Signature Events Assistant

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.

- 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.

- 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.

- 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]

Don't quite have all the skills and experience listed above? We still want to hear from you! Research shows that historically marginalized groups are less likely to apply if they do not meet every single requirement.

We are committed to building a diverse team and encourage you to apply even if you are missing some of the skills and experience above.

Questions? Contact our People team at people@thetrustees.org

- 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.

The Trustees is a proud equal opportunity employer and does not discriminate against any protected status including, but not limited to, age, race, ethnicity, sex, gender, sexual preferences, nation of origin, religion, or disability status and strongly encourages applications from people of color, persons with varying abilities, women, and LGBTQ+ applicants.

We aspire to reflect and effectively serve the residents and communities of Massachusetts, who are at the core of our mission.

The Trustees' commitment to advancing the organization's vision for this work may be found here: Diversity, Belonging, Inclusion and Equity .