Lead Guest Services and Retail Associate - Stockbridge (seasonal, part-time)

Job Type

Full Time




United States


About Naumkeag:

A gracious house with magnificent gardens, and panoramic views, Naumkeag is a quintessential country estate of the Gilded Age, but at its heart, this architectural masterpiece is a family home. Joseph Choate, a leading 19th-century attorney, hired the architectural firm of McKim, Mead, & White to design the 44-room “cottage,” Naumkeag, which would serve as a summer retreat for three generations of Choates.With its views of Monument Mountain, its stunning collection of gardens created by Joseph Choate, and its shingle-style house, Naumkeag creates an unforgettable experience for visitors. Bequeathed in its entirety in 1958 – from furniture to garden tools to its intact dairy barn – Naumkeag, a National Historic Landmark, provides a special link to Berkshires history.

Summary of Position:

The Lead Guest Services and Retail Associate will perform the essential function of supervising daily operations of the combined Welcome Center and self-serve Oak Café at Naumkeag. This person will perform standard duties of a Guest Services and Retail Associate, while also being responsible for supervising staff in the Welcome Center, opening and closing procedures, working with vendors for the Oak Café, and maintaining food and beverage inventory.

This is a 32 hour per week, seasonal, hourly (non-exempt) position.

Essential Functions:

  • Welcome each guest to Naumkeag; sell Admissions tickets to Naumkeag.
  • Promote the mission of The Trustees by describing member benefits and selling memberships.
  • Review the available tours/programs and provide excellent customer service in terms of history, tours, policies of the site, etc.
  • Operate the POS system with facility. Able to train staff on basic daily functions of Siriusware.
  • Oversee part-time staff regarding guest services and customer relations.
  • Responsible for opening/closing procedures in the Welcome Center/Oak Café.
  • Maintain the Welcome Center/Oak Café. This includes, but is not limited to emailing daily inventory reports to food vendors, maintaining/adjusting food and beverage inventory, reporting to Retail Coordinator regarding re-orders of food or cafe-related supplies, and supervising daily maintenance/cleaning of Welcome Center/Oak Café.


2-3 years of previous retail sales and/or food service experience.


  • Able to provide respectful, exceptional customer service to all guests with a friendly, courteous, and confident demeanor. Willingness to address needs and interests of all visitors.
  • Self-confidence in supervising and directing others.
  • Strong communication skills.
  • Leader in requesting and closing membership sales.
  • Comfortable learning and using POS system, handling cash, and making credit card sales.
  • Able to handle multiple tasks and unexpected situations in a calm manner.
  • Detail oriented.
  • Reliable and punctual.
  • Team-oriented, with a professional, positive attitude towards all staff and volunteers.
  • Able to commit to the position for the entire season (April through November).


  • Availability to work at least one day each weekend and some evenings.
  • Available to work some holidays.

Organizational Relationships/Scope:

Reports to the Guest Services/Retail Coordinator and Engagement Site Manager. Works regularly with Cultural Site Interpreters, Stewardship staff, Engagement Manager, and food vendors.

Working Conditions:

This position requires the ability to stand and walk for long periods of time, climb steep inclines and multiple flights of stairs, work indoors and outdoors in inclement, hot, and cold weather conditions, as well as the ability to lift 30 lbs.

Please Note: The above statements are intended to describe the general nature and level of work being performed by employees assigned to this classification. They are not intended to be construed as an exhaustive list of all responsibilities, duties and skills required of employees assigned to this position.

Benefits and Salary:

This is a seasonal, non-exempt, hourly paid position, with an optimal start date in early April. This position is based in Stockbridge, MA.

The Trustees offers competitive compensation and the opportunity to be part of a dedicated team across the Commonwealth who love the outdoors, who love the distinctive charms of New England, and who believe in celebrating and protecting our special places, for everyone, forever.

About The Trustees of Reservations:

The Trustees is an organization with a fascinating past and an exciting future. Our places are open to all and we thrive by involving as many people as possible in what we do. Founded in 1891, by a group of visionary volunteers, we preserve, for public use and enjoyment, properties of exceptional scenic, historic, and ecological value in Massachusetts and work to protect special places across the state. We have helped protect more than 50,000 acres, including 26,000+ acres on 116 reservations that are all open to the public. We are a nonprofit conservation organization funded and supported entirely by our visitors, supporters, volunteers, and more than 50,000 members.

Our seasonal staff plays an integral role in ensuring that our visitors enjoy our extraordinary places. With the change to warmer temperatures, we experience an influx of visitors of all ages and backgrounds who want to explore and be inspired by our properties. Sandy beaches, wooded trails, cultural gardens, historic homes, community supported agriculture—there are many ways for visitors to discover and explore The Trustees, and just as many opportunities for seasonal employees to make each visitor’s experience special.

In addition to being an Equal Opportunity Employer, The Trustees of Reservations aim to create a thriving, inclusive workplace that values each member of our team. We aspire to reflect and effectively serve the residents and communities of Massachusetts who are at the core of our mission.

Due to the volume of applications we receive, we kindly request that you do not call to inquire about the status of your application. Those candidates chosen for interviews will be contacted.

Professional Level

None specified

Minimum Education Required

No requirement

How To Apply