Seasonal Ski Instructor, Notchview

The Trustees of Reservations • Windsor, MA

4d • Onsite

About The Position

The Trustees of Reservations is hiring a seasonal, onsite Ski Instructor at Notchview in Windsor, Massachusetts, for the 2026–2027 snow season, approximately December 1, 2026, through April 30, 2027. The position pays $20 per hour, with instructor earnings on a scale based on the number of students in a class. Work is expected to be 2–6 hours per week, depending on snowy weather. Weekend and holiday hours may be required, and schedules or anticipated dates may change based on weather, budget, or operational needs.

The instructor primarily conducts group cross-country ski lessons for beginning and intermediate skiers. Lessons are scheduled at 11 a.m. and 1 p.m. on Saturdays and Sundays. Instructors check with Visitor Center staff before traveling to determine whether anyone has registered, and must be onsite and ready to teach when needed. A registered lesson lasts approximately one hour and includes ski instruction and a brief orientation to Notchview and The Trustees. Instructors record lesson details, dates, and attendance in a logbook. Individual or family lessons may also be provided by separate arrangement.

Requirements

• Good-natured, outgoing, patient, trustworthy, safety-conscious, and characterized by an excellent work ethic.
• Ability to use tact when diffusing confrontations with uncooperative visitors.
• History of high-level skiing skills and familiarity with the PSIA curriculum.
• Prior experience teaching Nordic skiing.
• Ability to demonstrate cross-country skiing proficiency if asked.
• Personal form of transportation to Notchview.
• Current authorization to work in the United States by the first day of employment.
• Satisfactory criminal background (CORI) check.

Nice To Haves

• PSIA Level I Nordic instructor certification.

Responsibilities

• Conduct group cross-country ski lessons for beginning and intermediate skiers.
• Check with Visitor Center staff before coming to determine whether people have registered for lessons.
• Be onsite and ready to instruct as needed, including accommodating walk-in lessons when space permits.
• Greet registered participants and provide an approximately one-hour lesson.
• Include a short orientation to Notchview and The Trustees as part of lessons.
• Maintain a logbook recording the lesson taught, date, and number of participants.
• Provide individual or family-group lessons by separate arrangement when applicable.

Benefits

• 40 hours of sick time provided upfront.
• Free and discounted admission and membership to more than 50 nearby museums and cultural institutions.
• Free entry to all Trustees properties.
• Discounted event tickets, merchandise at Trustees stores, and stays at Trustees inns.

What This Job Offers

• Job Type: Part-time
• Education Level: No Education Listed