time. Essential duties must be performed with or without reasonable accommodations. Windham Mountain Club is an equal opportunity employer.

A private year-round mountain club, ninety minutes from New York City.
Windham Mountain Club is built for families and individuals who want the seasonal rhythm of a great escape without the friction of building it themselves.
Members ski, golf, fish, and gather here across all twelve months. Winter delivers a private mountain experience with reserved terrain, racing, and après. Summer opens The Course, fly fishing on private streams, sporting clays, mountain biking, and miles of hiking. Year-round, members enjoy The Clubhouse, Cin Cin!, The Spa, The Outpost, Mountainside, and a calendar of curated programming designed for adults, children, and the moments families return to.
For executives and their families, WMC offers what a second home cannot: full-service staff, a private community already in place, and a property that handles every detail from the train pickup at Hudson to the boot fitting at the lift. Upstate is the new Hamptons — closer, quieter, and more private.
For organizations and individuals, WMC hosts special events, weddings, group retreats, executive offsites, leadership retreats, and corporate gatherings on weekdays — with private dining, meeting space at The Clubhouse, on-site lodging at The Outpost, and full access to the property's recreational programming.
Membership inquiries and corporate event inquiries are reviewed personally. Visit windhammountainclub.com to begin a conversation.
We are open to the public for various seasonal activities and dining and a select number of our restaurants.