Signature Events Assistant

Founded in 1891 by a group of visionary volunteers, The Trustees of Reservations (The Trustees) is Massachusetts’ premier conservation and preservation organization. The Trustees’ preserves, for public use and enjoyment, properties of exceptional scenic, historic, and ecological value in Massachusetts. Our properties are open to all, and we thrive by involving as many people as possible in all that we do. We aim to protect special places for future generations to enjoy in perpetuity, and have helped protect more than 50,000 acres, including 27,000+ acres on more than 120 reservations that are open to the public. As a non-profit conservation organization, we are funded and supported entirely by our visitors, supporters, volunteers, and our 100,000 Member households. We encourage you to learn more about The Trustees on our website, www.thetrustees.org.

Salary/Hourly Rate: $17/hour - $19/hour

Hours per week: 25

Job Classification: Seasonal, non-exempt

Job Type: Onsite

Duration: September - November

Reporting to both the Property Director and Senior Regional Engagement Manager, the Signature Event Assistant, supports Long Hill’s event, Halloween on the Hill in a variety of areas. The Event Assistant tasks may include providing retail support, welcoming people to the property, checking visitors in, selling concessions, parking, and monitoring visitor safety. The event runs October 1 – October 30, Wednesday through Sundays except for the first and second weeks of October, when the event is Thursday through Sunday then transitions to Wednesday – Sunday. During the last week of October, the event runs Tuesday, October 27 – Friday, October 30. The ideal candidate has excellent customer services skills, remains calm under pressure, and arrives for each shift in a timely fashion. If interested, there is an opportunity to help with event setup in September and breakdown in November for additional hours.

Over the past five years, Halloween on the Hill has become an extremely popular family friendly event bringing significant awareness and visitation to Long Hil. Nearly 2,000 carved pumpkins are displayed creatively throughout the trail, and the large-scale sets are an audience draw. A similar event takes place at Naumkeag in Stockbridge. This event brought in over 25,000 people to Long Hill in 2026.

• Support visitor services on the days of the events, including retail support, welcoming people to the property, checking visitors in, concessions, parking, and monitoring for safety.
• Provide exemplary external and internal customer service
• Bring a fun spirit
• Support the Halloween on the Hill team to produce a successful event.

This is a seasonal, non-exempt position reporting directly to the Property Director and Senior Regional Engagement Manager.

• Excellent “people skills” to inspire, motivate, and work cooperatively and harmoniously with fellow employees, volunteers, committees, members, and the public.
• Retail or customer service experience a plus.
• Proven ability to work independently and collaboratively as a team member.
• Proven ability to complete assigned tasks and projects, meet deadlines, and manage multiple tasks.
• Strong commitment to the mission of The Trustees of Reservations.
• Ability to work nights and weekends is required.
• Ability to drive and arrive on time for each shift
• Other duties as assigned.

• The ability to work in all weather conditions
• Lift up to 30 pounds
• Push and pull heavy objects
• Able to be on feet for 4 – 6 hours at a time
• Current authorization to work in the United States – a candidate must have such authorization by his or her first day of employment.
• A valid driver’s license, as well as a satisfactory driving record as outlined in The Trustees’ driving policy. [if needed]
• A satisfactory criminal background (CORI) check.

• Sick time: 40 hours
• Reciprocity: Employees have access to free and discounted admission and membership to more than 50 nearby museums and cultural institutions.
• Discounts: Enjoy free entry to all Trustees properties, discount event tickets, and discounted merchandise at our stores and on stays at our inns.